New Milford, a charming and historic New England community
situated in the western region of Connecticut's Litchfield
County, stands out as the state's largest town by land area,
covering an expansive 62 square miles. Settled in 1707 and
officially incorporated in 1712, it traces its origins to early
English pioneers like John Noble Sr. and his daughter Sarah,
offering a rich historical backdrop just under two hours' drive
from the vibrant energy of New York City.
Home to roughly
28,000 friendly residents, New Milford fosters a hospitable
environment where locals genuinely enjoy connecting with
visitors from beyond its borders. The downtown district, part of
the Village Center Historic District listed on the National
Register of Historic Places, retains genuine architectural
facades from the mid-to-late 1800s and early 1900s, infusing
every outing with an authentic sense of the past. For those
interested in delving deeper into the town's heritage, the New
Milford Historical Society & Museum collects and showcases
artifacts that bring local history to life.
At the heart
of the town lies a collection of budget-friendly small shops and
unique boutiques, complemented by an eclectic mix of dining
options that span Mexican, American, Italian, and other cuisines
to suit various tastes. The picturesque town green provides an
ideal setting for relaxed walks and soaking in the fresh air,
especially amid the warmth of summer. During the warmer months,
don't miss the opportunity to attend the lively Village Fair
Days event on the green, which features community festivities,
vendors, and entertainment.
Known for its exceptional
safety, New Milford sees plenty of residents savoring the casual
nightlife scene, with bars that exude a laid-back ambiance and
remain easy on the wallet. Nestled within the scenic Candlewood
Valley, the town is framed by gently rolling hills that deliver
breathtaking views in every season. Outdoor enthusiasts can
explore several nearby parks, including Lovers Leap State Park
with its hiking trails, picnic areas, and dramatic overlooks, or
venture to Candlewood Lake—the largest lake in Connecticut—for
boating, swimming, and waterside relaxation. Additionally, the
Housatonic River offers thrilling opportunities for kayaking and
rowing, while the popular Elephant's Trunk Flea Market draws
crowds on weekends with its array of antiques, collectibles, and
bargains.
The town's economic vitality stems largely from
its array of independently owned businesses and eateries,
creating a refreshing alternative to generic chain operations.
This focus ensures that every spot you explore delivers a
one-of-a-kind encounter, leaving you with memorable and
fulfilling impressions.
The Village Green serves as the vibrant heart of New Milford,
Connecticut, renowned as one of the longest and most picturesque town
greens in New England, stretching along Main Street with its iconic
gazebo featured on the town's flag. This scenic open space hosts a
variety of community events year-round, fostering a welcoming atmosphere
for residents and visitors alike. In the summer, highlights include the
Village Fair Days, a three-day celebration where local vendors and
businesses from New Milford and nearby areas showcase their goods under
tents, creating a family-oriented vibe with activities like bingo, live
music performances, and opportunities to sample delicious offerings from
fire departments and regional eateries—the event typically operates from
9 a.m. to 9 p.m. Complementing this, the New Milford Farmers Market runs
every Saturday throughout the year, providing fresh produce, artisanal
crafts, and a chance to support local agriculture. During winter, the
green transforms with a festive display of Christmas trees lining its
center, culminating in a beloved tree-lighting ceremony accompanied by
caroling in the charming gazebo, evoking a classic New England holiday
spirit. Other annual gatherings, such as the Arts Festival, RiverFest,
and Housatonic Duck Race, further enliven the area, drawing crowds for
cultural and recreational fun.
Branching off from the Village
Green, Bank Street is a historic thoroughfare lined with an array of
boutique shops, cozy cafes, and diverse restaurants that capture the
essence of small-town charm. This bustling street gained Hollywood fame
as a key filming location for the 2002 comedy "Mr. Deeds," starring Adam
Sandler, Winona Ryder, and others, where it was transformed into a movie
set—including the fictional Deeds Pizza shop at 31 Bank Street—for
scenes that highlighted its quaint appeal. During production in 2001,
the area buzzed with activity, boosting local businesses like the Bank
Street Coffee House, and it continues to attract fans reminiscing about
the film's lighthearted antics.
Situated off Grove Street, Lovers
Leap State Park offers an ideal escape for outdoor enthusiasts, spanning
160 acres across the scenic Housatonic Gorge with about 3.5 to 4 miles
of well-marked hiking trails that weave through diverse terrain. The
park's name stems from a poignant Native American legend involving
Princess Lillinonah, daughter of Chief Waramaug, who reportedly leaped
from the cliffs with her forbidden white lover after their romance was
thwarted, adding a layer of romantic tragedy to its history. Explorers
can discover remnants of the area's industrial past, including ruins of
an old factory and a burned-down castle-like structure, alongside the
striking 1895 Berlin Iron Bridge—a historic iron truss span crossing the
river that serves as a trail highlight. Trails lead to breathtaking
overlooks offering panoramic views extending for miles, including sights
of neighboring Bridgewater and the rolling landscape beyond.
TheatreWorks stands out as New Milford's premier community theater
venue, delivering high-quality performances with talented local actors
at affordable prices that make live stage experiences accessible to all.
This intimate space hosts a rotating lineup of productions, from
classics to contemporary works, including recent and upcoming shows like
the holiday-themed "What the Dickens?" (which ran December 4-21, 2025)
and future offerings such as "The Shark is Broken" in February-March
2026, "King Lear" in April-May 2026, and "Spring Awakening" in July
2026. Tickets can be conveniently purchased online or by calling the box
office at 860-350-6863, with options for seat selection and e-tickets,
ensuring a seamless visit for theater lovers.
New Milford, Connecticut, boasts a vibrant array of activities, with
shopping being a standout highlight. The town's charming downtown area
is packed with an extensive selection of boutique shops, antique stores,
and local retailers—easily numbering in the hundreds—offering everything
from unique gifts and artisanal crafts to everyday essentials, making it
a perfect spot for a leisurely day of browsing and discovering hidden
gems.
For entertainment, head to the historic Bank Street
Theater, a beloved neighborhood cinema that's been a community staple
for over a century. With four cozy screens, it showcases a mix of the
latest blockbuster releases, independent films, and special events like
private rentals. Ticket prices are affordable, and you can enjoy classic
concessions like fresh popcorn and candy in its intimate, comfortable
setting.
