Title: Winchester Castles from CA $94 | Expedia.ca

[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d3000447144.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d3000447144.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d3000447144.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d3000447144.Destination-Travel-Guides)

![Winchester, New Hampshire in winter ](https://images.trvl-media.com/place/3000447144/3e6a6279-072b-4adb-98ce-884d4d6659f9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/3000447144/3e6a6279-072b-4adb-98ce-884d4d6659f9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

Next weekend

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Winchester

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/dd472136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/8ff4fc3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/7d84dbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/d77aaa71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Keene Elm City Hotel, an Ascend Collection Hotel

[](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information)

Keene

8.4/10

Very good

(988 reviews)

"Staff were great place was clean and nice. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex

CA $148

CA $160 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/dd202f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/54d53274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/51ea72b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Brattleboro I-91

[](https://www.expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

Brattleboro

8.6/10

Excellent

(781 reviews)

"The room was clean and the staff was wonderful"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julianne

CA $153

CA $168 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/b79a8982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free breakfast](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/f5b14dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/81424597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/1eab968f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Brattleboro

[](https://www.expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

Brattleboro

8.2/10

Very good

(948 reviews)

"Good breakfast, great staff and very good location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Valdeci

CA $144

CA $158 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4580000/4570100/4570044/e940457b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/5000000/4580000/4570100/4570044/232c3c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard view](https://images.trvl-media.com/lodging/5000000/4580000/4570100/4570044/15d3021c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4580000/4570100/4570044/5cfd9172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn At Crumpin Fox

[](https://www.expedia.ca/Bernardston-Hotels-The-Inn-At-Crumpin-Fox.h4570044.Hotel-Information)

Bernardston

9.2/10

Wonderful

(353 reviews)

"Staff very accomodating when we needed to check in very early"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bill

CA $172

CA $192 total

includes taxes & fees

Mar 14 - Mar 15

[](https://www.expedia.ca/Bernardston-Hotels-The-Inn-At-Crumpin-Fox.h4570044.Hotel-Information)

![Land view from property](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1023h453x0y0-571ad601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/ea836d50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1025h684x0y3-22b2c22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/b839bfbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Columns Inn

[](https://www.expedia.ca/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information)

Newfane

9.8/10

Exceptional

(24 reviews)

"Everything was great 👍 I will stay there again and highly recommend to others "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Linda

[](https://www.expedia.ca/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/a625cff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/df603ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/b858846d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/d8604c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Carriage Barn Inn

[](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information)

Keene

9.6/10

Exceptional

(169 reviews)

"Very helpful and welcoming host. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bruce

CA $188

CA $204 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/a0cdde49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/02cc9efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/d7fa40cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, 1 Queen Bed](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/5e1ddcf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Burrell House

[](https://www.expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information)

Keene

9.6/10

Exceptional

(158 reviews)

"The building and room were very nice. The location is great, very walkable to the center of town. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rochelle

[](https://www.expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/81dd974d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/0d3a6bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception hall](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/7fbb1dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 4](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/22815dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Colonel Williams Inn

[](https://www.expedia.ca/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.Hotel-Information)

Brattleboro

9.8/10

Exceptional

(349 reviews)

"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sahand

CA $205

CA $226 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/3696f739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/1fd17ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/e7a2f4c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/6c4ecd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin & Sauna on Lake Monomonac near Mt. Monadnock

[](https://www.expedia.ca/Rindge-Hotels-Beautiful-Adirondack-Cabin-With-Sauna-On-Lake-Monomonac.h106335693.Hotel-Information)

Rindge

9.8/10

Exceptional

(25 reviews)

"This is a great property, and Jim is a wonderful host. He accommodated all our requests for sauna use and provided helpful tips about the area. We hope to return again one day!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leigh C.

CA $229

CA $409 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Rindge-Hotels-Beautiful-Adirondack-Cabin-With-Sauna-On-Lake-Monomonac.h106335693.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-dbaacfef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-baca4e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Keene Hotel

[](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)

Keene

8.4/10

Very good

(1,002 reviews)

"Great stay pool was very nice"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick

CA $162

CA $175 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/41382b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Concierge desk](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/c5f36674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/10a69b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Covered Bridge Inn

[](https://www.expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information)

Brattleboro

7.6/10

Good

(1,006 reviews)

"Easy check in and good parking"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

nicholas

CA $85

CA $94 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/e8fee166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, foosball](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/7864ec9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/2aeb1a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1153600/1153540/7edde5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn At Quail Run

[](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information)

Wilmington

9.0/10

Wonderful

(72 reviews)

"Property was just as described, it was great staying there, outdoors was beautiful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tami

CA $305

CA $336 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Wilmington-Hotels-The-Inn-At-Quail-Run.h1153540.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/01ff54d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/512b2604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/c8db5a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/7e27ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 2nd Floor Apartment

[](https://www.expedia.ca/Greenfield-Hotels-Lovely-2nd-Floor-Apartment.h102386531.Hotel-Information)

Greenfield

10/10

Exceptional

(49 reviews)

"This is a comfortable and spacious apartment in a great location central to everything in Greenfield. David is also an excellent host who communicated clearly throughout our visit. Would definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Geoffrey B.

