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Windham County
Windham County
Things to do in Windham County (2025): Top nearby activities,popular attractions,itinerary planning,weather,accommodation,food,transportation,and more - all you need to know (updated September, 2025) | Trip.com
About Windham County
Current weather conditions
19°C
Windham County Local Experiences Map
View local experiences on map
Attractions
Stays
Top Picks
Tours/Tickets
Restaurants
Stores
Popular Destinations
More popular destinations
Stratton Mountain
Londonderry
Dover
Westminster
Putney
Wardsboro
Brookline
West Dover
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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Green Mountain National Forest
3.3
5.0
/5
1 Reviews
Natural scenery
Guilford Welcome Center
3.3
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Stratton Mountain Resort
3.2
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Magic Mountain Ski Area
2.7
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Mt Snow
2.7
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Mountain climbing
Mount Snow Ski & Snowboard School
2.7
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Mount Snow Resort
2.6
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Cycling
Historic Creamery Covered Bridge
2.6
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Historic buildings
Historic Dummerston Covered Bridge
2.5
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Living Memorial Park
2.5
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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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Holiday Inn Express & Suites Brattleboro
4.3
/5
104 Reviews
Travelodge by Wyndham Brattleboro VT
2.9
/5
89 Reviews
Colonial Motel and Spa
3.3
/5
96 Reviews
Comfort Inn & Suites Brattleboro I-91
4.1
/5
101 Reviews
Vikings Villages
5.0
/5
49 Reviews
The Covered Bridge Inn
3.6
/5
101 Reviews
Blue Gentian Lodge at Magic Mountain
4.5
/5
23 Reviews
Long Trail House Condominiums at Stratton Mountain Resort
4.1
/5
22 Reviews
The Inn at Mount Snow
4.7
/5
29 Reviews
Vantage Point Villas at Stratton Mountain Resort
4.1
/5
14 Reviews
Green River Bridge Inn
5.0
/5
19 Reviews
The Black Bear Lodge at Stratton Mountain Resort
3.7
/5
96 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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Clara's Cucina Italiana
This user hasn't left any comments yet
Western-style
The Works Café
This user hasn't left any comments yet
Western-style
Avg. £6/person
Top of the Hill Grill
This user hasn't left any comments yet
Western-style
Avg. £13/person
1801 Tavern & Pine Room Bar
This user hasn't left any comments yet
Western-style
Avg. £17/person
Popolo
This user hasn't left any comments yet
Western-style
Avg. £20/person
The Fire Tower Restaurant & Tavern
This user hasn't left any comments yet
Western-style
Open Late
Avg. £20/person
Wahoo's
This user hasn't left any comments yet
Western-style
Avg. £6/person
Duo Restaurant
This user hasn't left any comments yet
Western-style
Avg. £31/person
The Marina
This user hasn't left any comments yet
Western-style
View
Avg. £14/person
Dosa Kitchen
This user hasn't left any comments yet
Southeast Asian
Avg. £7/person
1846 Tavern & Restaurant
This user hasn't left any comments yet
Western-style
Avg. £18/person
West Dover Joe's
This user hasn't left any comments yet
Western-style
Avg. £13/person
Best of Windham County
Top 50 Luxury Hotels near Windham County
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The Ritz-Carlton, Boston