One of the area's most popular draws is the Elephant's
Trunk Flea Market, a sprawling outdoor marketplace that operates every
Sunday during the warmer months (typically from April to November,
weather permitting). As of December 2025, it's closed for the winter
season but plans to reopen in spring 2026. Hundreds of vendors from
nearby regions and beyond set up stalls selling a diverse array of
items, including antiques, vintage clothing, fresh produce, handmade
jewelry, and local honey. Located at 490 Danbury Road (Route 7) near the
intersection with Candlewood Lake Road South, just beyond New Milford
High School, it's known for its lively atmosphere and bargain-hunting
opportunities—expect to haggle and explore rows upon rows of treasures
in a massive field spanning several acres.
Beat the heat by
heading to Lynn Deming Park on Candlewood Lake, the largest lake in
Connecticut with over 60 miles of shoreline. This scenic spot features a
sandy beach ideal for swimming, sunbathing, or simply relaxing with a
picnic. The park also includes a playground, walking paths, and boating
access, and it's open seasonally from Memorial Day to Labor Day with
entrance fees or passes required (New Milford residents get priority,
but non-residents can purchase day passes). The crystal-clear waters and
surrounding wooded hills provide a picturesque backdrop for family
outings or a peaceful tan session.
Sports enthusiasts can check
out Young's Field on Young's Field Road, a well-maintained riverside
park overlooking the scenic Housatonic River. It offers a variety of
facilities, including tennis and pickleball courts, a softball field, a
modern skate park with ramps and rails for skateboarders and bikers, and
an updated playground with fun equipment for kids of all ages. The
park's location just steps from downtown makes it easy to combine with
shopping or dining, and it's open year-round for public use (rentals
available for New Milford residents).
For nature lovers, Clatter
Valley Park provides over 100 acres of open space perfect for hiking
through its expansive fields and forested trails. This versatile area is
great for group gatherings, picnics, or recreational activities like
disc golf, ultimate Frisbee, horseback riding, cross-country skiing in
winter, or even fishing in nearby streams. Located at 158 Town Farm
Road, it's a serene escape with opportunities for birdwatching and
seasonal events, and it's open daily from dawn to dusk for public
enjoyment.
Golfers will appreciate the Candlewood Valley Country
Club, an 18-hole public course known for its challenging layout and
stunning views of rolling hills and woodlands. Spanning nearly 160 acres
along Danbury Road, it offers impeccable conditions, a pro shop, lessons
from PGA professionals, and on-site dining at the restaurant—ideal for
events or casual outings. Tee times can be booked by calling +1
860-354-9359 ext. 12, and it's open to all skill levels with rates
varying by season.
Mark your calendar for the annual Bridgewater
Country Fair, held toward the end of summer (in 2025, it ran from August
15-17) just a quick drive from New Milford's center, behind the
Bridgewater Fire Station at 100 Main Street South. This longstanding
tradition, now in its 72nd year, supports the local volunteer fire
department and features dozens of vendors selling items like artisanal
beef jerky, custom handbags, and homemade goods. Food options shine with
favorites such as roast beef sandwiches, BBQ ribs, classic hot dogs with
fries, and fresh fair treats. Daily live entertainment includes pig
races, tractor pulls, dirt bike stunts, live music performances, and a
grand parade—keep an eye out for promotional bumper stickers if visiting
in August to confirm dates.
Unfortunately, as of October 2025,
New Milford Lanes at 145 Danbury Road D has been listed as permanently
closed, so bowling enthusiasts may need to seek alternatives in nearby
towns. Previously, it was a family-friendly spot with lanes, an arcade,
glow bowling events, and a snack bar—perfect for daytime fun with kids.
For inquiries about potential reopenings or similar venues, check local
listings or call +1 860-799-7770.
If you're in the market for
body art, Skin Deep Ink Tattoo stands out as one of New Milford's
premier studios, family-owned since 2008 and renowned for its
award-winning artists. Owner Mark Duhan and artist John Kang create a
welcoming, professional atmosphere, specializing in new school, realism,
and custom designs that blend creativity with top-tier quality. They
also offer body piercing services in a clean, sterile environment.
Located at 90 Park Lane Road (Route 202 near Park Lane East),
appointments can be made by calling +1 860-350-8282 or via their website
for consultations.
By Car
Driving remains the most convenient and recommended option
for reaching New Milford, offering flexibility and the chance to enjoy
the area's scenic landscapes. If you're traveling from the east,
Interstate 84 connects seamlessly to Route 7, guiding you right into the
heart of downtown. For a quicker alternative during heavy traffic
periods like rush hour, consider Route 67 via Southbury—this path avoids
congestion and meanders through charming rural areas of nearby
communities, providing stunning vistas of the rolling hills and
countryside that envelop the town. From the north, Routes 7 or 202
provide direct access to the central area, with Route 7 being
particularly straightforward for longer hauls.
By Plane
Several airports serve the region, with varying sizes and flight
options. Driving times can fluctuate based on traffic, but estimates are
provided below for planning.
Westchester County Airport (HPN), a
regional hub in Westchester County, New York, handles numerous domestic
flights through airlines like JetBlue, American, and Delta. Non-stop
destinations include major cities such as Atlanta (ATL), Chicago (ORD),
West Palm Beach (PBI), and about 25 others, primarily within the U.S.,
with some seasonal international options like San Juan (SJU). It's
roughly a 60-minute drive to New Milford.
Stewart International
Airport (SWF) in Newburgh, New York, is a smaller facility offering
budget-friendly flights via carriers like Allegiant and Breeze Airways.
Current non-stop routes connect to around 8 domestic spots, including
Fort Lauderdale (FLL), Orlando (via SFB or MCO), Charleston (CHS), Punta
Gorda (PGD), Raleigh-Durham (RDU), and Tampa (TPA), though services to
Philadelphia and Detroit appear discontinued based on recent schedules.
The drive from here takes about 80 minutes.
Tweed New Haven Regional
Airport (HVN) in New Haven is another compact option, now expanded with
low-cost carriers Avelo and Breeze Airways serving over 30 destinations.
Non-stop flights include Orlando (MCO), Raleigh-Durham (RDU), San Juan
(SJU), Atlanta (ATL), Charlotte (CLT), Knoxville (TYS), Destin (DSI),
and many more across the U.S., far beyond its original single route to
Philadelphia. Expect an 80-minute drive to New Milford.
Bradley
International Airport (BDL), situated near Hartford, is a larger
international gateway with flights arriving from destinations worldwide.
