35 Things To Do in Brattleboro

Nestled in the serene Green Mountains, Brattleboro, Vermont, is a charming town that offers many activities for visitors seeking adventure and relaxation. Known for its vibrant arts scene, stunning natural beauty, and small-town hospitality, Brattleboro attracts travelers from all over.

Whether exploring nature trails or indulging in local culinary delights, Brattleboro promises a memorable experience. Visitors can immerse themselves in the town’s unique culture, making it an ideal destination for a delightful getaway.

Brattleboro Farmers’ Market

Our Rating: 9.0/10

The Brattleboro Farmers’ Market is a lively hub bustling with energy every Saturday from May to October. Located on Route 9, vendors offer fresh produce, handmade crafts, and ready-to-eat delights. Musicians add a festive touch, creating a joyful atmosphere.

Visitors can savor delicious snacks while soaking in the vibrant scene. Families enjoy the open space where children happily play, creating picture-perfect moments. The market is a gathering place where friendly faces meet in the heart of Vermont’s charming town. Whether browsing for unique crafts or indulging in mouthwatering local foods, the Farmers’ Market is a must-visit destination that will leave you inspired and eager to return.

Retreat Farm

Our Rating: 8.9/10

Retreat Farm is a vibrant community hub with roots dating back to the 1830s. It spans 500 lush acres with forests, fields, and winding trails. Families can meet friendly farm animals, which adds to the charming rural experience.

Visitors can explore miles of scenic trails that meander through woodlands. Onsite, the Thirsty Goat Bar tastes Vermont with craft beer and cider. The farm also features a bustling market showcasing local crafts, artisanal goods, and produce. It is a testament to Vermont’s unique culture and community spirit.

The Works Café

Our Rating: 8.5/10

The Works Café offers a delightful experience for coffee lovers and food enthusiasts. Nestled on Main Street, this café provides a warm and welcoming atmosphere. Patrons can enjoy a fresh cup of coffee or a hearty breakfast.

Beyond just coffee, the café serves a variety of baked goods and sandwiches. The ingredients are fresh, adding to the enjoyment of every meal. Visitors often appreciate the friendly service and cozy setting, making it a great place to start your day or take a midday break.

Brattleboro Museum & Art Center

Our Rating: 8.5/10

The Brattleboro Museum & Art Center is a hub of vibrant contemporary art. Visitors can immerse themselves in cutting-edge exhibits that showcase the art of our time. From interactive installations to thought-provoking displays, there’s something to captivate every art enthusiast.

Families and art lovers alike can participate in engaging activities. The museum offers family-friendly art-making sessions, inviting creativity and hands-on fun. With workshops and special events, BMAC becomes a lively space where art becomes an interactive experience. Located conveniently at the junction of Routes 119 and 142, it’s easy to find and a must-visit for anyone.

Living Memorial Park

Our Rating: 8.5/10

Living Memorial Park is a lively gem that offers fun year-round. Nestled in natural beauty, this park features an Olympic-size swimming pool perfect for a refreshing dip on warm days. For those who love sports, there are two baseball fields, tennis courts, and a basketball court. In the winter, the skating rink becomes a hub of activity, possibly hosting roller derby matches.

The natural amphitheater hosts local plays, providing entertainment amid scenic surroundings. A picturesque gazebo on the hill offers a perfect spot for relaxation and enjoying panoramic views. Whether someone is seeking adventure or a peaceful retreat, the park promises memorable moments.

Estey Organ Museum

Our Rating: 8.5/10

Step into Brattleboro’s rich musical past at the Estey Organ Museum. This unique destination brings to life the story of the Estey Organ Company, known for its fine reed, pipe, and electronic organs for nearly a century. Visitors can witness the intricate craftsmanship and innovative designs that made Estey famous. Music enthusiasts will enjoy demonstrations of vintage organs and hear their vibrant tones fill the space.

Whether you’re a musician or just curious, the museum offers a hands-on experience. You can try playing these historic instruments and experience the magic of sound and mechanics. It’s a must-visit for anyone exploring the cultural treasures of Brattleboro.

