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Recommended hotels in Winchester

1. Centennial House
Centennial HouseNorthfield
9.8 out of 10, Exceptional, (193 reviews)
The price is CA $236
CA $249 total
includes taxes & fees
Nov 16 - Nov 17

2. Windmill Motel Restaurant
Windmill Motel RestaurantBernardston
9.2 out of 10, Wonderful, (82 reviews)
The price is CA $139
CA $155 total
includes taxes & fees
Nov 12 - Nov 13

3. Latchis Hotel
Latchis HotelBrattleboro
8.6 out of 10, Excellent, (1,000 reviews)
The price is CA $151
CA $166 total
includes taxes & fees
Nov 9 - Nov 10

4. The Inn At Crumpin Fox
The Inn At Crumpin FoxBernardston
9.4 out of 10, Exceptional, (423 reviews)
The price is CA $168
CA $188 total
includes taxes & fees
Nov 22 - Nov 23

5. Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHGBrattleboro
9.0 out of 10, Wonderful, (1,002 reviews)
The price is CA $194
CA $214 total
includes taxes & fees
Dec 6 - Dec 7

6. Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91Brattleboro
8.6 out of 10, Excellent, (899 reviews)
The price is CA $159
CA $175 total
includes taxes & fees
Nov 22 - Nov 23

7. Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection HotelKeene
8.6 out of 10, Excellent, (1,000 reviews)
The price is CA $187
CA $203 total
includes taxes & fees
Nov 9 - Nov 10

8. Best Western Plus Keene Hotel
Best Western Plus Keene HotelKeene
8.4 out of 10, Very good, (1,001 reviews)
The price is CA $198
CA $215 total
includes taxes & fees
Nov 9 - Nov 10

9. Hampton Inn & Suites Keene
Hampton Inn & Suites KeeneKeene
8.8 out of 10, Excellent, (431 reviews)
The price is CA $214
CA $232 total
includes taxes & fees
Dec 5 - Dec 6

10. Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NHKeene
7.0 out of 10, Good, (1,000 reviews)
The price is CA $135
CA $147 total
includes taxes & fees
Nov 9 - Nov 10

11. Hampton Inn Brattleboro
Hampton Inn BrattleboroBrattleboro
8.2 out of 10, Very good, (1,000 reviews)
The price is CA $160
CA $176 total
includes taxes & fees
Nov 15 - Nov 16

12. Riverside Hotel, an Ascend Collection Hotel
Riverside Hotel, an Ascend Collection HotelWest Chesterfield
9.6 out of 10, Exceptional, (707 reviews)
The price is CA $197
CA $213 total
includes taxes & fees
Dec 6 - Dec 7

13. The Covered Bridge Inn
The Covered Bridge InnBrattleboro
7.2 out of 10, Good, (1,001 reviews)
The price is CA $117
CA $129 total
includes taxes & fees
Dec 5 - Dec 6

14. Econo Lodge Brattleboro South
Econo Lodge Brattleboro SouthBrattleboro
5.2 out of 10, (698 reviews)
The price is CA $139
CA $153 total
includes taxes & fees
Dec 6 - Dec 7

15. The Carriage Barn Inn
The Carriage Barn InnKeene
9.6 out of 10, Exceptional, (177 reviews)
The price is CA $169
CA $184 total
includes taxes & fees
Dec 6 - Dec 7

16. Black Mountain Inn
Black Mountain InnBrattleboro
7.6 out of 10, Good, (531 reviews)
The price is CA $144
CA $158 total
includes taxes & fees
Nov 8 - Nov 9

17. The Burrell House
The Burrell HouseKeene
9.6 out of 10, Exceptional, (189 reviews)
The price is CA $176
CA $196 total
includes taxes & fees
Nov 16 - Nov 17

18. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking optionsHinsdale
10.0 out of 10, Exceptional, (21 reviews)
The price is CA $143
CA $226 total
includes taxes & fees
Nov 11 - Nov 12

19. Vikings Villages Resort
Vikings Villages ResortGuilford
10.0 out of 10, Exceptional, (258 reviews)
The price is CA $262
CA $305 total
includes taxes & fees
Nov 16 - Nov 17

20. Colonial Motel
Colonial MotelBrattleboro
6.4 out of 10, (114 reviews)
The price is CA $119
CA $131 total
includes taxes & fees
Nov 9 - Nov 10
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.
Learn more about Winchester
Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic downtown district with its charming 19th-century architecture and local shops selling New Hampshire maple products.












































