It offers around 46 non-stop routes via 10 airlines, including domestic
hubs like Atlanta, Chicago, and Orlando, plus international spots such
as Dublin (DUB), Cancun (CUN), Montego Bay (MBJ), and Bermuda (BDA)
starting in 2025. The airport features extensive on-site car rental
options from nine providers, including Alamo, Avis, Budget, Dollar,
Enterprise, Hertz, National, Payless, and Thrifty—reservations can be
made in advance via their websites or toll-free numbers. Shuttle
services are also available for off-site needs. It's approximately a
70-minute drive from New Milford's center.
LaGuardia Airport (LGA) in
Queens, New York City, is a bustling major airport with extensive
domestic and international flights to dozens of global destinations. The
drive is about 90 minutes.
John F. Kennedy International Airport
(JFK), also in Queens, New York City, provides even broader worldwide
connectivity through numerous airlines. Anticipate a 100-minute drive.
Newark Liberty International Airport (EWR) in Newark, New Jersey, rounds
out the options as another key international hub with flights to
destinations around the world. It's typically a 2-hour drive away.
By Train
While New Milford lacks its own train station, you can
reach the area via rail with a short bus connection. Take the
Metro-North Railroad's Harlem Line from New York City's Grand Central
Terminal to Danbury Station (about 1.5-2 hours). From there, transfer to
a HARTransit bus (such as Route 7 or the LOOP) for the remaining 15-mile
journey to New Milford, which takes around 30-45 minutes. This combo
provides a viable public transit alternative for those avoiding driving.
By Car
Automobiles are the primary mode of transportation within
New Milford, given its spread-out layout. Key commercial areas cluster
along Route 7 (also known as Danbury Road) and in the downtown district.
Local car rental agencies include Enterprise at 40 Danbury Road (phone:
860-350-3855) and Hertz at Anderson Avenue. Additional options like
Dollar and Thrifty may be available through online aggregators.
By Bus
HARTransit operates regional bus services across southwestern
Connecticut, including New Milford. The Route 7 line runs between New
Milford and Danbury, stopping at key spots like the Medical Center on
Park Lane Road, Walmart, New Milford Hospital, New Milford High School,
and various points along Route 7. The LOOP service (including the 9
LOOP) provides additional connections to Danbury, with evening, weekend,
and holiday options available on select routes. Buses operate weekdays
from early morning to late evening, with reduced hours on weekends.
By Foot
Downtown New Milford is highly pedestrian-friendly, with
compact streets ideal for strolling between shops, eateries, and
attractions. However, exploring beyond the center can be challenging due
to the town's expansive geography—covering over 60 square miles—and
limited sidewalks in outlying areas, making it less practical for longer
distances.
New Milford offers a variety of shopping opportunities for unique
finds, everyday essentials, and fun gifts. From bustling outdoor markets
to cozy specialty stores, there's something for antique hunters, food
shoppers, and toy enthusiasts alike.
Antiques and Souvenirs
Elephant's Trunk Country Flea Market: This iconic outdoor market
operates every Sunday from early April through December (weather
permitting), making it a perfect weekend destination for treasure
seekers. Gates open for general admission at 7:00 a.m. until 2:00 p.m.,
with a $4 entry fee per person (children under 12 free); early bird
access from 5:30 a.m. starts at $20 for those eager to snag the best
deals. Expect over 500 vendors from across the East Coast offering a mix
of antiques, vintage collectibles, furniture, clothing, toys, and
crystal, alongside food stalls serving homemade soups, mini donuts, and
more. It's a lively spot for browsing quirky items, but note that pets
are not allowed for safety reasons, and check their Facebook for weekly
updates on conditions.
Food Markets and Groceries
Northville
Market: A full-service grocery store emphasizing local and specialty
items, located at 301 Litchfield Road. Open daily from 7:00 a.m. to 8:00
p.m., it features organic and conventional produce, a deli with hot and
cold menu options for grab-and-go or catering, Mediterranean specialties
like fresh hummus and baba ghanouj from Oliva to Go, artisan breads from
Wave Hill (delivered fresh Wednesdays and Saturdays), gourmet mushrooms,
and pure maple products from Ben’s Sugar Shack. They support small farms
with seasonal offerings like berries and herbs, and host events like
Friday Night Carving Station from 4:30 p.m. to 7:00 p.m. for
restaurant-quality meals. Phone: +1 860-355-2667.
Food Mart: This
convenient neighborhood spot at 31 Bridge Street serves as a one-stop
shop for quick groceries, fresh food items, and more. It's
well-maintained with a clean food section, helpful staff, and a wide
variety of vapes, cigars, CBD products, and snacks. Reopened after
renovations in 2010, it's ideal for everyday needs or on-the-go
purchases. Phone: +1 860-350-2752.
Toys
Nordica Toys: A
charming small toy store on Main Street that's been a downtown staple
since 1981. After a change in ownership to local couple Emily and
Brandon Merritt in July 2023, it underwent renovations to refresh the
space while keeping its family-friendly vibe. They carry toys for all
ages, from educational games to classic favorites, and have earned
accolades like Litchfield Magazine's Reader's Choice for Best Toy Store
in 2025 (second year in a row) and Best of Connecticut in 2024. The
location is convenient, near eateries and coffee spots for a full
outing. Phone: +1 860-355-2034.
Play Toys and Gifts: A neat and
eclectic store at 49 Bank Street, known for its fun, kitschy selections
that make great gifts for any occasion. Shoppers rave about the varied
inventory of unique toys, gag gifts, and oddities you won't find
elsewhere, plus the helpful and personable staff. With another location
in Beacon, NY, it's a go-to for creative and whimsical items. Phone: +1
860-355-2134.
New Milford boasts an abundance of dining options—over a hundred
local eateries spanning BBQ, family-style American, Italian, Mexican,
seafood, and beyond. The majority cluster along Danbury Road (Route 7)
for easy access, with many earning high marks for quality and service.
Whether you're craving casual takeout or a sit-down meal, the town
delivers diverse flavors at various price points.
Chinese Cuisine
Oriental House: Tucked near the town center at 44 East Street, this
family-run spot is praised for its standout Chinese dishes, though some
note occasional saltiness. Favorites include Mu Shu Chicken and other
classics, with quick service and a clean interior. It holds a 2.6/5
rating on Yelp from 36 reviews, but locals often call it one of the
area's best for convenience and flavor. Phone: +1 860-355-5882.
