Top-Rated Things to Do in Brattleboro, VT


By Lucas Reynolds

Brattleboro, a charming town situated in southern Vermont, is a hidden gem for nature lovers and outdoor enthusiasts. From picturesque hiking trails to cultural attractions, Brattleboro has something to offer for every visitor. Whether you are seeking adventure or relaxation, this vibrant town has it all.

One of the top-rated activities in Brattleboro is hiking in the beautiful West River Trail. This stunning trail spans 36 miles and offers breathtaking views of the river and surrounding mountains. It is a great spot for bird-watching, biking, or simply enjoying a peaceful walk in nature. Don’t forget to bring your camera to capture the incredible scenery!

If you’re interested in history and culture, a visit to the Brattleboro Museum & Art Center is a must. This contemporary art museum showcases works by local and international artists, providing a unique perspective on the art world. From thought-provoking exhibitions to engaging educational programs, the museum offers a diverse range of experiences for art enthusiasts of all ages.

No trip to Brattleboro would be complete without exploring the vibrant downtown area. With its charming shops, art galleries, and delicious restaurants, Main Street offers a delightful experience for both locals and tourists. Take a leisurely stroll, grab a cup of coffee, or browse through the eclectic mix of boutiques. You might even stumble upon a live music performance or a street festival, adding to the lively atmosphere of Brattleboro.

Whether you are looking for outdoor adventures, cultural experiences, or simply a relaxing getaway, Brattleboro has something to satisfy every traveler. With its natural beauty, rich history, and welcoming community, Brattleboro guarantees an unforgettable experience that will leave you wanting to come back for more.

Things to Do in Brattleboro, VT

Brattleboro, VT offers a wide array of activities and attractions for visitors to enjoy. Whether you’re a nature lover or a history buff, there’s something for everyone in this charming town. Here are some top-rated things to do in Brattleboro:

1. Explore the Retreat Farm

The Retreat Farm is a historic working farm that offers a variety of activities for visitors of all ages. Take a guided tour of the farm and learn about its history, or take part in one of the farm’s interactive programs, such as milking a cow or feeding the animals. The farm also has beautiful walking trails and picnic areas, making it the perfect place to spend a day outdoors.

2. Visit the Brattleboro Museum & Art Center

The Brattleboro Museum & Art Center showcases a diverse collection of contemporary art from both local and international artists. Explore the museum’s galleries and discover unique and thought-provoking works in a variety of mediums, including painting, sculpture, and photography. The museum also hosts regular exhibitions and events, so there’s always something new to see.

3. Take a Stroll Along Main Street

Main Street in Brattleboro is filled with charming shops, boutiques, and restaurants. Take a leisurely stroll and browse the many unique stores, where you’ll find everything from handmade crafts to locally produced goods. When you’re ready for a bite to eat, stop at one of the street’s many cafes or restaurants and sample some of the town’s delicious cuisine.

4. Explore the Nature Preserve at Wantastiquet Mountain

Wantastiquet Mountain is a picturesque nature preserve located just outside of Brattleboro. Take a hike along one of the park’s scenic trails and enjoy stunning views of the surrounding mountains and valleys. The park is also home to a variety of wildlife, so keep an eye out for birds, deer, and other animals as you explore.

5. Attend a Performance at the Latchis Theatre

The Latchis Theatre is a beautiful historic theater that hosts a variety of live performances, including plays, concerts, and film screenings. Check the theater’s schedule and catch a show during your visit to Brattleboro. The theater also offers guided tours, where you can learn about its history and architecture.

These are just a few of the many things to do in Brattleboro, VT. With its natural beauty, rich history, and vibrant arts scene, there’s always something to see and do in this charming town. Plan your visit today and discover all that Brattleboro has to offer!

Explore Downtown Brattleboro

Downtown Brattleboro is a charming and vibrant area that offers a variety of activities and attractions. Here are some top-rated things to do while exploring the heart of Brattleboro:

