Hotels in Winchester
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Centennial House
Centennial HouseNorthfield
9.6 out of 10, Exceptional, (173 reviews)
The price is $179
$190 total
includes taxes & fees
Feb 16 - Feb 17

The Inn At Crumpin Fox
The Inn At Crumpin FoxBernardston
9.2 out of 10, Wonderful, (352 reviews)
The price is $130
$146 total
includes taxes & fees
Feb 23 - Feb 24

Econo Lodge Brattleboro South
Econo Lodge Brattleboro SouthBrattleboro
5.4 out of 10, (618 reviews)
The price is $64
$70 total
includes taxes & fees
Mar 2 - Mar 3

Latchis Hotel
Latchis HotelBrattleboro
8.4 out of 10, Very Good, (847 reviews)
The price is $123
$135 total
includes taxes & fees
Mar 2 - Mar 3

The One Cat B&B
The One Cat B&BBrattleboro
9.6 out of 10, Exceptional, (78 reviews)
The price is $150
$165 total
includes taxes & fees
Feb 12 - Feb 13

Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NHKeene
7.0 out of 10, Good, (1,002 reviews)
The price is $99
$108 total
includes taxes & fees
Feb 22 - Feb 23

Colonial Motel And Spa
Colonial Motel And SpaBrattleboro
6.8 out of 10, (1,003 reviews)
The price is $100
$110 total
includes taxes & fees
Feb 11 - Feb 12

Vikings Villages Resort
Vikings Villages ResortGuilford
10.0 out of 10, Exceptional, (162 reviews)
The price is $149
$173 total
includes taxes & fees
Feb 11 - Feb 12

Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection HotelKeene
8.4 out of 10, Very Good, (982 reviews)
The price is $119
$129 total
includes taxes & fees
Feb 15 - Feb 16

Best Western Plus Keene Hotel
Best Western Plus Keene HotelKeene
8.4 out of 10, Very Good, (1,003 reviews)
The price is $139
$151 total
includes taxes & fees
Feb 11 - Feb 12

The Covered Bridge Inn
The Covered Bridge InnBrattleboro
7.6 out of 10, Good, (1,001 reviews)
The price is $81
$89 total
includes taxes & fees
Feb 26 - Feb 27

Hampton Inn Brattleboro
Hampton Inn BrattleboroBrattleboro
8.2 out of 10, Very Good, (941 reviews)
The price is $114
$125 total
includes taxes & fees
Mar 1 - Mar 2

Inn on Putney Road
Inn on Putney RoadBrattleboro
9.8 out of 10, Exceptional, (57 reviews)
The price is $235
$258 total
includes taxes & fees
Feb 11 - Feb 12

Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91Brattleboro
8.6 out of 10, Excellent, (760 reviews)
The price is $123
$135 total
includes taxes & fees
Mar 5 - Mar 6

Travelodge by Wyndham Brattleboro VT
Travelodge by Wyndham Brattleboro VTBrattleboro
6.0 out of 10, (750 reviews)
The price is $71
$78 total
includes taxes & fees
Feb 12 - Feb 13

Riverside Hotel, an Ascend Collection Hotel
Riverside Hotel, an Ascend Collection HotelWest Chesterfield
9.6 out of 10, Exceptional, (637 reviews)
The price is $152
$165 total
includes taxes & fees
Mar 11 - Mar 12

Hampton Inn & Suites Keene
Hampton Inn & Suites KeeneKeene
8.8 out of 10, Excellent, (364 reviews)
The price is $169
$184 total
includes taxes & fees
Feb 22 - Feb 23

Black Mountain Inn
Black Mountain InnBrattleboro
7.4 out of 10, Good, (482 reviews)
The price is $114
$125 total
includes taxes & fees
Feb 11 - Feb 12

The Carriage Barn Inn
The Carriage Barn InnKeene
9.6 out of 10, Exceptional, (167 reviews)
The price is $153
$166 total
includes taxes & fees
Feb 23 - Feb 24

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHGBrattleboro
8.8 out of 10, Excellent, (1,002 reviews)
The price is $152
$167 total
includes taxes & fees
Feb 22 - Feb 23
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Go beyond your typical stay in Winchester
Pet friendly
Top landmarks in Winchester
Learn more about Winchester
Winchester is well-known for its attractions such as New England Sweetwater Farm & Distillery and Bennett Gorge. The city has something for everyone including sights like Pisgah State Park and Barden State Wildlife Management Area within a scenic setting.

Check out reviews of Winchester hotels guests love

Vikings Villages Resort
10/10 Excellent




































