Royal
Buffet: At 132 Danbury Road, this buffet-style restaurant blends Chinese
and American fare with a wide selection, including sushi and grill
options. Open Tuesday through Sunday (closed Mondays), with hours from
11:00 a.m. to 9:30 p.m., lunch buffets start at $8.99 for adults ($7.99
for seniors), making it affordable for groups. It's the largest buffet
in the area, with fresh, gourmet choices and online ordering available.
Phone: +1 860-350-6888.
Main Moon: Offering budget-friendly Chinese
eats at 48 Kent Road #2, this spot is ideal for quick, tasty meals like
steamed dumplings and crab rangoon. Hours run Tuesday to Sunday from
11:00 a.m. to 10:00 p.m., with a welcoming atmosphere and hand-made
specialties. It's a local favorite for value and variety, though some
compare it favorably to nearby fusion options. Phone: +1 860-355-9629.
Great Wall: Located at 40 Danbury Road #C, this Chinese-American eatery
delivers solid, authentic flavors at reasonable prices. Standouts
include Peanut Chicken (deep-fried then stir-fried in peanut sauce) and
staples like Wonton Soup or Sesame Chicken. With a 3.5/5 Yelp rating
from 27 reviews, it's appreciated for takeout convenience and
professional preparation. Online ordering and delivery available. Phone:
+1 860-354-8855.
Diners and Sandwiches
Three Brothers Family
Restaurant: A hometown diner at 79 Danbury Road with a fun Batman theme
that's perfect for families and kids. Open daily from 8:00 a.m. to 9:00
p.m., it serves American and Greek cuisine with a varied menu of soups,
salads, full dinners, and sandwiches. Earning 4.1/5 on TripAdvisor from
68 reviews, it's clean, affordable ($ price range), and great for casual
meals—try the Batman-inspired decor for added entertainment. Phone: +1
860-355-9269.
Italian and Pizza
Brickhouse Pizza & Restaurant:
Situated at 33 Danbury Road, this unpretentious spot excels in Italian
favorites at fair prices, with friendly, fast service. Open daily from
11:00 a.m. to 10:00 p.m., it boasts a 4.4/5 TripAdvisor rating from 121
reviews for its simple yet delicious pizzas and entrees. A local staple
since at least 2010, it's ideal for relaxed dining or takeout. Phone: +1
860-354-9192.
John's Best Pizza Restaurant: Highly recommended at 129
Danbury Road, this place goes beyond pizza with a full Italian menu of
entrees, appetizers, salads, and sandwiches. The owner ensures top-notch
satisfaction, with convenient parking in Lores Plaza. Open seven days a
week, it's a reliable choice for quality meals—favorites include Mussels
Marinara and Fried Combo platters. Phone: +1 860-354-2220.
Italia Mia
Restaurant & Bar: The go-to Italian hotspot at 223 Danbury Road, this
freestanding venue off Route 7 draws crowds with its comforting classics
in a relaxed, home-like setting including a sunroom. Slightly pricier
depending on your order ($$ - $$$ range), but worth it for the amazing
food—think pizzas, pastas, and happy hour specials from 4:00 p.m. to
7:00 p.m. with $5 apps. Rated 3.7/5 on TripAdvisor from 62 reviews, open
daily from 11:00 a.m. to 10:00 p.m., with bar, trivia nights, and gift
cards. Phone: +1 860-355-9221.
Ristorante Lucia: Conveniently in the
town center at 51 Bank Street, this intimate Italian eatery offers full
lunch and dinner menus with appetizers, entrees, desserts, an extensive
wine list, and banquet services. Rated 4.5/5 on TripAdvisor from 219
reviews, it's pet-friendly on the patio, with fast service and options
like antipasto. Open for lunch (12:00 p.m.-3:00 p.m.) and dinner (5:00
p.m.-9:00 p.m.) most days; call for reservations. Phone: +1
860-355-5100.
All Aboard Pizza: Renowned in New Milford for its
gourmet pizzas, calzones, and entrees at 14 Railroad Street, this
relatively new pizzeria features a clean interior with flat-screen TVs
showing sports, making it great for groups or parties. Kid-friendly with
crayons and paper provided, it also serves burgers, wraps, salads,
appetizers, and ice cream for dessert. Open daily from 11:00 a.m. to
9:00-9:30 p.m., with takeout, delivery (minimum $14, $5 fee), and
family-oriented Italian-American vibes. Phone: +1 860-354-9552.
Japanese Cuisine
Yokohama Japanese Restaurant: As the town's sole
Japanese spot at 131 Danbury Road, it's widely regarded as the top in
the region with fresh sushi, innovative rolls, and gluten-friendly
options. The relaxed atmosphere suits casual dining, with a 4.7/5
TripAdvisor rating from 161 reviews praising the classic dishes and
cross-cultural twists. Open daily from 11:00 a.m. to 9:30 p.m., online
ordering available. Phone: +1 860-355-0556.
Town Center
In the vibrant and pedestrian-friendly heart of New
Milford, you'll find charming lodging options perfect for those who
enjoy the energy of a lively area with easy access to shops, dining, and
local attractions. This bustling town center features the historic New
Milford Green, known as the longest town green in New England,
stretching over a mile and hosting community events year-round.
Homestead Inn, located at 5 Elm Street (toll-free: +1-866-221-6537).
This cozy bed and breakfast offers 16 well-appointed rooms spread
between the main house and the Treadwell Annex, making it an ideal spot
for a romantic weekend escape or a relaxing stay. Guests appreciate its
quaint atmosphere and proximity to the green, with modern amenities
blended into a historic setting.
Northern New Milford
For a
more serene experience, the northern section of New Milford provides
quieter accommodations away from the central hustle, surrounded by
rolling hills and natural beauty along the Housatonic River. This area
is great for extended stays or those seeking a peaceful retreat with
convenient access to outdoor activities like hiking and fishing (with
precautions noted in the safety section).
The Cottages on Kent
Road, at 255 Kent Road (+1-860-350-2400). These luxury cottages are
designed for comfort and convenience, especially for extended stays or
business travelers. Each unit includes a bedroom with a queen-sized bed,
a sleeper sofa in the living area, two 27-inch TVs with cable, a fully
equipped kitchen with all necessary appliances, and complimentary WiFi.