8.2
/5
111 Reviews
Lowell Hotel
9.2
/5
71 Reviews
The St. Regis New York
8.7
/5
91 Reviews
The Peninsula New York
9.5
/5
107 Reviews
New York Edition
9.2
/5
53 Reviews
The Mayflower Inn & Spa, Auberge Resorts Collection
8.9
/5
47 Reviews
Encore Boston Harbor
9.2
/5
181 Reviews
Four Seasons Hotel One Dalton Street, Boston
9.3
/5
125 Reviews
Mandarin Oriental Boston
9.2
/5
83 Reviews
The Newbury Boston
9.4
/5
51 Reviews
The Four Seasons Hotel Boston
9.3
/5
67 Reviews
XV Beacon
9.4
/5
41 Reviews
Top 50 Scenic Hotels near Windham County
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Kimpton Taconic Hotel
9.1
/5
97 Reviews
Madison Beach Hotel , Curio a Collection by Hilton
9.2
/5
76 Reviews
Encore Boston Harbor
9.2
/5
181 Reviews
Boston Marriott Copley Place
8.8
/5
62 Reviews
The Westin Copley Place, Boston
9.2
/5
210 Reviews
Boston Marriott Long Wharf
8.9
/5
105 Reviews
Boston Harbor Hotel
9.5
/5
106 Reviews
Seaport Hotel® Boston
9.3
/5
112 Reviews
Renaissance Boston Seaport District
8.6
/5
106 Reviews
Hyatt Regency Boston Harbor
9.0
/5
125 Reviews
Gurney's Montauk Resort & Seawater Spa
8.1
/5
98 Reviews
Trump International Hotel & Tower® New York
8.7
/5
92 Reviews
Top 50 Cultural Hotels near Windham County
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Seesaw's Lodge
9.3
/5
39 Reviews
The Adelphi Hotel
9.5
/5
99 Reviews
Mirror Lake Inn
9.4
/5
40 Reviews
The Charles Hotel Harvard Square
9.0
/5
139 Reviews
Hyatt Regency Boston/Cambridge
9.1
/5
270 Reviews
Omni Bretton Arms Inn at Mount Washington Resort
9.0
/5
73 Reviews
No. 284 Back Bay Hotel, Sonder
8.9
/5
102 Reviews
Omni Mount Washington Resort
8.4
/5
99 Reviews
The Lenox Back Bay Boston Copley Square
9.2
/5
112 Reviews
The Newbury Boston
9.4
/5
51 Reviews
Hotel AKA Back Bay
8.9
/5
108 Reviews
The Four Seasons Hotel Boston
9.3
/5
67 Reviews
Top 50 Instagrammable Hotels near Windham County
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Four Seasons Hotel One Dalton Street, Boston
9.3
/5
125 Reviews
Mandarin Oriental Boston
9.2
/5
83 Reviews
The Whitney Hotel Boston
9.6
/5
100 Reviews
The Newbury Boston
9.4
/5
51 Reviews
The Four Seasons Hotel Boston
9.3
/5
67 Reviews
Canopy by Hilton Boston Downtown
9.5
/5
139 Reviews
The Envoy Hotel, Autograph Collection
8.6
/5
90 Reviews
Wildflower Farms, Auberge Resorts Collection
9.2
/5
58 Reviews
Loews Regency New York Hotel
8.7
/5
105 Reviews
The Plaza - A Fairmont Managed Hotel
8.6
/5
118 Reviews
1 Hotel Central Park
8.8
/5
108 Reviews
Park Hyatt New York
9.2
/5
73 Reviews
Popular Vacation Homes Near Windham County
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The Jackson
9.4
/5
61 Reviews
The 1770 House Restaurant & Inn
9.7
/5
34 Reviews
The Trellis House
10.0
/5
40 Reviews
Lambert's Cove Inn & Resort
8.7
/5
74 Reviews
Top 10 Gourmet Hotels near Windham County
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Trump International Hotel & Tower® New York
8.7
/5
92 Reviews
Mandarin Oriental New York
9.3
/5
131 Reviews
New York Marriott Marquis
8.7
/5
518 Reviews
The Langham, New York, Fifth Avenue
8.9
/5
136 Reviews
Equinox Hotel New York
9.2
/5
113 Reviews
New York Edition
9.2
/5
53 Reviews
The Hoxton, Williamsburg
8.5
/5
101 Reviews
Top 50 Premium Hotels near Windham County
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Woodstock Inn & Resort
9.2
/5
99 Reviews
The Grand at Bedford Village Inn
9.4
/5
45 Reviews
Fairmont Copley Plaza Boston
8.2
/5
114 Reviews
InterContinental Boston
8.9
/5
95 Reviews
The Vanderbilt, Auberge Resorts Collection
9.1
/5
66 Reviews
The Chanler at Cliff Walk
9.5
/5
