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Windham County
2025 Windham County Travel Guide: Weather, Transportation, Popular Attractions, and Everything You Need (Updated 2025 2)
About Windham County
View Local Experiences on Map
Attractions
Stays
Rankings
Tours/Tickets
Restaurants
Stores
Things to do in Windham County
What to Do
Looking for things to do in Windham County? We provide up-to-date info on everything from must-see scenic spots to local hangouts.
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Mount Snow Ski & Snowboard School
4.3
This user hasn't left any comments yet
Mount Snow Resort
4.2
This user hasn't left any comments yet
"Cycling"
Stratton Sun Bowl Base Lodge
3.8
This user hasn't left any comments yet
Stratton Mountain
3.4
This user hasn't left any comments yet
Green Mountain National Forest
3.3
5.0
/5
1 Reviews
"Natural scenery"
Guilford Welcome Center
3.3
This user hasn't left any comments yet
Stratton Mountain Resort
3.2
This user hasn't left any comments yet
Okemo Mountain Resort
5.3
5.0
/5
1 Reviews
Berkshire East Mountain Resort
5.2
This user hasn't left any comments yet
Timber Creek Cross Country Ski
3.1
This user hasn't left any comments yet
Where to Stay
Discover the most popular places to stay in Windham County, complete with recommendations from fellow travelers and special hotel offers
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Hampton Inn Brattleboro
4.0
/5
96 Reviews
Holiday Inn Express & Suites Brattleboro
4.3
/5
102 Reviews
The Upper Pass Lodge
4.0
/5
95 Reviews
Comfort Inn & Suites Brattleboro I-91
4.2
/5
99 Reviews
Colonial Motel and Spa
3.3
/5
99 Reviews
Grand Summit Resort
4.3
/5
76 Reviews
The Putney Inn
3.9
/5
96 Reviews
Windham Hill Inn
4.0
/5
19 Reviews
Vikings Villages
4.8
/5
48 Reviews
Travelodge by Wyndham Brattleboro VT
2.9
/5
94 Reviews
Latchis Hotel
4.2
/5
97 Reviews
Mountaineer Inn
4.0
/5
100 Reviews
What to Eat
Want to eat like a local? Don't miss out on these top Windham County dishes and foodie spots.
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The Fire Tower Restaurant & Tavern
This user hasn't left any comments yet
Avg. VND635,000/person
"Western-style"
"Open Late"
The Red Slate Restaurant
This user hasn't left any comments yet
Avg. VND635,000/person
"Western-style"
"Open Late"
1801 Tavern & Pine Room Bar
This user hasn't left any comments yet
Avg. VND541,666/person
"Western-style"
Ramunto's Brick Oven Pizza
This user hasn't left any comments yet
Avg. VND690,000/person
"Western-style"
Duo Restaurant
This user hasn't left any comments yet
Avg. VND968,333/person
"Western-style"
Dover Forge Restaurant
This user hasn't left any comments yet
Avg. VND552,500/person
"Western-style"
West Dover Joe's
This user hasn't left any comments yet
Avg. VND425,000/person
"Western-style"
1846 Tavern & Restaurant
This user hasn't left any comments yet
Avg. VND568,333/person
"Western-style"
Artisan Restaurant
This user hasn't left any comments yet
Avg. VND730,000/person
"Western-style"
Windham Hill Dining
This user hasn't left any comments yet
Avg. VND283,333/person
"Western-style"
Wahoo's
This user hasn't left any comments yet
Avg. VND192,500/person
"Western-style"
McDonald's
This user hasn't left any comments yet
"Western-style"
Best of Windham County
Popular Luxury Hotels Near Windham County
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The Ritz-Carlton, Boston
4.1
/5
85 Reviews
Lowell Hotel
4.6
/5
72 Reviews
New York Edition
4.5
/5
40 Reviews