They accommodate up to three people, with the second person staying free
and an additional fee for the third; pets are not allowed, and smoking
is prohibited indoors. Seasonal rates apply for stays of four weeks or
more: from November 1 to March 31, starting at $1,344, and from April 1
to October 31, starting at $1,595, plus a $400 security deposit. Options
also include upscale four-bedroom houses for larger groups.
Rocky
River Inn, at 236 Kent Road (+1-860-355-3208). This recently renovated
motel is pet-friendly and offers modern, affordable rooms with free
WiFi, refrigerators, microwaves, and cable/satellite TV. It's nestled in
the scenic hills along the Housatonic River, providing a comfortable
base for exploring Litchfield County at reasonable rates. Guests often
praise the clean, updated facilities and helpful staff.
The entire town uses the 860 area code for phone numbers. The primary ZIP code is 06776, covering most of New Milford, while the Gaylordsville neighborhood uses 06755. For complimentary internet access, head to the New Milford Public Library, which provides free wireless service for laptops and other devices, along with public workstations. The library also offers digital resources like e-books and databases, accessible 24/7 with a library card via services such as hoopla.
New Milford boasts an exceptionally low crime rate, with overall
incidents at about 567 per 100,000 residents annually—well below the
state average—and it continues to decline year over year. Violent crime
is rare (around 1 in 1,767 chance), and the southwest part of town is
considered particularly safe. Strong police presence and community
programs contribute to this secure environment. As always, exercise
basic precautions like locking vehicles and being aware of surroundings
to ensure a worry-free visit.
Avoid consuming any fish caught from
the Housatonic River due to high levels of mercury contamination, a
legacy from historical industrial pollution dating back to the 1800s,
including hat-making processes and PCB discharges. Sediments in the
river still hold elevated mercury, which can bioaccumulate in fish and
pose health risks if ingested.
Pre-Colonial and Indigenous History
The region now known as New
Milford, Connecticut, was originally inhabited by the Wawyachtonoc
people, a sub-group of the Paugussett Nation, who later affiliated with
the Mahican tribe. They maintained a farming and fishing culture,
cultivating crops such as corn, squash, beans, and tobacco primarily
along the Housatonic and Still rivers, while also fishing in freshwater
areas. The area was referred to as Wyantonock or Weantinock by the
indigenous population, characterized by dense forests, mountains, hills,
valleys, and the clear Housatonic River, which was then a swift mountain
stream. Wildlife was abundant, including bears, wolves, deer, moose,
turkeys, pigeons, quail, partridges, geese, ducks, herons, cranes, shad,
and lamprey eels. Winters were severe, and the indigenous people
annually burned forests to clear underbrush, creating meadows by
draining swamps. There was no significant non-indigenous presence until
the early 18th century, with local tribes maintaining peaceful relations
during initial colonial contacts.
In 1702, a deed for "A Certain
Tract of Land called Weeantenock" was signed by 14 Native Americans and
granted to 109 proprietors from Milford for £60 in current money of the
Colony of Connecticut and £20 in goods. This transaction, recorded in
town records (Volume 9, page 269) and in Hartford, marked the beginning
of colonial acquisition. The Native Americans left their large
settlement and fort at Fort Hill in 1705. A legislative patent was
granted by the General Court on October 22, 1703, officially recognizing
the land as a plantation until 1712.
Founding and Early
Settlement (1707–1750s)
Settlement began amid the challenges of Queen
Anne's War (1702–1713) and fears of French and Indian attacks. In 1706,
Zachariah Ferriss arrived and plowed a plot near the present Town Hall,
believed to be the first such work by a Caucasian, claiming title under
a Stratford Company deed that led to a lawsuit against the Milford
proprietors (resolved in favor of the defendants after 16 trials). John
Noble Sr., from Westfield, Massachusetts, and his eight-year-old
daughter Sarah Noble became the first Anglo-American settlers in 1707,
building a cabin in the Weantinock valley near Fort Hill and
establishing friendly relations with local indigenous people. They were
soon joined by John Bostwick from Stratford. Noble built a log house on
the east side of the Stratford River (now Aspetuck River), and the area
was a wilderness frontier.
By 1708, Daniel Bostwick was born as
the first male child in New Milford. In 1710, Sarah Ferriss became the
first female child born there. Early houses were simple log cabins
(15–18 feet square, 7 feet high), with no floors, stone-and-mud
fireplaces, bark or slab roofs with smoke holes, mud-plastered stick
chimneys, blanket or plank doors on wooden hinges, greased paper
windows, and hemlock bough beds. Settlers cleared land in areas like
Indian Field (west of the river, purchased in 1705 and conveyed to the
town in 1714), Aspetuck Hill, and Grassy Hill. By 1711, the population
reached about 70 (12 families), mostly from Stratford, Milford,
Northampton, Westfield, and Farmington. Residents petitioned the
Connecticut General Assembly for town rights to levy taxes and hire a
minister, which was granted in 1712, making New Milford the 47th town in
Connecticut. The first highways laid out included Aspetuck Avenue and
Elkington Road.
Legal disputes arose from Stratford claimants,
led by Col. John Read, asserting a 1671 deed, resulting in 16 court
trials from 1708 to 1710, with New Milford prevailing based on Indian
title, the General Court patent, and occupation. John Read, a Harvard
graduate, preacher, lawyer, and theologian, represented the defendants
and preached the first sermon in 1711 in a log house at the upper end of
"The Green." The town plot on Aspetuck Hill included a 20-rod-wide
street and 16 home lots (21 rods wide, 60 rods deep). Land divisions
included home-lots (7.5 acres), pastures (10 acres), and uplands (40–50
acres, expanding to 357.5 acres by 1802 across 14 divisions).
In
1713, Daniel Boardman was granted land and a house to serve as minister
for 20 years. The first military company was organized in 1715 under
Captain Stephen Noble. The "First Church of Christ" (Congregational) was
organized in 1716 by eight men and five women, with Boardman ordained as
pastor on November 21 (population ~125). The first gristmill was built
in 1717 by John Griswold and William Gould at Lanesville. Construction
of the first meetinghouse began in 1719 (40x30x20 feet with galleries,
completed 1731). In 1720, the town voted to build a boat for river
crossing. Education started in 1721 with a school for four months in
winter, town bearing half the expense; the first district schoolhouse
was built in 1727.
The "North Purchase" was acquired in 1722 from
Waramaug's Reserve. James Hine arrived in 1723–1724 as the first
blacksmith, granted 24 acres. Ensign William Gaylord built a log home in
Gaylordsville in 1725, becoming the first settler there. Captain John
Warner was the first in the "South Farms" (lower New Milford) that year.
