21 Fun Things To Do In New Milford Connecticut


New Milford is a small town, so you’ll never run out of things to do here. If you’re looking for something unique, check out these 21 ideas!

1. Elephant’s Trunk Flea Market

You may want to take a trip to the Elephant’s Trunk Flea Market, which is located on Route 7 in New Milford, Connecticut. It was founded in 1965 and has been open ever since. The market is open every Saturday from 8 am until 2 pm and provides a great place for you to find unique items that you can bring home with you as souvenirs or use as decoration items!

You will be able to find antiques and collectibles at this flea market, but they also sell new items that are made by local artists. If there is something specific that you are looking for, then make sure that before going there they do not have it available (especially if it’s an antique).

2. Lovers Leap State Park

Lovers Leap State Park is a state park located in New Milford, Connecticut. The park was established in 1972 and consists of over 1000 acres, including 172 acres of woodland and 400 feet of frontage along the Housatonic River.

The park is named after a nearby cliff that was once used as a place for young couples to express their love by jumping off into the water below (it’s also rumored that there were numerous suicides here).

Today, Lovers Leap State Park offers many recreational activities such as hiking trails, picnicking areas, and fishing spots.

3. Harrybrooke Park

Harrybrooke Park is one of the best parks in New Milford. It has a playground, a pool, and a basketball court, so you can spend hours there. The park opens from 7 am-dusk and is dog friendly! Dogs must be kept on leashes at all times in the park (some areas are off-limits to dogs).

4. New Milford Historical Society and Museum

The New Milford Historical Society and Museum are open on Saturdays and Sundays from 10:00 a.m. to 4:00 p.m., so you can stop in any time that’s convenient for you! The museum is located in the old train station, which gives it a ton of character (and also has made it a popular filming location).

The museum has collections of historical artifacts, photographs, and documents relating to New Milford history. Each year they also host special events like annual presentations or lectures on topics related to local history—you never know what you might learn!

5. Sega Meadows Park

The park is located at 50 Lexington Street, New Milford CT 06776

The park offers a wide array of activities including:

  • tennis courts
  • a playground for children
  • disc golf
  • soccer fields

To get there, follow Route 7 north to Exit 43B. Take the exit west onto Prospect Hill Road and follow it slightly as it turns into Lexington Street.

6. Housatonic River Brewing

The Housatonic River Brewing Company is a great place to stop for a beer and some good food. They have an extensive selection of craft beers on tap, including seasonal and occasional brews. You can order food from the restaurant or bring your own; if you do choose to eat there, the menu has plenty of options that are reasonably priced but still delicious. The atmosphere is friendly and relaxing, with lots of space for groups and families. Friendly staff members are always willing to help you find something tasty from their menu!

7. Harris Hill Farm

Harris Hill Farm is one of the oldest working farms in New Milford. It has been in business for over 100 years and offers a great chance to get close to nature.

Harris Hill Farm was established by George and Ada Harris back in 1910. Today, it still operates on the same land that was used back when it opened its doors for the first time. When you visit Harris Hill Farm, you can expect an experience that includes hayrides through their fields as well as viewing their animals up close—they have goats, pigs, sheep, and chickens!

8. Maplewood Indoor Flea Market

If you’re the kind of person who likes to walk around, explore, and hunt for treasures, you’ll enjoy the Maplewood Indoor Flea Market. This huge indoor market has more than 50 vendors selling everything from antiques and collectibles to handmade crafts. It also hosts special events like wine tastings, holiday sales, and even a car show.

The market is open every Saturday morning from 9 am until 3 pm at 572 Route 7 South in New Milford (map). The admission cost is $3 per adult or $5 per family (up to 4 people) with children under 12 getting in free. There are plenty of parking spaces too! It’s about 6 miles away from Danbury so if you time your trip right you can make it there in 30 minutes without traffic jams on Interstate 84 Eastbound towards Danbury exit 2A onto Route 7 South towards New Milford then turn left onto East Street then left again onto Woodruff Ave until its dead end so park there instead of driving into town just yet because we want our next stop before going downtown first…”

9. Candlewood Trail

The Candlewood Trail is a hiking trail in New Milford, Connecticut. It is 2.8 miles long and begins at 1,101 feet altitude. Traveling the entire trail is 5.6 miles with a total elevation gain of 934 feet. Near the end of the trail are beautiful views of Mount Tom State Reservation (elevation 1,800 feet), Mount Lamentation Mountain (elevation 1,482 feet), and Mount Riga (elevation 2,924 feet). The Metacomet-Monadnock Trail also passes through this area. This trail connects with the following:* Mount Riga Trail * Candlewood Ridge Trail

10. Housatanuc River

You’re going to need a boat or kayak to get here. The Housatonic River is a popular spot for fly fishing and whitewater tubing. It’s also home to one of the largest populations of rainbow trout in Connecticut, as well as beavers and other wildlife that call this river their home.

11. Merryall Center for the Arts

The Merryall Center for the Arts is a non-profit arts organization that offers classes in visual arts, music, and dance. They also host exhibitions and performances at their gallery on 1030 North Colony Road, which you can visit during regular hours from Tuesday through Saturday from noon to 4 p.m.

12. Gilded Lily Gallery

Gilded Lily Gallery is a fine art gallery that features the work of local artists. The gallery is located in the historic district of New Milford and has been open for over 20 years. It’s richly appointed with paintings, sculptures, and photography representing regional artisans who have become well-known in the region.

