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

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

Outdoor dining

2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
The price is CA $77
CA $114 total
includes taxes & fees
Jul 24 - Jul 25
2 private mountain RV pads for rent. Full hook ups
Deluxe Room, 1 Queen Bed, Valley View

Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.0 out of 10, Wonderful, (30 reviews)
"Clean room, good prices, friendly staff"
United States
Amy
The price is CA $171
CA $191 total
includes taxes & fees
Aug 13 - Aug 14
Windmill Motel Restaurant
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,001 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is CA $134
CA $145 total
includes taxes & fees
Aug 9 - Aug 10
Days Inn by Wyndham Keene NH
Lobby

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, (1,003 reviews)
"Staff was very professional and friendly"
United States
Ramica
The price is CA $190
CA $206 total
includes taxes & fees
Jul 19 - Jul 20
Keene Elm City Hotel, an Ascend Collection Hotel
Exterior

Shelburne Springs

Shelburne Springs
2.0 star property
Shelburne
The price is CA $567
CA $634 total
includes taxes & fees
Jul 19 - Jul 20
Shelburne Springs
Superior Single Room, 1 Queen Bed

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed all aspects of our stay. The Inn was incredibly charming and comfortable. We will definitely be back."
United States
Dan
The price is CA $331
CA $429 total
includes taxes & fees
Jul 19 - Jul 20
Deerfield Inn
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (142 reviews)
"Appealing common spaces, lovely selections at the coffee/tea station, library and games. Everything for a cozy respite in a great location. Walk to the local village and attractions, central to exploring the Mohawk Trail."
United States
Annette
The price is CA $151
CA $238 total
includes taxes & fees
Jul 28 - Jul 29
Blooming Inn
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (357 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
The price is CA $212
CA $234 total
includes taxes & fees
Aug 13 - Aug 14
Colonel Williams Inn
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
"Wonderful stay"
United States
Justin
The price is CA $179
CA $200 total
includes taxes & fees
Jul 19 - Jul 20
The Burrell House
Front of property

Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.6 out of 10, Good, (38 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
The price is CA $139
CA $155 total
includes taxes & fees
Jul 19 - Jul 20
Gardner Inn
Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is CA $217
CA $235 total
includes taxes & fees
Jul 28 - Jul 29
The Carriage Barn Inn
Exterior detail

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Peterborough
9.8 out of 10, Exceptional, (39 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
The price is CA $120
CA $237 total
includes taxes & fees
Jul 19 - Jul 20
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Exterior

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (376 reviews)
"Fantastic breakfast!"
United States
allisha
The price is CA $228
CA $255 total
includes taxes & fees
Aug 12 - Aug 13
The Inn At Crumpin Fox
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,001 reviews)
"Really great spot for the price, very happy with our short stay."
United States
Kyle
The price is CA $177
CA $194 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn Brattleboro
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (931 reviews)
"This hotel was the perfect landing place from a lot of traveling. It was clean, had unique historic ambience, and walkable to the whole town. Highly recommend!"
United States
Laurel
The price is CA $159
CA $174 total
includes taxes & fees
Jul 20 - Jul 21
Latchis Hotel
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,004 reviews)
"Staff was very friendly, accommodating, and attentive to our needs. Room was clean and comfortable!"
United States
Helen
The price is CA $195
CA $212 total
includes taxes & fees
Jul 19 - Jul 20
Best Western Plus Keene Hotel
Front of property

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (208 reviews)
"Beautiful place, extraordinary, Christina was so kind and accommodating."
United States
Wagner
The price is CA $263
CA $307 total
includes taxes & fees
Aug 2 - Aug 3
Vikings Villages Resort
Lobby

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (833 reviews)
"Staff wasfriendly and my room is very clean"
United States
Michael
The price is CA $181
CA $199 total
includes taxes & fees
Aug 10 - Aug 11
Comfort Inn & Suites Brattleboro I-91
Terrace/patio

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, (15 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is CA $166
CA $263 total
includes taxes & fees
Jul 22 - Jul 23
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Interior

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (59 reviews)
"Beautiful, thoughtful space on a gorgeous piece of property. "
United States
Jodi W.
The price is CA $163
CA $286 total
includes taxes & fees
Jul 29 - Jul 30
Lovely 2nd Floor Apartment
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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Nice room, spacious, quiet and clean. There is a nice breakfast with hot and cold selections."
Cindy 1-night trip
Posted 1 hour ago
Keene Elm City Hotel, an Ascend Collection Hotel

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Winchester Condo Rentals information

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