The first Grand List was made in 1728. John Noble Jr. moved to Gallows
Hill in 1730 as the first permanent settler below it. In 1731–1732,
about 18 members of the First Church converted to Quakerism, leading to
a Quaker Meetinghouse in Pickett District in 1741. Ironworks were
erected at Halfway Falls (now Brookfield) in 1733. Gallows Hill Cemetery
was laid out in 1734. The first bridge over the Housatonic River
(between New Milford and Long Island Sound) was built in 1736 at the
foot of Bennitt Street, replaced by a toll bridge after flooding.
Gaylordsville Burying Ground was laid out in 1737. Upper Merryall
Cemetery followed in 1760. Roger Sherman arrived from Newton,
Massachusetts, in 1743; he later became a signer of the Declaration of
Independence and U.S. Constitution (his house site is now Town Hall).
Partridge Thatcher arrived as the first admitted attorney. St. John's
Episcopal Church was organized in 1746 with visiting clergy, and
Reverend Solomon Palmer became the first resident Episcopal clergyman in
1754. The second Episcopal Church was erected in 1765. Lazarus Ruggles
settled in Lanesville in 1755 and built ironworks. By 1756, the census
showed 1,121 whites and 16 Negroes. In 1757, Mary Roberts freed her
slave Dan upon payment agreement. From 1758–1762, 139 New Milford men
served in the Colonial Wars. Gaylordsville School District was laid out
in 1760, and "Separatists" (Strict Congregationalists) built a house of
worship near Center Cemetery in 1761.
Early economy relied on
barter, with no currency or newspapers until 1755. Clothing was made
from hand-crushed grain, unfullered cloth, skins, wooden shoes,
moccasins, or barefoot. Tools were rudimentary, livestock inferior, and
vegetables limited to turnips, squashes, and beans (no potatoes, onions,
or tomatoes). Slavery existed, with some owning Negro slaves. Health
issues included malaria and dyspepsia from cooking methods; high
mortality was common. Beliefs centered on witchcraft, the Devil, hell,
election, and predestination. Notable events included the Northern
Lights on December 11, 1719 (seen as an omen) and an earthquake on
October 29, 1727. Burials began in Center Cemetery (first adult: John
Noble Sr. in 1714), with no services but feasting and races. Church life
was strict: unheated meetings, drum-summoned Sabbaths, long prayers, two
sermons, armed protection, and tithing-men oversight. Singing was nasal,
without instruments. Women were often illiterate but influential.
Settlers were brave, hardy, and thrifty, finding enjoyment in communal
hardships.
Sub-areas developed: Shepaug Neck/Bridgewater
(surveyed 1720s, settled by Canfields, Collins, Brisco, Burwell,
Benedict, Hawley, Treat; burying ground 1753); North Purchase (1722,
surveyed 1726–1731 into 64 lots, settled 1740s by Cogswells, Kinne; New
Preston ecclesiastical society 1753, meetinghouse 1754); Merryall (Upper
hilly, Lower valley; ironworks 1780s, plough foundry post-1800);
Gaylordsville (Gaylord 1725, trading furs; stores/postmasters 1820s);
Lanesville (mills 1717, Quaker house ~1801, ironworks 1775); Marbledale
(marble quarries 1800s, Episcopal church 1784); Northville (school 1783,
stores/mills, burying place ~1780); Park Lane (school 1745, mills 1730s,
Sherman/Hawley); South Farms/Brookfield (ironworks 1730s, independent
1754).
Colonial Institutions and Social Life
Institutions
formed early: Boardman well (1713, paid in grain/labor); schools and
religion intertwined. Social life included assemblies, quarter balls
post-Revolution, sleighing parties, tea-drinkings with storytelling.
Transportation used Indian trails; the 1737 bridge; wagons to Bridgeport
until railroad in 1840; mail by horseback. Main Street in the early 19th
century had pigs, geese, wood piles, and swamps, improved in 1838 (paved
watercourse) and 1871 (brick sewer by Village Improvement Society).
Education: Public school ordered in 1721; schoolmistress (Noble's
daughter); 21 districts by 1782; singing schools. Later: 20 districts;
Housatonic/Adelphi Institutes; graded schools; kindergartens (1873
first, home-based 1878); Ingleside School (1892). Professor Nehemiah
Strong ran a private boys' school in 1790. A schoolhouse was built at
the north end of Main Street in 1789.
Churches diversified from
Congregational (only until 1745, taxed support, pews by wealth,
drum-called, tithing-men). Episcopal (1742 services, Palmer 1754–1760;
Davies 1761 built edifice; Clarke 1768–1790 Tory fled; Marsh 1790s;
Huntington 1827–1848 built third church 1837; later enlargements/stone
1883). Separatists (1761–1812). Baptists (1788 Bridgewater, 1814
Northville; 269 baptisms, 70 members by 1907). Methodists (1825
Gaylordsville, 1849 village, 1838 Sherman Center). Quakers (1742).
Catholic (1860). Advent (1901). Congregational unbroken from 1716 (10
pastors including Boardman, Taylor to 1800, Griswold, Elliot, Rood,
Porter, Greenwood, Murdock Jr., Bonar, Thrall, Lee). Music debates
1739–1740 resolved to harmonized; bass viol later. Socials: donation
parties; temperance (Washingtonian 1841, 900 members).
Other
institutions: Union Circulating Library (1796); newspapers (New Milford
Republican 1845, Housatonic Ray 1872, Gazette 1877); brass band (1855);
banks (national 1852, savings 1858); Agricultural Society (1858); water
company (1873); fire department (1830, reformed 1876; Water Witch 1863).
"Sitting-down" places like Knapp’s store or “Topeka Hall” (1850s).
Notable figures included the Boardman family: Elijah (1760–1823,
U.S. senator, Revolutionary veteran); William Whiting (1794–1871, U.S.
representative, state senator); David Sherman (1768–1864, lawyer, judge,
legislator). Others: Canfields (Col. Samuel Revolutionary officer, sons
in politics/law); Shermans (Roger influential farmer/signer, descendants
like William M. Evarts Secretary of State); Nobles (John Sr./Jr.,
Stephen blacksmith/selectman/captain); Hawleys
(Ephraim/Jehiel/Nathan/Henry farmers/justices); Hines (Stephen
Revolutionary/mills/woolen factory, family physicians/pastors); Sanfords
(hat manufacturers/bankers); Treats (Joseph/Gideon/John
farmers/influential); and many more in farming, milling, and militia.
