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Winchester
Winchester independent travel guide (2025): top things to do near you, popular tourism attractions, itinerary planning, accommodation, food, transportation, weather, and more - everything you need to know (updated July, 2025) | Trip.com
About Winchester
Winchester Local Experiences Map
View Local Experiences on Map
Attractions
Stays
Tours/Tickets
Restaurants
Things to do in Winchester
What to Do
Looking for things to do in Winchester? We provide up-to-date info on everything from must-see scenic spots to local hangouts.
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Guilford Welcome Center
3.3
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Northfield Drive-In Theatre
2.6
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Monadnock Speedway
2.5
This user hasn't left any comments yet
Museum of Fine Arts, Boston
8.3
4.8
/5
276 Reviews
"Museums"
"Themed exhibition halls"
Pisgah State Park
2.4
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Ashuelot Covered Bridge
2.3
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"Historic buildings"
Madame Sherri Forest
2.8
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"Natural scenery"
The Outlaw Brewing Company
2.3
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Devendra Banhart Concert
2.9
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"Concerts"
Ashuelot River Campground
2.4
This user hasn't left any comments yet
Where to Stay
Discover the most popular places to stay in Winchester, complete with recommendations from fellow travelers and special hotel offers
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Hampton Inn Brattleboro
3.8
/5
103 Reviews
Holiday Inn Express & Suites Brattleboro
4.3
/5
104 Reviews
Comfort Inn & Suites Brattleboro I-91
4.1
/5
101 Reviews
Courtyard Keene Downtown
4.3
/5
89 Reviews
Fairfield Inn & Suites Keene Downtown
4.3
/5
99 Reviews
Inn on Putney Road
4.9
/5
55 Reviews
Days Inn by Wyndham Keene NH
3.3
/5
99 Reviews
Vikings Villages
5.0
/5
50 Reviews
Hampton Inn & Suites by Hilton Keene
4.4
/5
99 Reviews
Econo Lodge
2.7
/5
61 Reviews
The Inn at Crumpin-Fox
4.4
/5
100 Reviews
Riverside Hotel, Ascend Hotel Collection
4.7
/5
98 Reviews
What to Eat
Want to eat like a local? Don't miss out on these top Winchester dishes and foodie spots.
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The Rustic Table
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Pamela's Pantry
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"Western-style"
Mt Pisgah Diner
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Clara's Cucina Italiana
This user hasn't left any comments yet
"Western-style"
Johnny's Tavern
This user hasn't left any comments yet
Avg. BHD7/person
"Western-style"
Duo Restaurant
This user hasn't left any comments yet
Avg. BHD16/person
"Western-style"
1801 Tavern & Pine Room Bar
This user hasn't left any comments yet
Avg. BHD9/person
"Western-style"
Nick's Restaurant
This user hasn't left any comments yet
Avg. BHD9/person
"Western-style"
Zeke's Bar and Grill
This user hasn't left any comments yet
Avg. BHD5/person
"Western-style"
Shin-La Restaurant & Sushi Bar
This user hasn't left any comments yet
Avg. BHD5/person
"Asian Cuisine"
Mocha Joe's Cafe
This user hasn't left any comments yet
Avg. BHD3/person
"Coffee Shops"
The Works Café
This user hasn't left any comments yet
Avg. BHD3/person
"Western-style"
Other Recommended Cities
New York
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City of Los Angeles
Las Vegas
Popular Types of Attractions in Winchester
Cultural institutions
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Museums
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Themed exhibition halls
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Science & technology museums
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Nature and wildlife
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Natural scenery
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Beaches and shores
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Mountain climbing
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Leisure activities
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Farms and pastures
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Spa/massage
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Camping and campsites
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Exhibitions & events
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Performances
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Concerts
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Exhibitions
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Historical attractions
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Sightseeing tours
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Boat tour
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Night view
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Sightseeing bus
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Outdoor activities
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Cycling
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Mountain climbing
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Shooting
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Parks
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Water sports
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Skybound experiences
Popular Attractions in Winchester
Monadnock Speedway
|
The Outlaw Brewing Company
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Popular Restaurants in Winchester
Pamela's Pantry
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Mt Pisgah Diner
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Win Win Express
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Blue Bird Restaurant
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New England Sweetwater Farm & Distillery
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More Things To Do in Winchester
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