  1. Visit the Brattleboro Museum & Art Center: This museum showcases contemporary art and hosts rotating exhibitions that feature local and national artists.
  2. Stroll along Main Street: Take a leisurely walk down Main Street and take in the historic buildings, quaint shops, and local boutiques.
  3. Explore the Latchis Theatre: Catch a movie or live performance at this beautifully restored Art Deco theater that also serves as a cultural hub for the community.
  4. Enjoy local cuisine: Downtown Brattleboro is home to a variety of restaurants offering a range of culinary delights, from farm-to-table dishes to international cuisine.
  5. Discover the Brattleboro Farmers’ Market: If you’re visiting on a Saturday, don’t miss the opportunity to browse the local produce, handmade crafts, and artisanal products at this popular farmers’ market.
  6. Take a walk along the Retreat Trails: Just a short distance from downtown, you can explore a network of trails that wind through the picturesque Retreat Meadows and offer stunning views of the Connecticut River.
  7. Visit the Estey Organ Museum: Learn about Brattleboro’s rich musical history at this museum dedicated to the Estey Organ Company, once one of the largest manufacturers of organs in the world.
  8. Experience local culture at the River Garden: This community space hosts art exhibits, live performances, and cultural events throughout the year, showcasing the talents of local artists and performers.

Whether you’re interested in art, history, food, or outdoor recreation, downtown Brattleboro has something for everyone. Plan a visit and immerse yourself in the vibrant atmosphere of this charming Vermont town.

Visit Fort Dummer State Park

Fort Dummer State Park is a must-visit destination for history buffs and nature lovers alike. Located in Brattleboro, VT, this state park offers a unique blend of history and natural beauty.

At Fort Dummer State Park, visitors can explore the remains of an early colonial fort that was built in 1724. This fort played a significant role in the history of the region, serving as a crucial defense against Native American attacks during the colonial period.

Today, the park’s grounds are home to various historical markers and exhibits that provide insight into the fort’s history. Visitors can walk along the fort’s original layout, learning about its strategic importance and the challenges faced by the early settlers.

Aside from its historical significance, Fort Dummer State Park also offers plenty of outdoor recreational opportunities. The park features several miles of hiking trails that wind through its wooded landscape, providing opportunities for nature walks and birdwatching. The trails range in difficulty, making them suitable for both casual strolls and more challenging hikes.

In addition to hiking, visitors can also enjoy picnicking, fishing, and wildlife spotting at the park. The Connecticut River runs alongside the park, offering scenic views and opportunities for boating and kayaking.

Whether you’re interested in history, nature, or both, a visit to Fort Dummer State Park is sure to offer a rewarding experience. Don’t forget to bring your camera and a sense of adventure!

Take a Scenic Drive Along Vermont Route 9

One of the best ways to take in the stunning beauty of Brattleboro, VT and its surrounding areas is to go for a scenic drive along Vermont Route 9. Also known as the Molly Stark Scenic Byway, this highway offers breathtaking views of the vibrant landscapes, lush forests, and rolling hills that Vermont is famous for.

Start your drive in Brattleboro and head east on Route 9. As you wind your way through the picturesque countryside, be sure to keep your camera handy, as there will be numerous photo opportunities along the way.

One of the highlights of the drive is the Molly Stark State Park. Make a stop here and take a stroll through the park’s scenic trails, or pack a picnic and enjoy a meal surrounded by the tranquil beauty of nature.

Continuing along Route 9, you will pass through quaint towns and villages, each with its own unique charm. Take the time to explore these communities, stop by local shops, and immerse yourself in the local culture.

About halfway through your drive, you’ll come across the Hogback Mountain Scenic Overlook. This overlook provides panoramic views of the Green Mountains and the surrounding valleys. It’s the perfect spot to snap a few photos and take in the breathtaking scenery.

As you reach the end of the drive, you’ll arrive in the charming town of Wilmington. Here, you can explore the picturesque Main Street, lined with historic buildings, boutique shops, and delicious eateries. Don’t forget to grab an ice cream cone at one of the local dairy stands!

Whether you’re a nature lover, a history buff, or simply looking to relax and enjoy the beauty of Vermont, a scenic drive along Vermont Route 9 is a must-do activity in Brattleboro. So grab your keys, buckle up, and prepare to be blown away by the natural wonders that await you on this unforgettable journey.

Hike the Molly Stark State Park Trail

One of the best things to do in Brattleboro, VT is to hike the Molly Stark State Park Trail. This scenic trail offers a variety of hiking options for all skill levels, making it perfect for beginners and experienced hikers alike. The trail is located within the beautiful Molly Stark State Park, which is known for its stunning views and peaceful atmosphere.

The Molly Stark State Park Trail offers several well-marked paths that wind through the park’s diverse landscape. Hikers can choose from shorter loops that provide a quick and easy hike, or longer routes that take them deeper into the park’s wilderness. Along the way, visitors can enjoy stunning views of the surrounding mountains, forests, and the nearby Molly Stark Lake.