Revolutionary War Era (1770s–1780s)
The population reached 2,776
by 1774. From 1775–1780, 285 New Milford men fought in the Revolutionary
War, including the 7th Connecticut Regiment (19th Continental) raised on
September 16, 1776, which saw action at Brandywine, Germantown, and
Monmouth. Three Brigades of the Continental Army (4,663 men) camped for
two months on Second Hill Road in 1778 under General McDougal. General
Washington passed through Gaylordsville in 1780. Military involvement
began earlier: train-band (1715 Capt. Noble; second company 1744);
French and Indian War (1758–1762: Capt. Whiting’s Tenth, Canfield;
officers like Hezekiah Baldwin; good Indian relations, Boardman at
Waramaug’s deathbed). Officers included Capt. Joseph Canfield, drummers
like Zadock Bostwick.
Jemima Wilkinson held meetings in Northville in
1782. The Probate District of New Milford was formed in 1787 with Samuel
Canfield as first judge. Nicholas Wanzer deeded land to Quakers in 1788,
moving their old house from Pickett District.
19th Century:
Growth, Industries, and Civil War
A bridge was built at Little Falls
in 1792, and Squash Hollow Road laid out as a highway. New Milford was
divided into two military divisions in 1793, with the New South Company
under Captain Nathan Bostwick. The assessor's list showed occupations: 4
attorneys, 11 tavern-keepers, 10 merchants, 2 physicians, 4 blacksmiths,
9–11 shoemakers, 2 saddlers, 2 silversmiths, 1 hatter, 8 joiners, 2
millers, 1 wheelwright, 3 grist mills, 4 masons, 4 coopers, 4 tailors. A
devastating tornado hit in 1794. The Union Circulating Library was
established in 1796.
In the early to mid-19th century, New
Milford served as a location on the Underground Railroad, with stations
at Sabin’s in Lanesville, Thayer’s on Grove Street, and Roberts’ on
Second Hill. Freed slaves included Mary Robburds' in 1757 and Partridge
Thatcher's in 1780. Industries boomed: buttons, paint and varnish, hats,
furniture, pottery, lime, dairy products, pasteboard, and especially
tobacco processing, which became the major crop with warehouses
established. Marble quarries in Marbledale (1800s) produced tombstones
nationwide. Mills included woolen factories (Hine 1813), clothing with
blue dye (1808), plough foundry (Hall post-1800), grist/plaster/saw in
Northville. Hat manufacturing (Sanford/Glover 1823–1870, up to
$300,000/year). Stores and hotels emerged in Gaylordsville (Merwin 1827,
Sylvanus railway 1841–1877). Population grew to 3,198 by 1800 (excluding
set-offs like Brookfield and Washington).
The railroad arrived in
1840, transforming transportation. Newspapers, banks, agricultural
society, water company, and fire department were founded mid-century.
Temperance movements gained 900 members in 1841. During the Civil War,
New Milford contributed significantly, though specific numbers are not
detailed in sources; post-war developments included the Village
Improvement Society (1871). By 1882, the town had evolved with
merchants, bankers, and manufacturers like Mygatt (Eli merchant/banker),
Noble (shoe manufacturers), Northrop (stores), Sanford (hats/banks),
Soule (builders/tobacco 1860s), and Starr (Col. Josiah Revolutionary
veteran, family farmers/church leaders).
20th Century: Modern
Developments and Bi-Centennial
Buck's Rock Camp was founded in 1942
off Bucks Rock Road and continues operating. The house in the Merryall
section inspired the 1946 novel and 1948 film Mr. Blandings Builds His
Dream House. The 1907 bi-centennial celebration (June 15–18)
commemorated the founding, with historical articles, parades, and events
highlighting the town's progress.
21st Century: Contemporary Era
In the early 21st century, developments included a 1,000,000-gallon
sewer plant expansion on West Street, a sewer pump station on Boardman
Road, reconstruction of the Route 67/Grove Street intersection, and an
ambulance facility on Scovill Street. Parks and trails were enhanced: a
skate park at Young's Field (2006), tennis and basketball courts at
Young's Field (2010), basketball court at Williamson Park in
Gaylordsville (2010), Lynn Deming Park (2017), and the ongoing New
Milford River Trail linking to neighboring greenways. Streetscape
projects improved Church Street, Whittlesey Avenue, and the east side of
East Street (2009/2010). Candlewoof Dog Park opened on Pickett District
Road, and a bocce ball court was added at the Senior Center in 2012 by
Boy Scout Troop 66. Population growth slowed but continued, with
seasonal swells from summer residents on Candlewood Lake and rural
farmlands (May–October). The town is known for the Elephant's Trunk Flea
Market (April–December, claimed as New England's largest weekly),
attracting weekend visitors, and as a resemblance to the fictional Stars
Hollow from Gilmore Girls. New Milford has numerous National Register of
Historic Places sites, including Boardman's Bridge (1976), various
tobacco warehouses (1980s), Hine-Buckingham Farms (2004), Housatonic
Railroad Station (1984), Lover's Leap Bridge (1976), Merryall Union
Evangelical Society Chapel (1986), New Milford Center Historic District
(1986), and more.
The Legend of Lover's Leap
One of New Milford's most enduring
tales is the legend of Lover's Leap, centered in Lover's Leap State
Park, a 160-acre expanse overlooking the Housatonic River. The story
revolves around Princess Lillinonah (sometimes spelled Lillinoah), the
daughter of Chief Waramaug of the Weantinock tribe, who inhabited the
region in the 17th and 18th centuries. According to the tale, Lillinonah
fell deeply in love with a white settler (often left unnamed in
retellings) whom she nursed back to health after finding him injured
near the village. The two shared a forbidden romance, but the man was
forced to leave, promising to return after the winter. When he failed to
appear, Chief Waramaug arranged for Lillinonah to marry another
tribesman. Devastated, Lillinonah paddled her canoe toward the great
falls of the Housatonic, intending to plunge to her death as a final act
of despair. At the last moment, her lost love reappeared, leaping into
the boat to join her. Together, they cascaded over the falls, perishing
in the turbulent waters below. Their spirits are said to haunt the
cliffs and gorge, eternally bound in their tragic union.
