Discover Brattleboro's Historic Heart: The Downtown Historic District
Explore the vibrant Brattleboro Downtown Historic District, where rich history meets modern charm in the heart of Vermont.
Nestled in the picturesque town of Brattleboro, Vermont, the Downtown Historic District offers a captivating journey through time. This vibrant area is adorned with beautifully preserved 19th-century architecture, charming shops, and delightful eateries, making it an ideal destination for tourists seeking a blend of history and modern culture. As you stroll through the streets, you'll find unique boutiques, art galleries, and local cafes, all set against the backdrop of the stunning Connecticut River and the Green Mountains. Experience the warm hospitality of Brattleboro while immersing yourself in its rich heritage.
A brief summary to Brattleboro Downtown Historic District
- Brattleboro, Vermont, 05301, US
Local tips
- Visit on weekends to enjoy local farmers' markets and street fairs that showcase Vermont's finest produce and crafts.
- Take a guided walking tour to gain deeper insights into the history and architecture of the district.
- Don't miss the local cafes; they offer some of the best coffee and pastries in the region, perfect for a mid-exploration break.
- Check local event calendars for art openings and live music performances that add to the lively atmosphere of the district.
Getting There
-
Walking
If you are starting from the Brattleboro Train Station, exit the station and head northeast on Depot Street. Continue straight until you reach the intersection with Main Street. Turn right onto Main Street and walk for about 0.5 miles. As you walk, you'll pass various shops and cafes. Keep an eye out for the historic buildings that line Main Street. The Brattleboro Downtown Historic District will be on your left, marked by a cluster of historical landmarks.
-
Walking
From the Brattleboro Common, head south on Park Street towards Main Street. Once you reach Main Street, turn right and continue walking. You’ll notice the beautiful architecture of the historic district along the way. After a few blocks, you will enter the Brattleboro Downtown Historic District, recognizable by its charming buildings and shops.
-
Public Transit (Bus)
For those near the Brattleboro Memorial Hospital, you can take the local bus service to the downtown area. Check the bus schedule for the next departure to Main Street. Once you arrive at the Main Street bus stop, exit the bus and walk east, and you will soon find yourself in the heart of the Brattleboro Downtown Historic District.
-
Walking
If you are at the Retreat Farm, exit the farm and head southwest on the Retreat Farm Road. Follow this road until you reach the intersection with the Main Street. Turn left onto Main Street and continue walking. After about a mile, you will enter the Brattleboro Downtown Historic District, which will be on your right.
Discover more about Brattleboro Downtown Historic District
Iconic landmarks you can’t miss
Brattleboro Downtown Historic District
0.0 km
Explore the historic heart of Brattleboro, where charming architecture meets vibrant local culture in a picturesque New England setting.
Brattleboro Area Chamber of Commerce
0.1 km
Explore Brattleboro: Your essential stop for local insights, attractions, and unique experiences in the charming heart of Vermont.
Hermit Thrush Brewery
0.1 km
Discover the innovative craft beers at Hermit Thrush Brewery in Brattleboro, Vermont, where local ingredients meet exceptional brewing craftsmanship.
Lucky Wizard Tattoo
0.1 km
Discover Lucky Wizard Tattoo in Brattleboro, a hub of creativity and artistry offering unique tattoos in a welcoming environment.
High Grove Parking Lot
0.1 km
Discover Brattleboro's charm and beauty from the conveniently located High Grove Parking Lot, your ideal starting point for local adventures.
Wheelhouse Clay Center
0.1 km
Experience the joy of pottery at Wheelhouse Clay Center in Brattleboro, Vermont — where creativity and community come together in every clay creation.
River Garden Marketplace
0.1 km
Discover the vibrant River Garden Marketplace in Brattleboro, Vermont, where American cuisine meets local craft beer in a charming beer garden atmosphere.