77 Reviews
Delamar Greenwich Harbor
9.2
/5
98 Reviews
THE OPUS WESTCHESTER, AUTOGRAPH COLLECTION
8.8
/5
63 Reviews
The Sullivan House
9.1
/5
37 Reviews
The White Barn Inn & Spa, Auberge Resorts Collection
9.5
/5
63 Reviews
The Pierre, A Taj Hotel, New York
8.9
/5
108 Reviews
The Sherry Netherland
9.3
/5
47 Reviews
Top 50 4-Star Select Hotels near Windham County
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The Adelphi Hotel
9.5
/5
99 Reviews
Renaissance Albany Hotel
8.8
/5
106 Reviews
Delamar West Hartford
9.5
/5
98 Reviews
Hartford Marriott Downtown
8.5
/5
59 Reviews
The Litchfield Inn
8.9
/5
104 Reviews
Topnotch Resort
8.7
/5
100 Reviews
The Lodge at Spruce Peak, Part of Hyatt
9.0
/5
101 Reviews
Woodstock Way Hotel
9.4
/5
71 Reviews
Mohegan Sun
8.9
/5
93 Reviews
The Blake Hotel
9.5
/5
139 Reviews
Madison Beach Hotel , Curio a Collection by Hilton
9.2
/5
76 Reviews
Saybrook Point Resort & Marina
9.4
/5
97 Reviews
Other recommended cities
New York
Saipan
City of Los Angeles
Las Vegas
Popular Types of Attractions in Windham County
Cultural institutions
|
Museums
|
Themed exhibition halls
|
Science & technology museums
|
Nature and wildlife
|
Natural scenery
|
Beaches and shores
|
Mountain climbing
|
Leisure activities
|
Farms and pastures
|
Spa/massage
|
Camping and campsites
|
Historical attractions
|
Exhibitions & events
|
Performances
|
Concerts
|
Exhibitions
|
Sightseeing tours
|
Boat tour
|
Night view
|
Sightseeing bus
|
Outdoor activities
|
Mountain climbing
|
Cycling
|
Shooting
|
Parks
|
Water sports
|
Skybound experiences
Popular Attractions in Windham County
Green Mountain Adventure Challenge
|
Magic Mountain
|
Stratton Sun Bowl Base Lodge
|
Guilford Welcome Center
|
Zoar Adventure Center
|
My Minds Design
|
Vermont Shepherd LLC
|
Memorial Park 20 Meter Ski Jump
|
Elaine Beckwith Gallery
|
Stratton Mountain Snowmobile Trail Parking
|
Valley Trail trailhead
|
Hall Covered Bridge
|
Inga’s Island
|
Black Mountain Natural Area
|
Perseverance Skatepark
|
Brattleboro Country Club
|
Mount Snow Resort
|
Southern Vermont Natural History Museum
|
Tater Hill Golf Club
|
Brattleboro Downtown Historic District
|
Mt. Mills West Picnic Area
|
Mount Olga Fire Lookout Tower
|
Coca Cola Tube Park
|
Healing Grace
|
Magic Mountain Ski Area
|
Brattleboro Recreation Department
|
Timber Creek Cross Country Ski
|
Wards Cove
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Popular Restaurants in Windham County
The Works Café
|
Top of the Hill Grill
|
1801 Tavern & Pine Room Bar
|
Popolo
|
The Fire Tower Restaurant & Tavern
|
Wahoo's
|
Duo Restaurant
|
The Marina
|
Dosa Kitchen
|
1846 Tavern & Restaurant
|
West Dover Joe's
|
Shin-La Restaurant & Sushi Bar
|
Ramunto's Brick Oven Pizza
|
The Saxtons River Inn
|
The Red Slate Restaurant
|
The Porch Cafe & Catering
|
Artisan Restaurant
|
Windham Hill Dining
|
Dover Forge Restaurant
|
TC's Family Restaurant
|
Three Stones - Oxppel Tunich
|
Peter Havens Restaurant
|
The Maple Leaf Tavern
|
Jezebel's Eatery
|
The Hermitage Inn
|
The New England House
|
KFC
|
Old Red Mill Inn and Restaurant
|
SoLo Farm & Table
|
Chelsea Royal Diner
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More Things To Do in Windham County
Derry City: The troubles Bogside walking tour
|
Derry/Londonderry - City Walls History Small Group Walking Tours
|
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
|
Afternoon Tea - Everglades Hotel Derry
|
Vermont RT 100 Self Guided Driving Audio Tour
|
Hooves, Heritage & Happy Goats Half Day Group Experience
|
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