One of the highlights of the Molly Stark State Park Trail is the opportunity to spot local wildlife. The park is home to a variety of birds, mammals, and other animals, making it a great destination for nature enthusiasts. Hikers may encounter deer, foxes, squirrels, and even the occasional black bear.

Trail Length Difficulty Level Estimated Time
1 mile loop Easy 30 minutes
3 mile loop Moderate 1.5 hours
5 mile loop Difficult 3 hours

Before heading out on the Molly Stark State Park Trail, hikers should be prepared with proper footwear, water, and snacks. The trail can be muddy and uneven in some areas, so wearing sturdy shoes is essential. It is also recommended to check the weather forecast and dress accordingly.

Overall, hiking the Molly Stark State Park Trail is a top-rated activity in Brattleboro, VT that offers a great outdoor experience for nature lovers and adventure seekers. Whether you are looking for a leisurely stroll or a more challenging hike, this trail has something for everyone.

Attend a Performance at the Latchis Theatre

Located in the heart of Brattleboro, the Latchis Theatre is a historic venue that offers a variety of performances throughout the year. Whether you’re interested in live theater, musicals, concerts, or films, the Latchis Theatre has something for everyone.

The theater is housed in a beautiful building that dates back to the 1930s and features stunning Art Deco architecture. The interior of the theater has been lovingly restored and provides a unique and charming atmosphere for any performance.

The Latchis Theatre hosts both local and touring productions, showcasing the talent and creativity of the Brattleboro community and beyond. From small indie productions to large-scale events, there is always something new and exciting happening on stage.

In addition to live performances, the Latchis Theatre also screens a wide range of films, including both classic favorites and recent releases. Moviegoers can enjoy the latest blockbusters or discover hidden gems in the comfort of the theater’s plush seating.

If you’re visiting Brattleboro, attending a performance at the Latchis Theatre is a must-do activity. Whether you’re a fan of the arts or simply looking for some entertainment, the theater offers a cultural experience that is not to be missed.

Location 50 Main St, Brattleboro, VT 05301
Phone (802) 254-1109

Experience the Brattleboro Farmers’ Market

One of the top-rated things to do in Brattleboro, VT is to explore the Brattleboro Farmers’ Market. This vibrant market offers visitors a chance to experience the best of local produce, crafts, and entertainment.

The market takes place every Saturday from May to October and is located in downtown Brattleboro. It is a favorite spot for locals and tourists alike, where they can browse a wide selection of fresh fruits, vegetables, herbs, and flowers.

Not only can visitors stock up on delicious, organic produce, but they can also support local farmers and artisans. The market features a variety of handcrafted goods, including jewelry, pottery, textiles, and more. It’s the perfect place to find unique gifts and souvenirs.

Aside from the shopping, the Brattleboro Farmers’ Market also offers live entertainment. Visitors can enjoy performances by local musicians, bands, and street performers. The lively atmosphere makes it a great place to relax, listen to music, and soak up the community spirit.

While exploring the market, be sure to grab a bite to eat from one of the many food vendors. From freshly baked bread to gourmet sandwiches, there’s something to satisfy every craving. Don’t forget to try some of the local specialties, such as maple syrup or Vermont cheddar cheese.

Overall, visiting the Brattleboro Farmers’ Market is a must-do when in the area. It offers a unique and authentic experience of the local culture and provides an opportunity to support the community. So, make sure to mark your calendar and immerse yourself in the sights, sounds, and flavors of this vibrant market.

Discover the Brattleboro Museum & Art Center

When visiting Brattleboro, Vermont, one of the top-rated things to do is to discover the Brattleboro Museum & Art Center. This cultural gem is a must-visit for art enthusiasts and those looking to experience the vibrant arts scene in the area.

The Brattleboro Museum & Art Center features a diverse range of contemporary art exhibits, showcasing the works of both local and internationally renowned artists. The museum’s collection includes paintings, sculptures, photography, and mixed media installations, providing visitors with a unique and thought-provoking artistic experience.

One of the highlights of the museum is its emphasis on showcasing regional artists, giving visitors a glimpse into the creativity and talent of the local art community. The rotating exhibits ensure that there are always new and exciting works to discover, making each visit to the museum a fresh and inspiring experience.

In addition to its exhibits, the Brattleboro Museum & Art Center also offers educational programs and workshops for all ages. From art classes to artist talks and panel discussions, there are plenty of opportunities to engage with the art and gain a deeper understanding of the creative process.