The Gilded Lily Gallery has an impressive collection of paintings, sculptures, and photography by more than 200 artists from New England to Colorado. The gallery’s owner, Joyce Edelman began showing her work at age 15 when she had to choose between going to school or selling her artwork at local craft shows where she won first place for her wool needlepoint pillow designs. Ms. Edelman received her bachelor’s degree from Western Connecticut State University before opening her art business in 1984 on Main Street New Milford CT that was later moved into its current location near Town Hall Park where there are 13 studios available for rent by local artists or photographers

13. Temple Sholom

Temple Sholom is a Reform Jewish congregation. It’s one of the oldest synagogues in New England and has been in continuous operation since 1897 when it was founded by immigrants from Eastern Europe. Temple Sholom is a member of the Union for Reform Judaism, an association of over 900 congregations with 2 million members across North America.

The synagogue offers religious services every Saturday morning, Sunday morning, and Friday evening as well as holiday observances throughout the year. You can also attend special events such as lectures or musical performances at their social hall or participate in educational programs offered by the temple such as adult education classes geared towards getting you up-to-date on your Hebrew knowledge!

14. Joe’s Salon and Spa

For those who are looking for a relaxing getaway, Joe’s Salon and Spa is the perfect place for you. Located at 585 River Road in New Milford, CT, Joe’s Salon and Spa offers a wide variety of services from hair cuts to massages. Whether you want to spice up your look or give yourself some time away from everyday stressors, Joe’s Salon and Spa has just what you need!

15. Hunt Hill Farm

For the adventurous, there’s Hunt Hill Farm. This farm is located at 908 Danbury Road in New Milford and is open to the public for tours. You can learn about the history of farming in New Milford, which dates back to the mid-1700s when settlers started growing hay on this land.

The tour guide will give you a quick overview of how farming has changed over time, then walk you through the fields where they grow vegetables and fruits during different seasons.

16. The Hobby Hangout

If you’re a hobbyist, then this is the place for you. The Hobby Hangout is not just a store; it’s more like a community that brings together people with common interests and lets them share their knowledge and creativity.

It’s also a great place to buy gear if you’re into outdoor activities like hiking, fishing, or canoeing. They even host classes to teach new skills like how to make your bow and arrows!

17. Children’s Movement Center

The Children’s Movement Center offers classes for children ages 3-18 in ballet, jazz, hip hop, and other styles of dance. Classes are held at the CMC in New Milford, but there are plenty of opportunities to see the dancers in action too! The center hosts several shows throughout the year including their annual Nutcracker production which runs from December 3rd through January 1st.

The next time you’re looking for something fun to do with your children or grandchildren considers signing up for a class here! You’ll have fun while they learn some new skills and make friends with other kids who love to dance too.

18. Massage and You

While you’re in town, don’t forget to check out Massage and You. This massage therapy clinic offers a wide range of services, including Swedish massages and deep tissue massages. They’ve been rated 5 stars on Google reviews, so you know you’ll be in good hands (literally). Massage and You has been around for over 10 years!

19. Village Center for the Arts

  • Visit the Village Center for the Arts. The Village Center for the Arts is a nonprofit community arts center offering classes, workshops, exhibits, and performances. It’s located at 1025 Main Street in New Milford, CT.
  • Visit their gallery which is open to the public. They have beautiful art from local artists!

20. Dolr Bill’s Bowling & Family Entertainment Center

Do you like bowling? Do you like laser tag? Do you like arcade games, go-karts, and mini-golf? Well, then Dolr Bill’s is the place for you! This entertainment center has it all and is open to families of all ages.

This fun family activity is located in New Milford CT. Bowling is $5 for 1 game with shoes included or $7 without shoes. The laser tag costs $12 per person and includes a glow-in-the-dark T-shirt that says “I survived” on it. The arcade games are slightly more expensive at $1 a pop but they also include prizes such as stuffed animals or candy bars! Go-karts cost either $5 per race or$20 for an hour-long pass which also includes access to the mini golf course (which itself costs no money). There are many things to do at this fun center so be sure not to miss out on this great opportunity!

21. Black Duck Boat Shop

Black Duck Boat Shop is a family-owned and operated business that has been in New Milford for over 30 years. They offer kayak rentals, kayak instruction, and guided tours of the Shepaug River. Enjoy paddling on one of their ten rental Stand Up Paddleboards or try tandem kayaking with a friend or loved one! They also have fun events throughout the summer season such as Ladies Night Out (a fun ladies’ night out event), Paddleboarding 101 (learn how to paddleboard from an experienced instructor), and Reptile Ruckus (a reptile education event).


New Milford is a great place to live, work, and play. We have over 20 miles of hiking trails that traverse through the town’s conservation areas and parks. There are plenty of outdoor activities to be done here including fishing, boating on Long Island Sound, and golfing at one of our many courses. The Blue Trail is especially popular with cyclists as it winds its way throughout New Milford on mostly flat terrain along the Housatonic River.

There are several museums in New Milford including two art galleries, one historical museum, and two nature centers – one at Hubbard Park (home to an active bald eagle nest) as well as another in Sandy Hook State Park where you can go whale watching during migration season!

Finally don’t forget about all the nightlife options available within a short distance from your home here in CT since we offer so much entertainment right outside your door!


The fun never stops in New Milford, Connecticut. There are so many things to do here, you’ll be amazed at how quickly your day will pass! So go ahead and get out there and have some good old-fashioned fun – we know that you’ll love all that this town has to offer.

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