Hotels in Winchester
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Tonight
Sep 6 - Sep 7Tomorrow
Sep 7 - Sep 8Next weekend
Sep 11 - Sep 13In two weeks
Sep 18 - Sep 20Where to stay in Winchester?
Inn on Boltwood
Inn on BoltwoodAmherst
$195
$217 total
includes taxes & fees
Sep 9 - Sep 10
Comfort Inn & Suites Hadley - Amherst
Comfort Inn & Suites Hadley - AmherstHadley
$145
$162 total
includes taxes & fees
Sep 21 - Sep 22
Windmill Motel Restaurant
Windmill Motel RestaurantBernardston
$135
$151 total
includes taxes & fees
Sep 7 - Sep 8
The Colonial Hotel
The Colonial HotelGardner
$170
$190 total
includes taxes & fees
Sep 7 - Sep 8
Vikings Villages Resort
Vikings Villages ResortGuilford
$189
$221 total
includes taxes & fees
Sep 7 - Sep 8
Red Roof Inn PLUS+ South Deerfield – Amherst
Red Roof Inn PLUS+ South Deerfield – AmherstSouth Deerfield
$99
$110 total
includes taxes & fees
Sep 9 - Sep 10
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection HotelKeene
$198
$215 total
includes taxes & fees
Oct 6 - Oct 7
Colonial Motel
Colonial MotelBrattleboro
$84
$93 total
includes taxes & fees
Sep 7 - Sep 8
Centennial House
Centennial HouseNorthfield
$199
$211 total
includes taxes & fees
Sep 7 - Sep 8
Latchis Hotel
Latchis HotelBrattleboro
$107
$117 total
includes taxes & fees
Sep 9 - Sep 10
Hampton Inn Brattleboro
Hampton Inn BrattleboroBrattleboro
$122
$134 total
includes taxes & fees
Sep 13 - Sep 14
River Valley Inn
River Valley InnWest Hatfield
$93
$103 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Plus Keene Hotel
Best Western Plus Keene HotelKeene
$149
$162 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Hadley Amherst
Courtyard by Marriott Hadley AmherstHadley
$161
$180 total
includes taxes & fees
Sep 13 - Sep 14
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91Brattleboro
$118
$130 total
includes taxes & fees
Sep 13 - Sep 14
Homewood Suites by Hilton Hadley Amherst
Homewood Suites by Hilton Hadley AmherstHadley
$171
$191 total
includes taxes & fees
Sep 13 - Sep 14
Black Walnut Inn
Black Walnut InnNorth Amherst
$165
$185 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHGBrattleboro
$169
$186 total
includes taxes & fees
Sep 13 - Sep 14
Go beyond your typical stay in Winchester
Pet friendly
Family friendly
Cottage
Top landmarks in Winchester
Winchester Speedpark
Wanna race? You could pay a visit to Winchester Speedpark located 2.6 mi (4.2 km) from central Winchester.
Barden State Wildlife Management Area
Barden State Wildlife Management Area is 1.5 mi (2.4 km) from central Richmond, why not stop by during your stay. Want to stretch your legs some more? Head to Richmond Wildlife Manangement Area, just a short walk away.
New England Sweetwater Farm & Distillery
New England Sweetwater Farm & Distillery is in the heart of Winchester, so why not stop by during your stay.
Cass Pond
Cass Pond is 0.7 mi (1.2 km) from central Richmond, why not stop by during your stay.
Richmond Wildlife Manangement Area
Richmond Wildlife Manangement Area is 1.6 mi (2.6 km) from central Richmond, why not stop by during your stay. Want to stretch your legs some more? Head to Barden State Wildlife Management Area, just a short walk away.
Loring Field
Loring Field is 1 mi (1.6 km) from central Winchester, why not stop by during your stay. Want to stretch your legs some more? Head to Kiwanis Park, located nearby.
Bennett Gorge
Bennett Gorge is 2.7 mi (4.4 km) from central Richmond, why not stop by during your stay.
Conant Public Library
Conant Public Library is worth a visit when in central Winchester.
Learn more about Winchester
Winchester is well-known for its attractions such as Winchester Speedpark and Birch Point. The city has something for everyone including sights like Pisgah State Park and Cass Pond within a scenic setting.
See all hotels in Winchester
Check out reviews of Winchester hotels guests love
Comfort Inn & Suites Brattleboro I-91
10/10 Excellent
"Clean & nice staff. Enjoyed our stay"
Gardner Inn
8/10 Good
"It was clean and a nice hotel"
Latchis Hotel
10/10 Excellent
"Considering the age of the property, this is a great stay! The staff was super helpful upon arrival, helping with check-in, parking and directions. The proximity to shops and restaurants is amazing. The room was clean and comfortable. I love that there were extra fans in the room to account for the lack of AC. Definitely still stay again!"
Keene Elm City Hotel, an Ascend Collection Hotel
10/10 Excellent
"All around great stay. Thank you."
Hampton Inn & Suites Greenfield
8/10 Good
"Bhvgfyy to gvcgvbkn"
The Colonial Hotel
10/10 Excellent
"My favorite place in Gardener."
The Putney Inn
10/10 Excellent
"It’s a motel. It’s clean and the staff is friendly. It’s definitely not fancy, but it gets the job done."
Travelodge by Wyndham Brattleboro VT
10/10 Excellent
"As a single tired woman traveling, I was a little leery of Brattleboro, the gent who checked me in was very pleasant, the room was fine for a one nighter! My only “bummer” was that the coffee wasn’t working. But there was enough food all around the area to accommodate that !"