After exploring the museum, visitors can take a moment to relax and reflect in the museum’s serene outdoor sculpture garden. The garden features a collection of sculptures set amongst beautiful landscaping, providing a peaceful space to unwind and appreciate the art in a natural setting.

Whether you’re a seasoned art enthusiast or simply curious about the local arts scene, a visit to the Brattleboro Museum & Art Center is sure to be a fulfilling and enriching experience. So make sure to add it to your itinerary when exploring Brattleboro, Vermont!

Enjoy Outdoor Activities at Living Memorial Park

Living Memorial Park is a must-visit destination for outdoor enthusiasts in Brattleboro, VT. Located just minutes away from downtown, this beautiful park offers a wide range of activities for visitors of all ages.

One of the main attractions at Living Memorial Park is the Olympic-sized swimming pool. Whether you are looking to cool off on a hot summer day or swim some laps for exercise, this pool is the perfect spot. The pool is open to the public and offers lifeguards on duty for safety.

If you prefer land-based activities, Living Memorial Park has various sports fields and courts. You can enjoy a game of tennis or basketball with friends or join one of the local leagues. The park also has a baseball field and a soccer field, making it a great place for team sports.

For those who enjoy nature walks and hikes, Living Memorial Park has several scenic trails. Explore the serene woods and enjoy the fresh air as you walk along these well-maintained paths. Keep an eye out for wildlife and beautiful flora along the way.

If you’re visiting with children, don’t miss the playground area at Living Memorial Park. With swings, slides, and climbing structures, kids will have a blast running and playing in this safe and fun environment.

Whether you want to relax by the pool, engage in sports, or take a leisurely walk through nature, Living Memorial Park has something for everyone. Pack a picnic basket and spend a day enjoying all the outdoor activities this park has to offer.

Take a Brewery Tour at the Whetstone Station

If you’re a beer enthusiast, a visit to the Whetstone Station is a must-do activity in Brattleboro. This popular local brewery offers brewery tours that provide a behind-the-scenes look at the beer-making process. Led by knowledgeable guides, these tours give you a chance to learn about the brewing techniques and ingredients that go into creating their flavorful and unique craft beers.

During the tour, you’ll get the opportunity to explore the brewery, see the equipment up close, and even sample some of the beers straight from the source. You’ll be able to taste a variety of their signature brews, ranging from hoppy IPAs to smooth stouts, and everything in between. The knowledgeable staff will explain the unique characteristics of each beer, providing insights into the flavors, aromas, and brewing methods that make them stand out.

Not only will you get to enjoy delicious beers, but you’ll also gain a deeper understanding of the brewing process and the passion that goes into crafting each batch. Whether you’re a seasoned beer connoisseur or just starting to explore the world of craft beer, this brewery tour at the Whetstone Station is a great way to enhance your knowledge and appreciation for locally made brews.

After the tour, make sure to stop by the taproom to grab a pint of your favorite beer and enjoy the cozy atmosphere. The Whetstone Station offers a wide selection of beers on tap, as well as a menu of delicious food options to pair with your drink. You can relax on their outdoor patio, take in the beautiful views of the Connecticut River, and savor the flavors of Brattleboro’s craft beer scene.

Whether you’re a beer lover or simply interested in learning more about the brewing process, a brewery tour at the Whetstone Station in Brattleboro is a top-rated activity that shouldn’t be missed. Don’t forget to check their tour schedule and make a reservation in advance to secure your spot on this exciting beer-filled adventure!

Explore the Retreat Farm

One of the top-rated things to do in Brattleboro is to explore the Retreat Farm. Located on a picturesque 600-acre working farm, the Retreat Farm offers visitors a unique experience to connect with nature and learn about the history of Vermont agriculture.

At the farm, visitors can take a leisurely stroll through the beautiful trails and enjoy the scenic views of the surrounding mountains. They can also explore the farm’s historic buildings, such as the iconic 19th-century wooden barn, which is a testament to the area’s rich farming heritage.

In addition to its natural beauty, the Retreat Farm also offers a variety of educational activities for visitors of all ages. Families can participate in interactive exhibits and workshops, where they can learn about farm life, animal husbandry, and sustainable agriculture practices.

One of the highlights of exploring the Retreat Farm is visiting the farm animals. Visitors can get up close and personal with cows, pigs, chickens, and other farm animals, and even have the opportunity to feed and interact with them. It’s a great way to teach children about animal care and the importance of respecting nature.

For those looking for a truly unique experience, the Retreat Farm also offers farm-to-table dining options. Visitors can enjoy fresh, locally sourced meals at the onsite restaurant, which serves delicious dishes made with ingredients grown on the farm.