Brilliance
0.2 km
Explore Brilliance in Brattleboro, a charming gift shop offering handcrafted jewelry, home decor, and local artistry that captures Vermont's unique spirit.
Brooks Memorial Library
0.2 km
Explore the serene atmosphere and extensive collections at Brooks Memorial Library, a cultural treasure in Brattleboro, Vermont.
Vermont Artisan Designs
0.2 km
Explore Vermont Artisan Designs in Brattleboro: A Vibrant Art Gallery Celebrating Local Creativity and Craftsmanship.
Harmony Underground
0.2 km
Explore Harmony Underground in Brattleboro, where diverse shopping experiences blend tobacco, cannabis, clothing, and unique gifts into one destination.
The Void
0.2 km
Discover The Void in Brattleboro, Vermont—your go-to destination for body piercing, unique clothing, and skate culture, where creativity meets community.
Blueberry Haus
0.2 km
Experience the best of Vermont with artisanal ice cream at Blueberry Haus, where every scoop is crafted to perfection in the heart of Brattleboro.
Peter Havens Restaurant
0.2 km
Discover the flavors of New American cuisine at Peter Havens Restaurant in Brattleboro, VT – a culinary experience that celebrates local ingredients and creative dishes.
Strange Brew Tattoo
0.2 km
Discover unique body art at Strange Brew Tattoo in Brattleboro, Vermont – where creativity meets customization in a welcoming atmosphere.
Unmissable attractions to see
Brattleboro Historical Society
0.2 km
Explore the captivating history of Brattleboro at the Historical Society, where local heritage and community stories come to life.
Latchis Theatre
0.3 km
Discover the historic Latchis Theatre in Brattleboro, Vermont, where classic charm meets contemporary cinema in an iconic art deco setting.
Brattleboro Museum & Art Center
0.4 km
Explore contemporary art and community culture at the Brattleboro Museum & Art Center, a vibrant hub for artistic expression in Vermont.
Brattleboro Common
0.4 km
Discover the charm of Brattleboro Common, a lush park in Vermont perfect for relaxation, community events, and exploring local culture.
Retreat Tower
0.7 km
Discover the stunning views and rich history of Retreat Tower in Brattleboro, Vermont, a perfect blend of nature and culture for every traveler.
Harris Hill ski jump / Retreat Farm trailhead
0.9 km
Discover outdoor adventures and stunning views at Harris Hill Ski Jump and Retreat Farm Trailhead in Brattleboro, Vermont.
Estey Organ Museum
0.9 km
Explore the rich musical legacy at the Estey Organ Museum in Brattleboro, Vermont, a unique destination for music lovers and history enthusiasts alike.
Retreat Farm
1.2 km
Discover Retreat Farm in Brattleboro, Vermont: a unique blend of nature, education, and community with hiking, markets, and family-friendly fun.
Living Memorial Park
2.2 km
Explore Living Memorial Park in Brattleboro, Vermont, where nature, community events, and serene landscapes come together in perfect harmony.
Creamery Covered Bridge
2.2 km
Experience the timeless beauty of the Creamery Covered Bridge, a historic landmark in Brattleboro, Vermont, perfect for unforgettable memories and scenic views.
Tantree Giant Oak
3.1 km
Discover the grandeur of the Tantree Giant Oak in Brattleboro, Vermont, a stunning natural attraction that offers tranquility and breathtaking views of nature.
Fort Dummer State Park
3.3 km
Explore the serene trails and rich history of Fort Dummer State Park, a natural treasure in Vermont perfect for outdoor adventures and relaxation.
Madame Sherri Forest
3.5 km
Explore the enchanting Madame Sherri Forest in New Hampshire, a perfect blend of natural beauty and rich history for outdoor enthusiasts.
Weeks Memorial Forest
8.6 km
Explore Weeks Memorial Forest in Guilford, Vermont – a serene hiking area rich in natural beauty and diverse wildlife, perfect for outdoor enthusiasts.