Creamery Covered Bridge

Our Rating: 8.5/10

The Creamery Covered Bridge is a charming spot full of history. Built in 1879, this red bridge is the only one left of its kind in town. Visitors can enjoy a peaceful walk along the pedestrian sidewalk, taking in the scenic views of Whetstone Brook below. Photographers will find the bridge’s design and backdrop perfect for striking pictures.

Nearby, the Brattleboro Common offers a lovely place to relax or picnic. The bridge’s rich history and picturesque setting make it a must-see for anyone exploring Brattleboro.

Latchis Theatre

Our Rating: 8.5/10

Latchis Theatre is a gem from the past. Since 1938, it has showcased stunning art deco design. Visitors are drawn to its beautiful architecture and rich history. The venue hosts classic films and contemporary shows, offering a nostalgic and vibrant experience.

A visit to the Latchis Theatre is not just about watching a movie. It’s also a chance to enjoy live performances and concerts. The theater frequently partners with local nonprofits to provide diverse and exciting cultural events. Visitors can experience exclusive screenings and performances that enrich the community through collaborations.

Saxtons Distillery

Our Rating: 8.5/10

Saxtons Distillery is a haven for spirit enthusiasts. Crafting unique, flavorful spirits since 2006, it combines old-world charm with local character. Visitors can enjoy tastings of rich, maple-infused whiskeys and aromatic gins.

From Thursday to Sunday, engage in a grand tasting experience. Try their standout products, like Maple Liqueur or Perc Coffee Liqueur, which highlight the region’s finest local ingredients. The cozy, inviting atmosphere makes it perfect for relaxing while learning about the distillation process. Whether a casual sipper or a spirit connoisseur, Saxtons Distillery offers a unique Vermont taste adventure.

Vermont Artisan Designs

Our Rating: 8.5/10

Vermont Artisan Designs is a haven for art enthusiasts. Visitors can explore a vibrant fine arts and crafts collection by over 300 skilled artists. The gallery showcases masterpieces that capture the essence of Vermont’s creativity and talent.

Visitors can browse through an extensive range of paintings, sculptures, and handcrafted jewelry. Gifts are wrapped with care, and there’s an option for curbside pickup for those on the go. The friendly atmosphere and knowledgeable staff make every visit a delightful experience.

Mocha Joe’s Cafe

Our Rating: 9.0/10

Mocha Joe’s Cafe is a true gem for coffee lovers. For over 30 years, this cozy spot has served high-quality, locally roasted coffee. The aroma of freshly brewed coffee fills the air, inviting visitors to savor each sip.

Inside, the cafe offers a warm and welcoming atmosphere. Patrons can relax with a steaming cup of java and watch the world go by. The staff is known for their friendly service, making guests feel at home. Mocha Joe’s offers exceptional coffee and provides a delightful space to unwind. It’s the perfect place to start a day of exploring Brattleboro’s vibrant downtown.

Harris Hill Ski Jump

Our Rating: 8.5/10

The Harris Hill Ski Jump brings the thrill of ski jumping right to the heart of New England. Visitors can feel the adrenaline as ski jumpers take off from the towering 90-meter hill, soaring through the crisp, clear air.

The Harris Hill Ski Jumping Competition offers two days packed with heart-pounding jumps and lively entertainment each year. Guests can enjoy music, tailgating, and a close-up view of the action. Take the chance to climb to the take-off spot and witness the skill of jumpers up close as they fly by at speeds reaching nearly 60 mph. It’s an experience not to be missed.

The Marina

Our Rating: 8.5/10

The Marina is a lively waterfront spot where the West River and the Connecticut meet. It’s a perfect place to relax with friends or family. Visitors can enjoy delicious seafood and classic American dishes while enjoying stunning water views.

Dining here is a treat with fresh, local ingredients. There’s often live music, adding to the vibrant atmosphere. After your meal, stroll by the water or watch the sunset paint the sky in beautiful hues. Whether you’re seeking a laid-back lunch or a dinner to remember, The Marina offers a warm welcome and a memorable experience.

Fairfield Plaza Shopping Center

Our Rating: 8.0/10

Fairfield Plaza Shopping Center is a bustling hub where shopping enthusiasts find plenty of excitement. Its variety of stores offers everything from trendy clothes to unique gifts. Whether it’s a casual stroll to browse the latest styles or a focused shopping trip, there’s something for everyone here.

