18 Best & Fun Things To Do In Brattleboro, VT

Are you planning a trip to Brattleboro, Vermont, and looking for fun activities to make your trip memorable? Look no further! You’re at the right place, as we’ll explore the 18 best and most fun things to do in Brattleboro, VT, making your trip unforgettable.

Originally known as Brattelborough, the town is in Windham County, Vermont, United States, about 10 miles (16 km) north of the Massachusetts state line at the confluence of Vermont’s West River and Connecticut. Brattleboro, VT, is the most populous municipality abutting Vermont’s eastern border with New Hampshire, which is the Connecticut River.

With land space, forest, and trails for hiking, biking, cross-country and downhill skiing, snowshoeing, and sleigh rides. Explore  Living Memorial Park, and the local country club, and have fun with your family and friends.

18 Best and Fun Things to Do in Brattleboro, VT (2024)

1. Brattleboro Area Guide

Begin your Brattelboro journey by visiting the Brattelboro Area Guild. The Battleboro Area Guild is a one-stop shop for tourists to plan an exciting adventure as well as to have exciting information about Brattleboro, such as Living Memorial Park, Guilford Welcome Center, Latchis Theatre, Harmony Collective Artist Gallery for art enthusiasts, and other amazing tourist sites. 

The Brattleboro Area Guide will expose you to a list of beautiful and historical attractions to visit. Take a trip to Brattleboro, VT, today and create fun memories with your family and friends.

Address: 80 Main Street, Brattleboro, Vermont 05301, United States.

2. Living Memorial Park

Exploring Living Memorial Park is one of the best outdoor things to do in Brattleboro, VT. Established in 1955, Living Memorial Park is tplace to have fun with your kids today.

This pet-friendly park features an Olympic-size pool, two baseball fields, two tennis courts, a basketball and volleyball court, hiking trails, and a playground for children.

What’s more, the park also provides a picnic location that can accommodate up to 150 people. The park offers a ski lift and a complete indoor skating rink in winter. Moreover, the exciting Living Memorial Park Park opens at 6 a.m. and closes at 8 p.m.

Address: 61 Guilford Street, Brattleboro, United States.

3. Harmony Collective Artist Gallery

One of the fun things to do in Brattleboro, VT, for art enthusiasts is to admire beautiful artwork at Harmony Collective Artist Gallery.  Brettelboro has about 31 artists living in and around the artistic state of Brettelboro.

On your visit, browse through the art galleries featuring works by local and regional artists and immerse yourself in the vibrant arts community of Brattleboro. The Harmoney Collective Arist Gallary is open from 10 a.m. on Mondays to Sundays.

What’s more, Harmony Collective Artist Gallary hosts exciting events for art enthusiasts. Visitors can admire a series of artworks, including paintings, sculptures, photographs, and jewelry.

Address: 180 Main Street, Brattleboro, VT 05301, United States.

4. Latchies Theatre

Established in 1920, and designed by S. Wesley Haynes, exploring the Latcheies Theatre is one of the fun things to do in Brattleboro, VT, at night.

This historic attraction showcases the latest movies from Hollywood every night and hosts special events, live performances, art films, and more.

The Latchies Theatre features a grand 750-seat Main Theatre, adorned with murals and décor honoring the Latchis family’s Greek heritage.

Visit the Latchies  Theatre and enjoy a rich art culture and numerous productions featuring classic plays, musicals, and original works performed by talented actors and musicians.

Address:  Brattleboro, VT 05301, United States.

5. Brattleboro Country Club

The course opened for play on July 1, 1914, with a nine-hole design by Tom McNamara, a founder of the PGA of America.  Among the many fun things to do in Brattleboro, VT, this weekend is to book a tee time at Brattleboro Country Club.

The Brattleboro Country Club course provides exciting challenges to both experienced and inexperienced golfers.

What’s more, the golf course is designed to provide a one-of-a-kind experience with,  four sets of tees from 6,533 yards from the tips (71.0, 132 slopes), to 5,051 yards from the forward tees (63.9/109 for men and 69.0/124 for women).

Beyond the course, there is also an onsite restaurant with both indoor and outdoor seating.

Address: 52-59 Senator Gannett Drive, Brattleboro, VT 05301, United States.

6. Brattleboro Museum & Art Center

Another fun thing to do in Brattleboro today is to enjoy contemporary art at the Battleboro Museum and Art Center.

