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

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Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

A lakeside park with picnic tables and a concrete walkway.

1. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
$75 nightly
The price is $81
Sep 7 - Sep 8
Total with taxes and fees
2 private mountain RV pads for rent. Full hook ups
A two-story house with a red door, green shutters, and a snow-covered front yard.

2. Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (177 reviews)
"David was incredibly hospitable. I thoroughly enjoyed my stay. "
United States
Amy
$191 nightly
The price is $202
Sep 14 - Sep 15
Total with taxes and fees
Centennial House
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

3. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (854 reviews)
"Very Clean!! Will most definitely stay here again when in Brattleboro, VT."
United States
Amber
$118 nightly
The price is $130
Sep 13 - Sep 14
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
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, (1,004 reviews)
"Room was clean and staff was excellent. Breakfast was good and plentiful."
United States
David
$148 nightly
The price is $161
Sep 9 - Sep 10
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel
A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

5. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,000 reviews)
"Convenient location and clean room, with helpful staff."
United States
Julia
$149 nightly
The price is $162
Sep 7 - Sep 8
Total with taxes and fees
Best Western Plus Keene Hotel
A bedroom with a geometric-patterned headboard, a bed with a textured white duvet, two pillows, a bedside table with a clock, and a potted plant.

6. Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.2 out of 10, Wonderful, (52 reviews)
"Great place and convenience store was a nice touch"
United States
Dan
$120 nightly
The price is $134
Sep 8 - Sep 9
Total with taxes and fees
Windmill Motel Restaurant
A hotel room with two beds, a TV, a desk, and a window with curtains.

7. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,007 reviews)
"Unfortunately, we didn't enjoy our stay."
United States
Alex
$96 nightly
The price is $104
Sep 9 - Sep 10
Total with taxes and fees
Days Inn by Wyndham Keene NH
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

8. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (1,001 reviews)
"Great breakfasts!"
United States
Timothy
$121 nightly
The price is $134
Sep 13 - Sep 14
Total with taxes and fees
Hampton Inn Brattleboro
The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

9. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (976 reviews)
"Excellent location"
United States
Stark
$118 nightly
The price is $129
Sep 9 - Sep 10
Total with taxes and fees
Latchis Hotel
A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

10. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (408 reviews)
"Easy in and out Clean comfortable beds and shower Nice breakfast"
United States
sheri
$159 nightly
The price is $173
Sep 13 - Sep 14
Total with taxes and fees
Hampton Inn & Suites Keene
A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.

11. 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, (1,004 reviews)
"One of our favorite hotels in Brattleboro. Clean, safe and the staff are super friendly."
United States
Marnie
$169 nightly
The price is $186
Sep 13 - Sep 14
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG
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, (508 reviews)
"I had a wonderful stay. The pool was great and I had it to myself! My room was clean. I would definitely recommend!"
United States
Robert
$117 nightly
The price is $129
Sep 7 - Sep 8
Total with taxes and fees
Black Mountain Inn
A cozy living room with a fireplace, a coffee station, and a view of the outside.

13. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.8 out of 10, (52 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
$84 nightly
The price is $93
Sep 7 - Sep 8
Total with taxes and fees
Colonial Motel
A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.

14. The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (393 reviews)
"Easy to get to and quiet surrounding and helpful people on staff."
United States
Alan
$180 nightly
The price is $202
Sep 7 - Sep 8
Total with taxes and fees
The Inn At Crumpin Fox
A historic brick building with a porch and a sign reading "Burrell House."

15. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (181 reviews)
"Wonderful stay"
United States
Justin
$130 nightly
The price is $141
Sep 7 - Sep 8
Total with taxes and fees
The Burrell House
A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.

16. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,000 reviews)
"The staff is so helpful and kind. There are sketchy people out there but overall the stay we are safe and we were able to sleep and rest."
United States
VINCENT JOEL
$122 nightly
The price is $135
Sep 7 - Sep 8
Total with taxes and fees
The Covered Bridge Inn
A dock extending into a lake with a grassy area in the foreground and trees in the background.

17. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (686 reviews)
"Spacious rooms, big balconies overlooking the river, and the whole hotel was VERY clean."
United States
Jason
$161 nightly
The price is $174
Sep 29 - Sep 30
Total with taxes and fees
Riverside Hotel, an Ascend Collection Hotel
A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

18. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (233 reviews)
"Great place to stay."
United States
Cecil
$200 nightly
The price is $219
Oct 5 - Oct 6
Total with taxes and fees
Vikings Villages Resort
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

19. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,001 reviews)
"Clean room, staff, breakfast, and parking were great!"
United States
JANE
$121 nightly
The price is $133
Sep 7 - Sep 8
Total with taxes and fees
The Putney Inn
A rustic cabin with a covered porch, a small shed, and outdoor seating.

20. 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, (18 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
$148 nightly
The price is $160
Sep 22 - Sep 23
Total with taxes and fees
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
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

Gardner Inn

Gardner Inn

8/10 Good
"It was clean and a nice hotel"
Sarah 1-night trip
Posted 10 hours ago
Gardner Inn

Find out more about Winchester

Winchester Inns information

Number of reviews
5,164
Accommodation
0 Inns
Lowest Price
$81
Highest Price
$219

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