This legend
draws from a broader archetype of "lover's leap" stories found across
the U.S., often tied to high cliffs or waterfalls symbolizing doomed
romance. In New Milford's version, the leap refers to a dramatic
1,200-foot gorge where the river narrows. Historical records trace the
earliest written account to an 1882 poem by H.S. Green in Samuel
Orcutt's book The Indians of the Housatonic and Naugatuck Valleys.
However, scholars like Paul Wegner from The Institute for American
Indian Studies have critiqued it as "wildly inaccurate," noting there's
no evidence Chief Waramaug had a daughter named Lillinonah, and the
"princess" trope reflects European fairy-tale influences rather than
authentic Native American history. The story may serve as a metaphor for
cultural erasure, portraying indigenous people as needing "redemption"
through assimilation with white settlers.
Paranormal claims amplify
the legend's haunted reputation. Visitors to the park report eerie
sensations near the cliffs, including whispers carried on the wind,
shadowy figures leaping from the rocks, and unexplained mists rising
from the river. Some hikers describe a feeling of being watched or
sudden drops in temperature, attributing these to the restless souls of
Lillinonah and her lover. While no formal ghost investigations are
documented, the site's dark history has inspired local ghost tours and
campfire stories, with some claiming the spirits manifest during full
moons or foggy evenings. The park's iron truss bridges and scenic
overlooks add to the atmospheric dread, making it a hotspot for those
seeking supernatural encounters.
The legend gained renewed attention
through the 2024 horror film Candlewood, filmed in New Milford. The
movie weaves the Lover's Leap story into a modern narrative about a
family relocating from New York during the pandemic, where the ancient
tragedy intersects with supernatural horrors, leading to fatal
consequences for the protagonists.
The Sunken Village of
Jerusalem and Candlewood Lake Hauntings
Another chilling legend ties
to Candlewood Lake, the largest man-made lake in Connecticut, bordering
New Milford. In the 1920s, Connecticut Light and Power flooded the Rocky
River valley to create a reservoir for hydroelectric power, submerging
the farming village of Jerusalem. While buildings and a graveyard were
relocated beforehand, legends persist that not everything was
saved—rumors speak of forgotten graves washing away, abandoned homes
crumbling underwater, and spectral figures rising from the depths.
Divers have reported discovering stone foundations, old tools, and
remnants of tobacco fields and pastures, fueling tales of a "ghost town"
preserved beneath the surface. Some stories claim the displaced spirits
of Jerusalem's residents haunt the lake, manifesting as eerie lights on
the water or ghostly boats drifting at night.
This legend is more
fact-based than Lover's Leap, reflecting Connecticut's industrial
history and the displacement caused by infrastructure projects. No
bodies were left behind, but the submersion of cultural artifacts has
inspired myths of unrest among the dead. In low-water periods, parts of
the old village become visible, adding credence to the tales. The story
also inspired Candlewood, where the underwater village's "curses" blend
with Lover's Leap to terrorize the film's characters.
Other minor
legends in New Milford include whispers of haunted streets like
Housatonic Avenue, once dubbed the town's "most haunted" due to
Victorian-era homes with reported poltergeist activity, though detailed
accounts are scarce in modern records. Cemeteries such as Center
Cemetery have anecdotal reports of orbs and apparitions, tying into
broader Connecticut ghost lore.
Abandoned Places in New Milford,
Connecticut
New Milford's abandoned sites often overlap with its
legends, offering explorers crumbling relics amid scenic landscapes.
These spots evoke a sense of forgotten history, from industrial decay to
ruined estates. Note: Always respect private property and state park
rules; some areas may be off-limits or hazardous.
Old Boardman
Bridge
Spanning the Housatonic River, the Old Boardman Bridge is a
striking example of 19th-century engineering gone to ruin. Built in the
late 1800s as a lenticular truss bridge, it served vehicular traffic
until a newer parallel bridge replaced it in the mid-20th century. It
remained open for pedestrians until its official closure in 1984 due to
structural concerns. Despite abandonment, the bridge is in surprisingly
good condition, with its iron framework largely intact amid overgrown
vegetation. Located in a rural stretch of New Milford, it's accessible
via nearby hiking trails and offers views of the river below. The town
has plans to restore it as a pedestrian and cyclist path connecting
local trails, but for now, it stands as a silent sentinel, occasionally
featured in urban exploration photos. No direct legends attach to it,
but its proximity to Lover's Leap adds a layer of eerie isolation.
Ruins of the Hurd Estate (Hurd Castle and Associated Structures)
Within Lover's Leap State Park lie the atmospheric ruins of the Hurd
family estate, adding an abandoned layer to the site's legendary allure.
In the late 1800s, industrialist Frank W. Hurd of Bridgeport purchased
land atop Falls Mountain and constructed a lavish summer retreat,
including Hurd Castle (a stone lodge), the Tudor-style Yellow Cat Tea
House, and the Indian Spring House (a gazebo-like structure near a
natural spring). The estate featured manicured gardens, fountains, and
panoramic views of the gorge. After Hurd's death, his daughter Catherine
Judson Hurd inherited and expanded it, but by the mid-20th century, it
fell into disrepair. Catherine donated the property to the state in
1971, and it became part of the park, with the buildings deliberately
left to decay as "romantic ruins."
Today, hikers can explore the
remnants: the iconic chimney and foundation of Hurd Castle, overgrown
with vines; the collapsed walls of the Tea House; and scattered stone
features like fountains and pathways. The site feels like a lost
fairy-tale castle, with nature reclaiming the structures—perfect for
evoking abandonment and mystery. Trails like the 2.8-mile Lover's Leap,
Hurd, Falls Mountain, Castle, and Tea House Loop lead visitors through
these ruins, rated moderately challenging with elevation gains. While
not explicitly haunted, the estate's isolation and ties to the Lover's
Leap legend inspire tales of lingering energies from the Hurd family or
earlier Native American inhabitants.
Other Minor Abandoned Sites
Old Railroad Bridge: Sometimes conflated with the Boardman Bridge, this
refers to remnants of 19th-century rail infrastructure along the
Housatonic, now overgrown and partially dismantled. It's a lesser-known
spot for urbex enthusiasts but lacks extensive documentation.
Razed
Abandoned House on Grove Street: A 123-year-old vacant home caught fire
in 2023 and was demolished, leaving little to explore. It represented
typical small-town abandonment but is no longer intact.