Established in 1972, Brattleboro Museum & Art Center is an independent, non-collecting, contemporary art museum, whose mission is to present art and ideas in ways that inspire, educate, and engage people of all ages.

This museum is an anchor of southern Vermont’s vibrant cultural life, brings notable art and artists to Brattleboro, and provides a platform for the region’s many artistic riches.

Explore the contemporary artworks at Brattleboro Museum & Art Center and be inspired and educated by the cultural richness of this vibrant community.

Address: 10 Vernon Street, Brattleboro, VT 05301, United States.

7.  Brattelboro Books

The Brattleboro Books Library can be referred to as a top-notch knowledge hub for both residents and visitors to Brattleboro. It is a treasure trove of about 25,000 books in many subject areas. These include children’s books, mysteries, cooking, art, music, sports, and country living.

Established in 1988, the Brattleboro Books Library opens at 9:30 am and closes by 5:30 p.m. from Mondays to Thursdays, on Fridays, it opens at 9 a.m. and closes by 7 p.m.; and on weekends, Brattleboro Books opens on Saturdays at 9:30 a.m. and closes by 5:30 p.m., while on Sunday, it opens at 11 am and closes by 5 pm.

Address: 36 Elliot Street, Brattleboro, VT 05301, United States.

8. The Stone Church

Visiting the Stone Church is one of the many fun things to do with family and friends in Brattleboro, VT. Previously known as the Victorian Gothic Church, the Stone Church is now famous for its stunning live music performances.

The Stone Church offers an unforgettable atmosphere for music lovers. The original stained glass windows and a stage built from old pews create a unique blend of reverence and rock n’ roll.

What’s more, the Stone Church plays host to captivative, trilling, and jaw-dropping music concepts, with a goosebumps atmosphere. As a music lover, The Stone Church remains one of the best things in Brattleboro, VT, to do with your friends.

Address: 210 Main Street, Brattleboro, VT 05301, United States.

9. Brattelboro Hotels

As a tourist visiting Brattleboro, finding the best hotel that suits your taste is one of the first things to do in Brattleboro. Brattleboro hotels are unique attractions specially designed to give you both comfort and a home away from home.

The hotels in Brattleboro are built to suit the size of your pocket, they are luxurious suites, classic hotels, and cheap hotels. Visit Brattleboro, VT, and book a nice hotel for your family and friends.

Some of Brattleboro’s finest hotels include Latchis Hotel, Holiday Inn Express & Suites Brattleboro, an IHG Hotel, The Covered Bridge Inn, Comfort Inn & Suites Brattleboro I-91, and Hampton Inn Brattleboro, among others.

Address: Brattleboro, VT, United States.

10. Retreat Trails

Retreat Farm is one of the best places to engage in outdoor activities in Brattleboro, VT. Located on Abenaki lands, the trails are free and open to the public. Access the trail network from five different trailheads to explore the Nature Trail, Ice Pond, Woodlands Interpretive Trail, and Stone Tower.

Retreat Farm provides an exciting challenge for both experienced and inexperienced hikers, such as climbing the stairs to the top of the Harris Hill Ski Jump, or casually wandering through the woods along the winding trails.

As part of the unique things to do in Brattleboro, immerse yourself in rich nature and enjoy the serenity of Retreat Farm.

Address: 45 Farmhouse Square, Brattleboro, VT 05301, United States.

11. Brattelboro Common

Brattleboro Common is one of the best places to experience an exciting outdoor activity in Brattleboro, Vermont.

Brattleboro Common Park is a historic park located at the edge of downtown Brattleboro, Vermont.

The park serves as a central gathering place for the community and features a variety of amenities, including green space for picnics, relaxation, and events, a bandstand that hosts summer concerts, festivals, and fairs, walking paths, and benches.

Brattleboro Common is the location for many community events throughout the year, including art walks, farmers markets, and outdoor movie screenings.

As part of your itinerary of things to do in Brattleboro, enjoy the blissful serenity of Brattleboro Common.

Address: Park PI, Brattleboro, VT 05301, United States.

12. Bella Notte Restaurant

Exploring Bella Notte Restaurant is one of the many fun things to do in Brattleboro, VT. The family-friendly Italian restaurant provides different mouth-watering dishes you and your family can try.