The plaza also hosts a range of dining options. Visitors can enjoy a quick snack or a more leisurely meal, indulging in local and international flavors. These eateries create a perfect spot to relax and people-watch after shopping. This vibrant center often features special events and promotions, adding an extra thrill to any visit.

Brattleboro Common

Our Rating: 8.5/10

Brattleboro Common is a vibrant spot in the heart of the town where visitors can immerse themselves in local culture. Here, you can enjoy a serene stroll among lush greenery. Local events and community gatherings frequently fill the space, providing a chance to engage with the welcoming residents.

Visitors might catch a live music performance or a community picnic on weekends, where friendly faces and local delights await. The Common is a perfect backdrop for relaxation, contemplation, or simply enjoying a leisurely day outdoors.

St. Michael’s Catholic Church

Our Rating: 8.5/10

St. Michael’s Catholic Church is the serene and spiritual heart of Brattleboro. Visitors can attend a peaceful Mass and enjoy the beautiful architecture. The calming atmosphere offers a perfect retreat from the day-to-day hustle.

Engage with the church community through various events and activities. The welcoming spirit invites participation in gatherings, fostering both reflection and connection. Whether you seek quiet meditation or meaningful interaction, St. Michael’s provides a unique experience.

Bar 580

Our Rating: 8.2/10

Bar 580 offers a unique mix of upscale sports bar vibes and local charm. It’s a bustling hub where locals and travelers gather to enjoy vibrant nightlife. Guests can catch live music, contributing to Bar 580’s lively atmosphere. It’s where laughter and music fill the air, providing an authentic taste of Southern Vermont.

The location is near Exit 1, making it an easy stop for those on the road. Here, you can relax with a drink in hand, experiencing the friendly and inviting spirit of the town. It’s an essential stop for anyone exploring Brattleboro.

The Robb Family Farm Sugar House

Our Rating: 8.9/10

The Robb Family Farm Sugar House offers a warm, sweet experience. Visitors can explore the sugaring operation and learn how pure Vermont maple syrup is crafted.

The farm provides captivating tours, during which guests watch steam rise as sap transforms into syrup. The rustic sugar house and its charming gift shop also invite exploration.

There’s more than syrup here. The farm also emphasizes local and natural food products, offering grass-fed meats raised on-site.

The Tower Bar & Lounge

Our Rating: 8.2/10

The Tower Bar & Lounge is a vibrant spot for locals and visitors. It features live music that creates a lively and welcoming atmosphere. Each month, local artists display their work, adding a cultural flair.

The drinks and food are tasty and affordable, making it easy to enjoy a night out without breaking the bank. Open late, it’s the perfect place to unwind after exploring Brattleboro.

Sētu Vermont

Our Rating: 8.7/10

Sētu Vermont is where visitors can immerse themselves in tranquility. Nestled in the charming landscape of Vermont, this center offers yoga classes for all skill levels. Each session is designed to rejuvenate the mind and body. For those seeking a comprehensive relaxation retreat, Sētu Vermont’s offerings extend to sound meditation using resonant gongs, allowing one to drift into a profound calm state.

Apart from yoga, guests can experience deep relaxation through meditation retreats. The serene environment and expert guidance help participants find their inner peace. Visitors can also indulge in Ayurveda treatments that promote holistic well-being. These treatments use traditional techniques practiced for centuries, providing a unique cultural experience.

Living Memorial Park Swimming Pool

Our Rating: 8.5/10

Living Memorial Park Swimming Pool is perfect for families seeking summer fun. This Olympic-sized pool is ideal for swimming laps or cooling off on a hot day. Kids can splash around while adults enjoy a leisurely swim.

The pool is part of Living Memorial Park, a beloved local hub that offers a variety of recreational activities. It’s a fantastic place to relax during the warm months, surrounded by the beauty of Vermont. While the pool is renovated, it’s expected to provide even more enjoyment when it reopens in 2025.

