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Best of Brattleboro Guide

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Brattleboro
Named one of the top ten small art towns in the country, Brattleboro's downtown is packed with coffee shops, bookstores, and art galleries. Over the course of a year, the town hosts world class jazz concerts, film festivals, and theater companies. Since 1922, Brattleboro has also been home to the Harris Hill Ski Jump, an annual winter tradition that brings thousands of spectators to the town to watch as some of the world's best athletes tackle the death-defying 90-meter ski jump.

All things to do » Things to do

Creamery Covered Bridge
Creamery Covered Bridge
Attraction type: Bridges; Points of Interest & Landmarks
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Brattleboro Museum and Art Center
Brattleboro Museum and Art Center
Attraction type: Art Museums; History Museums
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Retreat Trails
Retreat Trails
Attraction type: Hiking Trails
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Retreat Farm
Retreat Farm
We are a nonprofit farm and education center, open to the public from the end of May until the end of October.
Attraction type: Educational sites; Farms
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Robb Family Farm
Robb Family Farm
A 350-acre farm - the barn and country store are open to the public.
Attraction type: Farms
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All places to eat » Places to eat

Whetstone Station Restaurant and Brewery
Whetstone Station Restaurant and Brewery
Ranked #1 of 108 Restaurants in Brattleboro
Price: $5 - $25
Cuisines: American, Bar, Pub, Brew Pub, Contemporary
Good for: Large groups, Local cuisine, Special occasions, Families with children, Scenic view, Bar scene, Kids
Dining options: Dinner, Lunch, Drinks, Brunch, Late Night, Free Wifi, Full Bar, Highchairs Available, Outdoor Seating, Parking Available, Seating, Serves Alcohol, Takeout, Television, Waitstaff, Wheelchair Accessible
Peter Havens Restaurant
Peter Havens Restaurant
Ranked #2 of 108 Restaurants in Brattleboro
Price: $32 - $50
Cuisines: American
Good for: Local cuisine, Special occasions, Business meetings, Bar scene, Romantic
Dining options: Dinner, Late Night, Full Bar, Reservations, Seating, Serves Alcohol, Waitstaff, Wheelchair Accessible
Three Stones - Oxppel Tunich
Three Stones - Oxppel Tunich
Ranked #3 of 108 Restaurants in Brattleboro
Cuisines: Mexican, Latin, Spanish
Good for: Special occasions, Families with children, Romantic
Dining options: Dinner, Reservations, Seating, Serves Alcohol, Takeout, Waitstaff
The Marina
The Marina
Ranked #4 of 108 Restaurants in Brattleboro
Price: $10 - $23
Cuisines: American, Bar, Seafood
Good for: Large groups, Local cuisine, Special occasions, Business meetings, Families with children, Scenic view, Bar scene, Kids
Dining options: Dinner, Lunch, Brunch, Breakfast, Accepts American Express, Accepts Discover, Accepts Mastercard, Accepts Visa, Free Off-Street Parking, Free Wifi, Full Bar, Highchairs Available, Parking Available, Reservations, Seating, Serves Alcohol, Takeout, Television, Waitstaff, Wheelchair Accessible
Top of the Hill Grill
Top of the Hill Grill
Ranked #5 of 108 Restaurants in Brattleboro
Price: $15 - $20
Cuisines: American, Barbecue, Grill
Good for: Large groups, Local cuisine, Families with children, Scenic view, Kids, Dining on a budget
Dining options: Dinner, Lunch, Late Night, Accepts Mastercard, Accepts Visa, Outdoor Seating, Parking Available, Seating, Takeout, Wheelchair Accessible

All accommodations » Where to stay - Budget

Lamplighter Inn Motel
Lamplighter Inn Motel
$29
Ranked #9 of 11 Hotels in Brattleboro

All accommodations » Where to stay - Midrange

Hampton Inn Brattleboro
2.5 of 5
Hampton Inn Brattleboro
$97 - $146
Ranked #1 of 11 Hotels in Brattleboro
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Comfort Inn & Suites Brattleboro
Comfort Inn & Suites Brattleboro
$102 - $142
Ranked #3 of 11 Hotels in Brattleboro
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Holiday Inn Express Hotel & Suites
2.5 of 5
Holiday Inn Express Hotel & Suites
$107 - $154
Ranked #4 of 11 Hotels in Brattleboro
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All accommodations » Where to stay - Luxury

Forty Putney Road Bed and Breakfast
4.0 of 5
Forty Putney Road Bed and Breakfast
$179 - $232
Ranked #1 of 5 Brattleboro B&B and Inns
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Note: This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.