The Mayflower Inn & Spa, Auberge Resorts Collection
4.4
/5
48 Reviews
Encore Boston Harbor
4.6
/5
130 Reviews
Four Seasons Hotel One Dalton Street, Boston
4.7
/5
94 Reviews
Mandarin Oriental Boston
4.6
/5
80 Reviews
The Newbury Boston
4.7
/5
131 Reviews
The Four Seasons Hotel Boston
4.6
/5
54 Reviews
XV Beacon
4.7
/5
42 Reviews
The Langham, Boston
4.7
/5
130 Reviews
Boston Harbor Hotel
4.7
/5
103 Reviews
Popular Scenic Hotels Near Windham County
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Kimpton Taconic Hotel
4.5
/5
98 Reviews
Madison Beach Hotel , Curio a Collection by Hilton
4.6
/5
61 Reviews
Encore Boston Harbor
4.6
/5
130 Reviews
Boston Marriott Copley Place
4.2
/5
50 Reviews
The Westin Copley Place, Boston
4.5
/5
142 Reviews
Boston Marriott Long Wharf
4.4
/5
104 Reviews
Boston Harbor Hotel
4.7
/5
103 Reviews
Seaport Hotel® Boston
4.5
/5
107 Reviews
Renaissance Boston Seaport District
4.3
/5
102 Reviews
Hyatt Regency Boston Harbor
4.5
/5
119 Reviews
White Mountain Hotel and Resort
4.4
/5
100 Reviews
Gurney's Montauk Resort & Seawater Spa
4.1
/5
88 Reviews
Popular Cultural Hotels Near Windham County
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Seesaw's Lodge
4.9
/5
36 Reviews
The Adelphi Hotel
4.7
/5
97 Reviews
Mirror Lake Inn
4.5
/5
40 Reviews
The Charles Hotel Harvard Square
4.8
/5
124 Reviews
Hyatt Regency Boston/Cambridge
4.5
/5
183 Reviews
Omni Bretton Arms Inn at Mount Washington Resort
4.5
/5
64 Reviews
Omni Mount Washington Resort
4.2
/5
101 Reviews
The Lenox Back Bay Boston Copley Square
4.6
/5
112 Reviews
Copley Square Hotel, a Found Hotel
4.1
/5
122 Reviews
The Newbury Boston
4.7
/5
131 Reviews
Hotel AKA Back Bay
4.4
/5
105 Reviews
The Four Seasons Hotel Boston
4.6
/5
54 Reviews
Popular Instagrammable Hotels Near Windham County
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Four Seasons Hotel One Dalton Street, Boston
4.7
/5
94 Reviews
Mandarin Oriental Boston
4.6
/5
80 Reviews
The Whitney Hotel Boston
4.6
/5
100 Reviews
The Newbury Boston
4.7
/5
131 Reviews
W Boston
4.1
/5
126 Reviews
Canopy by Hilton Boston Downtown
4.7
/5
123 Reviews
The Envoy Hotel, Autograph Collection
4.3
/5
71 Reviews
Wildflower Farms, Auberge Resorts Collection
4.5
/5
58 Reviews
Loews Regency New York Hotel
4.4
/5
106 Reviews
The Plaza - A Fairmont Managed Hotel
4.3
/5
115 Reviews
1 Hotel Central Park
4.3
/5
106 Reviews
Park Hyatt New York
4.6
/5
86 Reviews
Popular Vacation Homes Near Windham County
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Inn Victoria
4.6
/5
18 Reviews
Barrows House
4.2
/5
9 Reviews
The Jackson
4.7
/5
47 Reviews
The Lodge at Spruce Peak, Part of Hyatt
4.4
/5
101 Reviews
The 1770 House Restaurant & Inn
4.8
/5
38 Reviews
The Trellis House
4.9
/5
40 Reviews
Lambert's Cove Inn & Resort
4.3
/5
42 Reviews
Popular Premium Hotels Near Windham County
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Woodstock Inn & Resort
4.5
/5
99 Reviews
The Grand at Bedford Village Inn
4.7
/5
49 Reviews
Fairmont Copley Plaza Boston
4.1
/5
110 Reviews
InterContinental Boston, an IHG Hotel
4.5
/5
63 Reviews
The Vanderbilt, Auberge Resorts Collection
4.5
/5
68 Reviews
The Chanler at Cliff Walk
4.9
/5
79 Reviews
Delamar Greenwich Harbor
4.5
/5
100 Reviews
The Montauk Beach House
4.3
/5
34 Reviews
THE OPUS WESTCHESTER, AUTOGRAPH COLLECTION
4.5
/5
61 Reviews
The Sullivan House
4.2
/5
28 Reviews
The White Barn Inn & Spa, Auberge Resorts Collection
4.7
/5
59 Reviews
The Pierre, A Taj Hotel, New York
4.3
/5
105 Reviews