In summary, exploring the Retreat Farm is a must-do activity for anyone visiting Brattleboro. Whether you’re interested in nature, history, or simply having a fun day out with the family, the farm offers something for everyone. So don’t miss out on the opportunity to connect with Vermont’s agricultural heritage and enjoy the beauty of the Retreat Farm.

Learn at the Estey Organ Museum

If you’re interested in learning about the history of music and the craftsmanship behind organ manufacturing, a visit to the Estey Organ Museum is a must. This unique museum is located in Brattleboro, VT, and features a collection of vintage organs that date back as far as the late 19th century.

At the Estey Organ Museum, you can explore exhibits that showcase the evolution of organ design and technology. From the intricate pipe work to the delicate keyboard mechanisms, each organ tells a story of craftsmanship and innovation. You’ll gain a deeper appreciation for the artistry and skill that went into creating these beautiful instruments.

During your visit, you’ll have the opportunity to learn from knowledgeable guides who can provide insights into the history and significance of each organ on display. These experts are passionate about preserving this unique piece of Vermont’s musical heritage and will gladly answer any questions you may have.

In addition to learning about the organs themselves, the museum also offers educational programs and workshops. Whether you’re a beginner or an experienced organist, you can participate in hands-on activities and learn more about playing these magnificent instruments.

Visiting the Estey Organ Museum is a memorable and enriching experience for music lovers of all ages. Whether you’re a history buff, a musician, or simply curious about the fascinating world of organs, this museum offers a unique opportunity to learn, appreciate, and be inspired.


  • Explore a collection of vintage organs dating back to the late 19th century
  • Learn about the history and craftsmanship behind organ manufacturing
  • Interact with knowledgeable guides who are passionate about preserving Vermont’s musical heritage
  • Participate in educational programs and workshops
  • Discover the intricate details and beautiful design of these magnificent instruments

Note: The Estey Organ Museum may have specific hours of operation and admission fees. Please check their website or contact them directly for the most up-to-date information.


What are some top-rated things to do in Brattleboro, VT?

Some top-rated things to do in Brattleboro, VT include visiting the Retreat Farm, exploring the downtown area, hiking Mount Wantastiquet, exploring the Brattleboro Museum & Art Center, and taking a stroll along the Whetstone Brook.

How can I spend a day in Brattleboro, VT?

You can start your day by visiting the Retreat Farm and experiencing the working farm and educational programs. Then, you can explore the downtown area and grab lunch at one of the local restaurants. In the afternoon, you can hike Mount Wantastiquet for stunning views of the surrounding area. End your day by visiting the Brattleboro Museum & Art Center and taking a stroll along the peaceful Whetstone Brook.

Is the Retreat Farm worth visiting?

Yes, the Retreat Farm is definitely worth visiting. It offers a unique opportunity to experience a working farm and learn about sustainable agriculture. You can interact with farm animals, explore the beautiful grounds, and participate in educational programs. It’s a great place to connect with nature and learn about the importance of sustainable farming practices.

What can I expect to find at the Brattleboro Museum & Art Center?

At the Brattleboro Museum & Art Center, you can expect to find a diverse range of contemporary artwork from both local and international artists. The museum features rotating exhibits that cover a wide range of mediums, including painting, sculpture, photography, and more. You can expect to be inspired and amazed by the talent and creativity on display at this unique cultural institution.

What is the best time to visit Brattleboro, VT?

The best time to visit Brattleboro, VT depends on your personal preferences. If you enjoy outdoor activities and hiking, the summer months of June to August are ideal, as the weather is warm and the trails are accessible. If you prefer colder weather and winter sports, you can visit during the winter months of December to February. The fall months of September to October are also popular, as the foliage is vibrant and picturesque.

What are some top-rated things to do in Brattleboro, VT?

Some top-rated things to do in Brattleboro, VT include visiting the Brattleboro Museum & Art Center, exploring the Retreat Trails, shopping at the Brattleboro Farmers’ Market, and taking a walk along the Connecticut River.


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Lucas Reynolds

Lucas Reynolds, the mastermind behind TravelAsker's compelling content, originates from the charming Sedona, Arizona. A genuine local, he shares deep insights into the region, unveiling its enchanting attractions, tranquil resorts, welcoming accommodations, diverse dining options, and engaging pastimes. Lucas invites readers to explore captivating experiences within the stunning landscapes of Sedona and beyond, ensuring unforgettable adventures.

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