A snow-covered town with a river running through it, surrounded by mountains and trees.

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

A two-story house with a red door, green shutters, and a snow-covered front yard.

1. Centennial House

Centennial House
3.5 star property
Northfield
9.8 out of 10, Exceptional, (193 reviews)
"Excellent host making us feel very welcome. Very nice room and really lovely breakfast. Would certainly stay again if we are in the area."
United Kingdom
Alan
The price is CA $236
CA $249 total
includes taxes & fees
Nov 8 - Nov 9
Centennial House
A windmill, a row of cabins, and a grassy field at night.

2. Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.2 out of 10, Wonderful, (82 reviews)
"Clean rooms, comfortable beds, smooth remote check-in with door code, showerhead was great and the barn door into the bathroom was a unique use of space. We enjoyed our stay."
United States
Donna
The price is CA $139
CA $155 total
includes taxes & fees
Nov 12 - Nov 13
Windmill Motel Restaurant
The exterior of Latchis Hotel with a classic architectural style, large windows, and a prominent entrance.

3. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (1,000 reviews)
"Hotel was great with extremely helpful, engaging and friendly staff."
United States
Erik
The price is CA $151
CA $166 total
includes taxes & fees
Nov 9 - Nov 10
Latchis Hotel
A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

4. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
"Excellent stay"
United States
Lisa
The price is CA $187
CA $203 total
includes taxes & fees
Nov 9 - Nov 10
Keene Elm City Hotel, an Ascend Collection Hotel
A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.

5. The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.4 out of 10, Exceptional, (423 reviews)
"Easy check in and nice spot for traveling around the area."
United States
Al
The price is CA $167
CA $187 total
includes taxes & fees
Nov 22 - Nov 23
The Inn At Crumpin Fox
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

6. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (899 reviews)
"Very nice staff and enjoyed my stay."
United States
Charlene
The price is CA $159
CA $175 total
includes taxes & fees
Nov 22 - Nov 23
Comfort Inn & Suites Brattleboro I-91
A stone fire pit with flames in front of a house with a covered porch and blue lighting.

7. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,002 reviews)
"Stayed one night. Staff was very friendly. Clean rooms, easy parking, nice breakfast."
United States
Timothy
The price is CA $194
CA $214 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A hotel room with two beds, a TV, a desk, and a window with curtains.

8. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,000 reviews)
"convenient and safe place to stay while on a drivng vacation through New England"
United States
CHERYL
The price is CA $135
CA $147 total
includes taxes & fees
Nov 8 - Nov 9
Days Inn by Wyndham Keene NH
A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

9. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (431 reviews)
"Comfortable, clean, friendly staff, great breakfast"
United States
Dayle
The price is CA $214
CA $232 total
includes taxes & fees
Dec 5 - Dec 6
Hampton Inn & Suites Keene
A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

10. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,001 reviews)
"Great place to go"
United States
Ruddy
The price is CA $198
CA $215 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Plus Keene Hotel
A modern dining area with a large table and chairs, a kitchen in the background, and a stone accent wall.

11. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,000 reviews)
"Room was very clean and check in was excellent"
United States
Faith
The price is CA $160
CA $176 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Brattleboro
A hotel with a clock tower, a parking lot, and a well-maintained garden.

12. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (531 reviews)
"The front desk were very helpful"
United States
Ron
The price is CA $143
CA $158 total
includes taxes & fees
Nov 8 - Nov 9
Black Mountain Inn
A dock extending into a lake with a grassy area in the foreground and trees in the background.

13. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (707 reviews)
"Loved view of the river"
United States
Steve
The price is CA $197
CA $213 total
includes taxes & fees
Dec 6 - Dec 7
Riverside Hotel, an Ascend Collection Hotel
A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

14. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (698 reviews)
"I asked him on the front desk if I get a coffee machine but hi said no wen i order online they said breakfast is available but is not the guy in front desk was rude"
United States
Luis
The price is CA $139
CA $153 total
includes taxes & fees
Dec 6 - Dec 7
Econo Lodge Brattleboro South
A yurt interior with a bed, wooden lattice walls, and a door leading to an outdoor balcony.

15. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (21 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is CA $143
CA $226 total
includes taxes & fees
Nov 11 - Nov 12
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A reception area with a counter, a computer, and various informational posters on the wall.

16. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (843 reviews)
"If you are looking for a clean place to rest your head for the night this place is it!"
United States
Cara
The price is CA $87
CA $95 total
includes taxes & fees
Nov 8 - Nov 9
Travelodge by Wyndham Brattleboro VT
A cozy living room with a fireplace, a coffee station, and a view of the outside.

17. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.4 out of 10, (114 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
The price is CA $119
CA $131 total
includes taxes & fees
Nov 8 - Nov 9
Colonial Motel
A hotel room with two beds, a nightstand, a lamp, a painting of a cabin, and a door.

18. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.2 out of 10, Good, (1,001 reviews)
"Good location. About what one might expect in a budget motel."
United States
Rick
The price is CA $117
CA $129 total
includes taxes & fees
Dec 5 - Dec 6
The Covered Bridge Inn
A hotel room with two beds, a desk, and a TV.

19. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,001 reviews)
"Great location and wonderful staff! I love staying here every year!"
United States
Kristen
The price is CA $109
CA $120 total
includes taxes & fees
Dec 6 - Dec 7
The Putney Inn
A historic brick building with a porch and a sign reading "Burrell House."

20. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (189 reviews)
"The Burrell House is a lovely historic home convenient to downtown Keene. The room was very clean and the bed super comfortable. There is no staff but it worked fine for my stay."
United States
Carol
The price is CA $175
CA $195 total
includes taxes & fees
Nov 16 - Nov 17
The Burrell House
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.
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Top Winchester Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Great welcome, nice and convenient location. Clean, quiet, updated room with a comfortable bed."
Kamilla 1-night trip
Posted 5 hours ago
Comfort Inn & Suites Brattleboro I-91

Find out more about Winchester

Winchester Lodges information

Number of reviews
3,985
Accommodation
0 Lodges
Lowest Price
CA $95
Highest Price
CA $249

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