Popular 4-star Select Hotels Near Windham County
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The Adelphi Hotel
4.7
/5
97 Reviews
Renaissance Albany Hotel
4.2
/5
103 Reviews
The Litchfield Inn
4.4
/5
103 Reviews
Topnotch Resort
4.4
/5
99 Reviews
Woodstock Way Hotel
4.5
/5
47 Reviews
Mohegan Sun
4.4
/5
101 Reviews
The Blake Hotel
4.6
/5
121 Reviews
Hotel Marcel New Haven, Tapestry Collection by Hilton
4.5
/5
129 Reviews
Madison Beach Hotel , Curio a Collection by Hilton
4.6
/5
61 Reviews
Renaissance Boston Patriot Place Hotel
4.4
/5
99 Reviews
The Charles Hotel Harvard Square
4.8
/5
124 Reviews
Iris Hotel Boston
4.5
/5
77 Reviews
Other Recommended Cities
New York
Saipan
City of Los Angeles
Las Vegas
Popular Types of Attractions in Windham County
Cultural institutions
|
Museums
|
Specialty exhibition halls
|
Science & technology museums
|
Nature and wildlife
|
Natural scenery
|
Beaches and shores
|
Mountain climbing
|
Leisure activities
|
Farms and pastures
|
Spa/massage
|
Camping · Campsites
|
Historical attractions
|
Exhibitions & events
|
Performances
|
Concerts
|
Exhibitions
|
Sightseeing tours
|
Boat tour
|
Night view
|
Sightseeing bus
|
Outdoor activities
|
Cycling
|
Mountain climbing
|
Shooting
|
Parks
|
Amusement parks
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Water parks
|
Water sports
|
Skybound experiences
Popular Attractions in Windham County
Green Mountain Adventure Challenge
|
Jamaica State Park
|
Perseverance Skatepark
|
St. Michael's Catholic Church
|
Mount Snow Golf Course
|
Tater Hill Golf Club
|
Southern Vermont Deerfield Valley Chamber of Commerce
|
River Valley Market
|
Memorial Park 20 Meter Ski Jump
|
Coca Cola Tube Park
|
Nelson Withington Skating Facility
|
Guilford Historical Society Museum
|
Timber Creek Cross Country Ski
|
Scott Covered Bridge
|
Molly Stark Trail
|
Artrageus1 Collective
|
Grafton Trails & Outdoor Center
|
Putters Miniature Golf
|
Putney Community Garden
|
Westminster Historical Society
|
FBAA Baseball Field
|
Dutton Farmstand
|
Brattleboro Historical Society
|
Mountain View Seventh-day Adventist Church
|
Zoar Adventure Center
|
Kantor Kellett Gallery
|
Vermont Shepherd LLC
|
Elaine Beckwith Gallery
|
Retreat Tower
|
The Green River Timber Crib Dam
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Popular Restaurants in Windham County
Duo Restaurant
|
1801 Tavern & Pine Room Bar
|
The Red Slate Restaurant
|
Ramunto's Brick Oven Pizza
|
The Marina
|
Blue Moose Bistro
|
Wahoo's
|
Mc Neill's Brewery's
|
1846 Tavern & Restaurant
|
Dosa Kitchen
|
Popolo
|
The Works Café
|
Top of the Hill Grill
|
West Dover Joe's
|
Shin-La Restaurant & Sushi Bar
|
The Porch Cafe & Catering
|
Mocha Joe's Cafe
|
McDonald's
|
The Saxtons River Inn
|
Artisan Restaurant
|
Windham Hill Dining
|
Dover Forge Restaurant
|
Whetstone Station Restaurant and Brewery
|
Phelps Barn Pub
|
99 Restaurants
|
KFC
|
Chelsea Royal Diner
|
Peter Havens Restaurant
|
The Hermitage Inn
|
The Tavern Restaurant
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Popular Travel Types
tripblazers
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More Things To Do in Windham County
Derry City: The troubles Bogside walking tour
|
Derry/Londonderry - City Walls History Walking Tour Experiences
|
Derry City: The Bloody Sunday Story - Walking Tour
|
Private Guided Walking Tour in Derry City
|
Derrie Danders: Highlights of the Walled City a Self-Guided Audio Tour
|
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