Sheppie’s Meadow
12.2 km
Discover the tranquil beauty of Sheppie’s Meadow in Guilford, Vermont – a serene garden retreat brimming with vibrant flora and peaceful landscapes.
Essential places to dine
Thai Hut
0.1 km
Experience authentic Thai cuisine in Brattleboro with flavorful dishes and a welcoming atmosphere at Thai Hut.
High Thai
0.1 km
Discover authentic Thai flavors at High Thai in Brattleboro – where culinary tradition meets modern bar vibes.
Plated
0.1 km
Experience the best of Brattleboro dining at Plated - where local ingredients meet culinary creativity in a cozy atmosphere.
A Vermont Table
0.1 km
Discover the flavors of Vermont at A Vermont Table – where local ingredients meet creative cuisine in Brattleboro.
Tulip Bar and Restaurant
0.1 km
Discover the vibrant flavors of Mediterranean cuisine at Tulip Bar and Restaurant in Brattleboro, where fresh ingredients meet warm hospitality.
The Works Café
0.2 km
Discover the charm of The Works Café in Brattleboro - where delicious meals meet cozy ambiance in a community-driven setting.
Martocci's
0.2 km
Experience authentic Italian cuisine at Martocci's in Brattleboro – where tradition meets flavor in every dish.
The Oyster Bar at Peter Havens
0.2 km
Experience fresh seafood and exquisite oysters at The Oyster Bar at Peter Havens in Brattleboro, Vermont - A true culinary delight.
Echo Restaurant & Lounge
0.3 km
Discover Echo Restaurant & Lounge in Brattleboro: where American cuisine meets vibrant atmosphere for an unforgettable dining experience.
Shin-La Restaurant & Sushi Bar
0.3 km
Discover the best Asian cuisine at Shin-La Restaurant & Sushi Bar in Brattleboro—where tradition meets taste in every bite!
T. J. Buckley's
0.3 km
Savor exquisite American cuisine at T.J. Buckley’s in Brattleboro, where seasonal flavors meet exceptional service.
Blue Moose
0.3 km
Experience authentic Italian cuisine at Blue Moose Bistro in Brattleboro - where every dish is crafted with passion and local ingredients.
Superfresh! Organic Cafe
0.4 km
Discover delicious organic cuisine at Superfresh! Organic Cafe in Brattleboro - where health meets taste in every bite.
Vegan A.F.
0.6 km
Discover delectable plant-based cuisine at Vegan A.F., where every bite celebrates health and sustainability in Brattleboro.
Gilles's Baguettes
0.9 km
Experience authentic French flavors at Gilles's Baguettes in Brattleboro - where every bite tells a story.
Markets, malls and hidden boutiques
Penelope Wurr Retail Store
0.1 km
Explore Brattleboro's Penelope Wurr Retail Store for unique gifts and local art that capture the essence of Vermont's creativity and charm.
Grateful Greens
0.1 km
Explore Grateful Greens in Brattleboro, a store dedicated to sustainable living and local products, perfect for eco-conscious travelers.
Tavernier Chocolates
0.1 km
Discover the art of chocolate making at Tavernier Chocolates, where every bite is a celebration of flavor and craftsmanship in Brattleboro, Vermont.
STATIONHAUS
0.1 km
Explore unique furniture and exquisite interior decor at Stationhaus, the heart of Brattleboro's home furnishings.
Ray Gun Comics
0.2 km
Explore Brattleboro's Ray Gun Comics: Your one-stop destination for a diverse selection of comics, graphic novels, and collectibles.
Kitchen Sync
0.2 km
Discover Brattleboro's Kitchen Sync, where culinary dreams come alive with unique tools and expert guidance for every cooking enthusiast.
Everyone's Books
0.2 km
Discover literary treasures at Everyone's Books in Brattleboro, a cozy bookstore perfect for book lovers of all ages.
The B's Nest
0.2 km
Explore the charm of Vermont at The B's Nest, a home goods store featuring unique treasures, stylish clothing, and delicious ice cream.