Brattleboro Country Club

Our Rating: 8.5/10

Brattleboro Country Club offers stunning views and manicured landscapes, perfect for a golf day. The 18-hole course challenges all skill levels, making it a favorite for beginners and experts. Set in the beautiful Vermont countryside, every swing promises a calm and scenic day.

The club isn’t just about golf. It invites visitors to relax at the beautiful Bella Notte Restaurant. After playing, guests can indulge in delicious meals while enjoying the tranquil atmosphere. Whether you’re a golfer or a foodie, this country club is a place of leisure and enjoyment in Brattleboro.

Hooker-Dunham Theater & Gallery

Our Rating: 8.5/10

The Hooker-Dunham Theater & Gallery is a vibrant cultural hotspot. This small yet lively venue is renowned for showcasing diverse performances from jazz and rock to innovative theater and dance. Visitors can experience captivating art exhibits that frequently change, keeping the gallery fresh and exciting.

Whether attending a play, enjoying a live music event, or viewing unique art, there’s always something happening that sparks curiosity and inspiration. This theater is perfect for those eager to dive into Brattleboro’s artistic scene. Its intimate setting provides an up-close experience that engages the audience, making every event memorable.

Kipling’s Tavern

Our Rating: 8.5/10

Kipling’s Tavern is known for its warm atmosphere and welcoming vibe. The rustic charm of solid oak walls and antique booths adds to its allure. Visitors can savor delicious pub fare here. Signature dishes include their famous Reuben Sandwich, Fish & Chips, and juicy Angus beef burgers. Each dish is crafted with care, ensuring a delightful experience.

The drink menu is impressive, featuring a variety of Vermont craft beers and classic cocktails. Whether you’re a beer enthusiast or a cocktail lover, Kipling’s offers something unique. It’s a must-visit spot for those seeking a comforting meal in a lively setting.

The Porch Cafe & Catering

Our Rating: 8.5/10

The Porch Cafe & Catering is a must-visit spot for food lovers. This lively cafe delights guests with its from-scratch meals and a full espresso bar. It’s a great place to start your day with a flavorful omelet or a delicious lunch sandwich.

Set on Putney Road, the cafe offers a friendly and bright atmosphere. Perfect for a break from exploring, visitors can enjoy fresh soups and salads. The Porch is also known for its catering, making it an excellent choice for local events. Drop by this charming spot and find a culinary gem tucked away in Vermont’s delightful town.

Brooks Memorial Library

Our Rating: 8.1/10

Brooks Memorial Library is a haven for book lovers and adventurers alike. This inviting space offers more than just an impressive collection of books. It brings the community together with engaging events for all ages. Kids can enjoy “Rhyme Time,” where music, stories, and activities fill the room with laughter. The library hosts workshops and talks for adults and teens that spark curiosity and inspiration.

Don’t miss the “Library of Things,” where visitors can borrow unique items for fun and practical use. It’s a delightful surprise for anyone looking to try something new without purchasing from tech gadgets to cooking tools.

Thrifting New England

Our Rating: 9.0/10

Thrifting New England is a haven for treasure seekers and vintage enthusiasts. This charming thrift store offers an eclectic array of pre-loved clothing, furniture, and household items, each with a unique story. The ever-evolving inventory ensures that every visit is a new adventure, with hidden gems waiting to be discovered.

Beyond its diverse selection, Thrifting New England is renowned for its commitment to sustainability and community engagement. The friendly and knowledgeable staff are always on hand to assist, creating a welcoming atmosphere that invites patrons to explore and find the perfect piece. With reasonable prices and a focus on ethical resale, this thrift store not only offers great deals but also promotes a more sustainable way of shopping.

Hampton Inn Brattleboro

Our Rating: 8.5/10

Hampton Inn Brattleboro is a welcoming spot for travelers seeking comfort and convenience. Known for its friendly service, this hotel offers a cozy base to explore the vibrant town. Guests can enjoy a refreshing swim in the indoor pool or work out in the fitness center. After a day of exploring local sights, visitors can relax in the well-appointed rooms featuring plush beds and modern amenities.

The location is a perfect gateway to Brattleboro’s attractions, including nearby shops and restaurants. Wander downtown to discover unique boutiques and cafes, or drive to local nature trails. Hampton Inn is an ideal choice for experiencing Brattleboro’s charm quickly.

