In This Article

Located in Southern Vermont on the bank of the Connecticut River, Brattleboro is a popular four-season tourist destination, with excellent skiing, snowshoeing and skating in the winter, and swimming, tennis, golf, hiking and biking in the summer. I like to explore on foot (or snowshoes!). Brattleboro, VT is home to the Brattleboro Museum & Art Center, the Tasha Tudor Museum, the Estey Organ Museum and other cultural institutions.

Brattleboro, VT Highlights:

  • For Families: Visit the Retreat Farm
  • For Outdoor Enthusiasts: Hike to the top of Mount Wantastiquet
  • For Kids: Explore the Brattleboro Museum & Art Center
  • For an Adventure: Paddle or float the Connecticut River
  • For Shoppers: Browse downtown bookstores, artisan shops, and galleries

Best Time to Visit Brattleboro, VT

The best time to visit Brattleboro is in fall (September–October) for brilliant foliage and festivals. Summers (June–August) are ideal for farmers markets, river activities, and outdoor concerts.

How to Get to Brattleboro, VT

  • If you are traveling by car: Brattleboro is located along I-91 in southeastern Vermont, about 2 hours from Boston and 3.5 hours from New York City.
  • By Train: Amtrak’s Vermonter line stops in Brattleboro, connecting it to New York City, Springfield, and other regional cities.
  • By Air: Bradley International Airport (CT) and Manchester-Boston Regional Airport (NH) are both about 1.5–2 hours away.

Where to Stay in Brattleboro, VT

  • Latchis Hotel – Art Deco-style boutique hotel located above a classic downtown theater.
  • The Inn on Putney Road – Elegant B&B with beautiful gardens, gourmet breakfast, and a riverside location.
  • Colonial Motel & Spa – Affordable accommodations with an indoor pool and easy access to downtown and trails.

Best Things to Do in Brattleboro, VT

First: Creamery Covered Bridge

Creamery Covered Bridge

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Admire a historic wooden bridge surrounded by picturesque scenery.                 

Second: Brattleboro Museum & Art Center

Brattleboro Museum & Art Center

Brattleboro Museum and Art Center



Explore contemporary art exhibits in a vibrant cultural space.                 

Third: Retreat Trails

Retreat Trails

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Hike peaceful wooded trails offering scenic views and quiet nature escapes.                 

Fourth: Brattleboro Area Farmers' Market

Brattleboro Area Farmers' Market

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Browse fresh produce, artisan crafts, and delicious local treats.                 

Fifth: The Retreat Farm

The Retreat Farm

The Retreat Farm



Enjoy family-friendly fun with farm animals and interactive exhibits.                 

Sixth: Fort Dummer State Park

Fort Dummer State Park

Alex/stock.adobe.com



Camp, hike, and explore serene woodlands with scenic views.                 

Seventh: Estey Organ Museum

Estey Organ Museum

Estey Organ Museum



Discover historic organs and learn about Brattleboro’s musical legacy.                 

Eight: Brattleboro History Center

Brattleboro History Center

Brattleboro History Center



                

Where to Eat in Brattleboro, VT

  • Whetstone Beer Co. – Riverfront brewpub with craft beers, burgers, and outdoor decks overlooking the Connecticut River.
  • Yalla Vermont – Mediterranean comfort food served from a cozy, counter-style eatery with big flavor.
  • Three Stones – Family-run Mexican restaurant offering traditional recipes with fresh Vermont ingredients.

If you are interested in local events:

  • Strolling of the Heifers (June) – A quirky and beloved parade featuring decorated cows, local food, and family activities.
  • Brattleboro Literary Festival (October) – Author readings, book signings, and discussions at venues throughout downtown.
  • Gallery Walk (First Fridays, May–December) – Town-wide celebration of art, music, and local makers.

If you are looking for unique day trips within 30 Minutes of Brattleboro, Vermont:

  • Putney (15–20 min) – Visit the Putney Mountain trails, Green Mountain Orchards, or local artist studios.
  • Newfane (25–30 min) – A classic Vermont village with historic inns, covered bridges, and scenic drives.
  • Guilford (15–20 min) – Quiet country roads, a historic church, and open farms just south of town.
  • Dummerston (15 min) – Home to the iconic West Dummerston Covered Bridge and maple syrup farms.
  • Hinsdale, NH (10–15 min) – Cross the river to explore antique shops, nature trails, and nearby Pisgah State Park.

Frequently Asked Questions:

  • Where is Brattleboro located?
    • Located in Southern Vermont on the bank of the Connecticut River, Brattleboro is a popular four-season tourist destination.
  • What outdoor activities can visitors enjoy in Brattleboro?
    • Brattleboro offers excellent skiing, snowshoeing, and skating in the winter, and swimming, tennis, golf, hiking, and biking in the summer.
  • What cultural attractions can be found in Brattleboro?
    • Brattleboro is home to the Brattleboro Museum & Art Center, the Tasha Tudor Museum, the Estey Organ Museum, and other cultural institutions.

At a Glance:

Best Time to Visit Places to Stay Tips for Visiting
Spring (March-May) – Pleasant weather, blooming scenery, and cultural events. Latchis Hotel – Historic downtown accommodations close to shops and restaurants. Visit Brattleboro Farmers Market – Enjoy fresh produce, local crafts, and live music.
Summer (June-August) – Warm days perfect for exploring trails and rivers. Riverside Hotel, Ascend Hotel Collection – Comfortable rooms with beautiful river views. Kayak the Connecticut River – Experience scenic paddling and picturesque landscapes.
Fall (September-November) – Cool weather, stunning foliage, and local festivals. Latchis Hotel & Theatre – Historic boutique hotel offering charming accommodations downtown. Attend Brattleboro Literary Festival – Celebrate literature with readings, workshops, and events.
Winter (December-February) – Snowy conditions ideal for skiing, snowshoeing, and cozy relaxation. Inn on Putney Road Bed & Breakfast – Elegant inn near downtown with cozy amenities. Ski nearby Mount Snow Resort – Enjoy skiing, snowboarding, and winter activities.

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