CA $158

CA $274 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Greenfield-Hotels-Lovely-2nd-Floor-Apartment.h102386531.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/3973f8d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/a238c10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/8319d109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/89435dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Putney Inn

[](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

Putney

8.4/10

Very good

(1,009 reviews)

"perfect room, very clean and friendly staff"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Marc-André

CA $108

CA $119 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/5dd08019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/94d9ae76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/14aa4f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/303ca4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin & Sauna on Lake Monomonac near Mt. Monadnock

[](https://www.expedia.ca/Rindge-Hotels-Grey-Cabin-With-Sauna-On-Lake-Monomonac.h106489950.Hotel-Information)

Rindge

7.6/10

Good

(4 reviews)

"Great location host was on it.anything u needed he was there.no ac was the only thing.but it was unusally hot.i would go again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian

CA $163

CA $325 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Rindge-Hotels-Grey-Cabin-With-Sauna-On-Lake-Monomonac.h106489950.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/25e52beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/c6092f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/6faf555f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/9396f37e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin & Sauna on Lake Monomonac near Mt. Monadnock

[](https://www.expedia.ca/Rindge-Hotels-Finnish-Cabin-With-Sauna-On-Lake-Monomonac.h106476934.Hotel-Information)

Rindge

10/10

Exceptional

(12 reviews)

"Amazing place. We really enjoyed our brief stay. Great host. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gary S.

CA $177

CA $300 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Rindge-Hotels-Finnish-Cabin-With-Sauna-On-Lake-Monomonac.h106476934.Hotel-Information)

![Deluxe Chalet | Terrace/patio](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/5b84c00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch Smart TV with cable channels, TV, fireplace](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/cfeba99c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/1221c604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/25ade840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vikings Villages Resort

[](https://www.expedia.ca/Brattleboro-Hotels-Vikings-Villages.h92078509.Hotel-Information)

Guilford

10/10

Exceptional

(175 reviews)

"Great place and very clean!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emil

CA $292

CA $340 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Brattleboro-Hotels-Vikings-Villages.h92078509.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/93d41afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/5d62062a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/757a6ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/94272c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverhouse by Weekender (Formerly Jack Daniels Inn)

[](https://www.expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information)

Peterborough

9.4/10

Exceptional

(447 reviews)

"Room was clean, spacious and staff was pleasant. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan

[](https://www.expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/83b20ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/eaeba6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/11eeaf46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/ad889baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Colonial Hotel

[](https://www.expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information)

Gardner

8.8/10

Excellent

(1,009 reviews)

"Well-kept hotel with a great restaurant."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adam

CA $195

CA $218 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/05d203e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/2641a6a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/9af3116e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/e3bf7119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Black Mountain Inn

[](https://www.expedia.ca/Brattleboro-Hotels-Black-Mountain-Inn.h8804.Hotel-Information)

Brattleboro

7.4/10

Good

(486 reviews)

"Instant check-in and check-out Very responsive and friendly staff. Clean and well maintained. Everything you need is provided. The room is spacious, and the beds are comfortable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Olga

CA $147

CA $162 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Brattleboro-Hotels-Black-Mountain-Inn.h8804.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-23&endDate=2026-03-24&regionId=3000447144&adults=2&lodging=CASTLE&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

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## Top Winchester Hotel Reviews

![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/acae342c_y.jpg)

### The Putney Inn

2/10 Terrible

"Tout était très sale dans la chambre. Le chauffage n'était pas allumé et cela a pris,2 heures pour réchauffer la chambre. De plus, il y avait des toiles d'araignée partout dans la chambre. Seul point positif, le lit était relativement confortable. "

[](https://expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

![Travelodge by Wyndham Brattleboro VT](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/19b6c01d_y.jpg)

### Travelodge by Wyndham Brattleboro VT

2/10 Terrible

"I will not be back. What’s roach motel must be like for roaches. Loud, gross and just no thanks. Glad it’s iver"

[](https://expedia.ca/Brattleboro-Hotels-Travelodge-By-Wyndham-Brattleboro-VT.h1039680.Hotel-Information)

![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/10a69b41_y.jpg)

### The Covered Bridge Inn

4/10 Poor

"The room was ok but we found out that this motel is also used as a homeless shelter. Saw some ske"

[](https://expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information)

![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/4c998aa8_y.jpg)

### Latchis Hotel

10/10 Excellent

"Great location, great staff really cool old building with lots of character"

[](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

![Vikings Villages Resort](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/1221c604_y.jpg)

### Vikings Villages Resort

10/10 Excellent

"This was a fun and comfortable place to stay. We were impressed by the size of the cabins as well as their construction. Staff was friendly and the check in/out process easy. A great place to bring kids. "

[](https://expedia.ca/Brattleboro-Hotels-Vikings-Villages.h92078509.Hotel-Information)

![Four Columns Inn](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1023h453x0y0-571ad601_y.jpg)

### Four Columns Inn

10/10 Excellent

"I arrived after dark and the hotel and the village were like a magical New England winter scene with sparkling lights everywhere. The proximity of the hotel to a typical New England church and numerous white painted wooden framed structures was a scene from our historical heritage. The hotel was reopened less than a year ago after extensive renovations. The outcome is a GEM. Decorations deserve an A+."

[](https://expedia.ca/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information)

![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg)

### Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"I liked it a lot for the one night stop "

[](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![Holiday Inn Express Hotel & Suites Brattleboro by IHG](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/50bc8764_y.jpg)

### Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent

"Breakfast was great and the pool was nice"

[](https://expedia.ca/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.Hotel-Information)

![Hampton Inn & Suites Greenfield](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/1b1adba5_y.jpg)

### Hampton Inn & Suites Greenfield

8/10 Good

"Room was clean though the shampoo and body soap containers in the shower were empty. Too late to step out & look for both! Staff very welcoming and friendly."

[](https://expedia.ca/Greenfield-Hotels-Hampton-Inn-Suites-Greenfield.h1601018.Hotel-Information)

## Find out more about Winchester

## Winchester Castles information

| Number of reviews | 9,041     |
| ----------------- | --------- |
| Accommodation     | 0 Castles |
| Lowest Price      | CA $94    |
| Highest Price     | CA $409   |

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