Balla Notte restaurant offers a laid-back ambiance with both indoor and outdoor seating, making it a great choice for a relaxing meal with beautiful views of the country club.

What’s more, they offer a variety of classic Italian dishes, including chicken piccata, fettuccine carbonara, and homemade tiramisu for dessert. Their menu is updated seasonally to feature the freshest ingredients available.

Visit Bella Notte Restaurant with your family today!

Address: 58 Senator Gannett Drive, Brattleboro, VT 05301, United States.

13. Brattleboro Framers’ market

Exploring the Brattleboro Farmers’ Market is one of the many fun things to do in Brattleboro, VT, this weekend. The farmer’s market opens on Saturdays at 9 am and closes at 2 pm.

The Brattleboro Area Farmers’ Market is southern Vermont’s premier farmers’ market, featuring over 50 vendors with agricultural products, crafts, live music, and food from around the world.

Whether you’re a local or a tourist, you can stop by to get your weekly produce and grab a quick lunch, or come with your family and stay for the day!

Address: 570 Western Avenue, West Brattleboro, VT 05301, United States.

14. Estey Organ Museum

Exploring the Estey Organ Museum is one of the many free things to do in Brattleboro today. The museum opens on weekends from May through October.

Established in 1981, the Estey Organ Museum is a museum dedicated to the history and heritage of the Estey Organ Company of Brattleboro, Vermont, which was once one of the most prolific organ factories in the world.

The museum features a collection of dozens of playable Estey organs of all shapes and sizes, antique benches, play organs, and so much more. The museum also exhibits the history of the Estey Organ Company, the organ-making process, and the different types of organs that were made by the company.

On your visit to Brattleboro, explore and admire the Estey Organ Museum.

Address: 10 Savings Bank Road, Brattleboro, VT 05301, United States.

15. Creamery-covered Bridge

Established in 1879, Creamery Covered Bride is one of the historic sites in Brattleboro, VT. Taking a walk on the creamery-covered bridge is one of the most romantic things to do with your partner in Brattleboro.

Located 1.5 miles from downtown Brattleboro, the Creamery Covered Bridge is a beautiful example of 19th-century bridge construction. It is a popular spot for photography and sightseeing.

On your visit to Brattleboro, enjoy a romantic time with your partner at the creamery-covered bridge.

Address: Guilford Street, Brattleboro, United States.

16. Keene Country Golf course

One of the fun things to do near Brattleboro, VT, this weekend is to book a tee time at Keene Country Golf Course. Keene Golf was established in 1897 and designed by Wayne E. Stiles.

What’s more, the 18-hole Keene Country Club facility is Keene Hampspre, which features 6,119 yards of golf and a par of 72, with a course rating of 69.4 and a slope of 124.

Visit Keene Country Golf and lay off some steam with an exciting old challenge with your friends.

Address: 755 W Hill Road, Keene, NH 03431-2181, United States.

17. Twice Upon A Time

One of the unique activities to do in Battleboro is go shopping at Twin Upon a Time. The largest antique store in Brattleboro is located at 63 Main Street, Brattleboro.

Established in 1987, this antique spans over 10,000 square feet spread over 3 floors and boasts a vast collection. They also have over 100 dealers and 4,000 consignors, so there’s a constant influx of new items.

Address: 63 Main Street, Brattleboro, VT, United States.

18. Brattleboro Union High School Facilities

Exploring the various sporting activities Brattleboro Union High School has to offer is one of the things to do in Brattleboro, VT, for sports enthusiasts.  Brattleboro Union High School is a comprehensive, public school tucked into the southeast corner of Vermont.

The high schools allow visitors or sports enthusiasts to use their sporting facilities. These sporting facilities include basketball courts, a football field, a cross-country running course, a baseball field, a track and field complex, and an across field.

Visit Brattleboro Union High School as one of your exciting things to do in Brattleboro.

Address: 131 Fairground Road, Brattleboro, VT 05301, United States.

Plan your Trip To Brattleboro, VT

Brattleboro, Vermont, is an extraordinary destination that promises an unparalleled blend of outdoor adventures, cultural exploration, and natural beauty.

With an array of activities to suit every taste, it’s a place where memories are made, and the splendor of the Latchies Theatre leaves an indelible mark on your soul. Plan your journey, embrace the excitement of the living memorial park, and let the creamery-covered bridge weave its magic around you.