Stone Church

Our Rating: 8.5/10

The Stone Church invites visitors to experience a world where history and music unite. Nestled amid downtown, this venue transforms every performance into a magical evening. Whether swaying to folk tunes or rocking out to a metal band, the ambiance is unmatched.

The building is over 100 years old, giving it a unique charm. Its transformation from a church to a vibrant music hub has preserved its stunning architecture, making every event feel unique and inspiring. Concert-goers and performers alike leave with lasting memories, eager to return to this special place again and again.

Midnight’s

Our Rating: 8.3/10

Midnight’s is the place for those who love a lively atmosphere. Known for its cold beer and vibrant music, it’s a spot where locals and visitors gather to dance the night away. The friendly vibe and eclectic tunes make it the perfect setting for a memorable evening.

Midnight’s invites everyone to join the fun, whether you’re looking to unwind with friends or discover new dance moves. The welcoming crowd and energetic environment create an unforgettable night out. Don’t be surprised if you leave with new friends and lasting memories.

Brattleboro Historical Society

Our Rating: 8.4/10

The Brattleboro Historical Society is perfect for history buffs and curious travelers alike. Founded in 1982, this local gem is dedicated to preserving Brattleboro’s rich past. Visitors can explore a variety of exhibits that showcase artifacts, documents, and photographs.

These exhibits tell captivating stories of the town’s evolution and significant events. At the downtown History Center and Museum, each corner has intriguing insights into different eras. Wandering through these displays offers a chance to connect with this vibrant community’s roots truly. It’s an enlightening experience, perfect for visitors eager to learn about Brattleboro’s unique heritage.

The New England House

Our Rating: 8.5/10

The New England House is a delightful spot that tastes Vermont’s culinary charm. With locally sourced ingredients, every meal feels like a celebration of the region. Visitors can enjoy hearty soups, juicy steaks, and fresh seafood, all made with care and precision.

This restaurant also features unique gluten-free options for those with dietary needs. Its cozy atmosphere invites diners to relax and savor their meals while soaking in the charm of Brattleboro. Whether you’re there for breakfast, a laid-back lunch, or a satisfying dinner, The New England House promises a fulfilling dining experience that captures the essence of Vermont living.

Bella Notte

Our Rating: 8.5/10

Bella Notte is a charming Italian restaurant nestled at the Brattleboro Country Club. Visitors can enjoy stunning golf course views while indulging in delicious homemade dishes.

Known for its cozy atmosphere and friendly service, this dining spot offers mouth-watering options like Eggplant Florentine and stuffed mushrooms. The tiramisu is a must-try, adding a sweet finishing touch to your meal.

Twice Upon A Time Antiques

Our Rating: 8.6/10

Twice Upon A Time Antiques invites shoppers into a world of hidden treasures in Brattleboro, Vermont. This expansive shop offers 10,000 square feet of intriguing finds. The renovated 1906 department store building adds charm and character to the shopping experience. Visitors can explore an eclectic array of antiques, collectibles, and unique second-hand finds.

Each visit feels like a treasure hunt, with over 100 dealers ensuring there is always something new to discover. Whether looking for vintage clothing, antique furniture, or quirky home decor, Twice Upon A Time offers a delightful browsing adventure for everyone. Spend a leisurely afternoon exploring, and let your curiosity guide you through this vibrant market.

The Royal Diner

Our Rating: 8.5/10

The Royal Diner is a nostalgic trip into retro dining. Visitors can indulge in lovingly crafted Vermoo ice cream made right on-site. The diner’s Mayan chocolate flavor is a favorite among the locals.

For those seeking hearty meals, the sizzling options from the grill are not to be missed. Whether it’s a classic skillet breakfast or juicy smash burgers, the menu offers comfort food with a classic twist. On Fridays, guests can enjoy baby back ribs or pulled pork sandwiches, perfect for a casual, delicious meal.

As you wrap up your adventure in Brattleboro, remember that each experience here, from the serene walks by the Connecticut River to the eclectic downtown galleries, promises unique memories. So, whether you’re sipping locally brewed coffee or exploring hidden trails, Brattleboro invites you to relish every moment and create stories worth sharing.