Altiplano
0.2 km
Explore the charm of Brattleboro at Altiplano, a unique gift shop offering handcrafted jewelry, toys, and women's clothing amidst a warm boutique atmosphere.
Distinctive Decor
0.2 km
Explore Distinctive Decor in Brattleboro, VT – Your destination for unique antiques, vintage clothing, and home goods.
Violin Shop
0.2 km
Explore Brattleboro's Violin Shop: A Musical Treasure Trove of Violins, Violas, and Expert Craftsmanship in Vermont.
Brattleboro Books
0.2 km
Explore the enchanting Brattleboro Books, a used book store in Vermont filled with literary treasures and vibrant community events.
Cara Wolff
0.2 km
Explore the artistry of Cara Wolff in Brattleboro, Vermont, where unique jewelry meets personalized service in a charming setting.
Turn It Up!
0.2 km
Explore the vibrant record store, Turn It Up!, in Brattleboro, Vermont, offering a treasure trove of vinyl, CDs, and local music culture.
Verdigris
0.2 km
Explore a treasure trove of unique antiques at Verdigris in Brattleboro, Vermont – where each piece tells a story.
Essential bars & hidden hideouts
Midnight’s
0.1 km
Experience the vibrant nightlife of Brattleboro at Midnight’s, a bar offering expertly crafted cocktails and a warm, inviting atmosphere.
The Tower Bar & Lounge
0.2 km
Discover the lively atmosphere and diverse drink selection at The Tower Bar & Lounge, Brattleboro's go-to spot for an unforgettable night out.
Mc Neill's Brewery's
0.3 km
Discover the unique flavors and inviting atmosphere of Mc Neill's Brewery, a must-visit pub in Brattleboro, Vermont for every beer lover.
Thirsty Goat Outdoor Bar
1.3 km
Experience the vibrant atmosphere of Thirsty Goat Outdoor Bar, where refreshing drinks meet stunning outdoor views in Brattleboro, Vermont.
THE GOOD SPOT
2.1 km
Discover a unique blend of relaxation and entertainment at The Good Spot in Brattleboro, Vermont – a non-alcoholic bar with live music and wellness services.
Pizzapalooza
19.1 km
Discover the best of Italian cuisine and craft beers at Pizzapalooza in Marlboro, Vermont, a perfect blend of flavor and fun.
Beer Naked Brewery
19.1 km
Experience the best of Vermont's craft beer and local cuisine at Beer Naked Brewery, where flavor meets creativity in every pint.
Cliffy’s Neighborhood Pub
22.2 km
Experience local flavor and vibrant atmosphere at Cliffy’s Neighborhood Pub in Keene, NH, where community comes together over great food and drinks.
Jax on Tap
22.3 km
Experience the cozy charm of Jax on Tap in Jacksonville, Vermont, where craft beers and delicious pub fare await.
Italian Club
23.4 km
Discover the heart of Italian culture at the Italian Club in Keene, NH, where authentic cuisine and vibrant community spirit come together.
J & J's Dog House
23.9 km
Discover the delicious world of gourmet hot dogs at J & J's Dog House, a must-visit restaurant in Wilmington, Vermont, for food lovers and dog enthusiasts.
The Diplomat Cigar Lounge
24.4 km
Experience the ultimate cigar lounge in Keene, NH, where luxury meets relaxation with a premium selection of cigars and fine beverages.
The Pour House
24.5 km
Discover the lively spirit of Keene at The Pour House, where great drinks and a welcoming atmosphere await.
Hennessy's Bar & Grill
24.5 km
Discover the vibrant flavors and nightlife of Hennessy's Bar & Grill, where delicious food meets live music and dancing in Keene, NH.
Stage Restaurant
24.5 km
Discover the culinary excellence of Stage Restaurant in Keene, NH, where American cuisine meets contemporary flair in an inviting atmosphere.
