Title: 3 Stars Hotels in Winchester, New Hampshire from CA $209 - Find Cheap Winchester Hotels With 3 Stars | Expedia.ca

  

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# 3 Stars Hotels in Winchester, New Hampshire from CA $209

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## Check availability on Winchester 3 Star Hotels

Tonight

[Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2025-10-23&endDate=2025-10-24&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2025-10-24&endDate=2025-10-25&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Winchester 3 Star Hotels

![Interior](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/d25d3b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/0df0c339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e4ae1b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Colonial Hotel

Gardner

8.8/10

Excellent

(1001)

"Great hotel, fantastic restaurant, wonderful place!"

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

Kate

CA $199

CA $223 total

includes taxes & fees

Oct 26 - Oct 27

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

![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)

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

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2557x3y3-db499e38.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)

### Best Western Plus Keene Hotel

Keene

8.4/10

Very good

(1000)

"Great staff, clean room, nice breakfast"

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

DORTHY

CA $208

CA $226 total

includes taxes & fees

Nov 2 - Nov 3

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 indoor pools](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/c66d09dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/f7fdc9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/bffb585f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Colonial Motel And Spa

Brattleboro

6.8/10

(1001)

"Nice place to stay for the night."

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

Robin

CA $196

CA $215 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/7bc7321f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/b043b966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/30a7f959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![American cuisine](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/9cdfa045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Keene Downtown

Keene

8.8/10

Excellent

(1001)

"Lovely hotel"

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

ronald

CA $231

CA $250 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/df98e0be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Room](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/be42824d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/730277ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/b75ae8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Columns Inn

Newfane

9.6/10

Exceptional

(8)

"Lovely staff, amazing ambiance!"

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

Julie

CA $223

CA $244 total

includes taxes & fees

Nov 19 - Nov 20

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

![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)

![Carriage House C](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/8a063a5b.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)

![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)

### Colonel Williams Inn

Brattleboro

9.8/10

Exceptional

(334)

"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."

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

scott

CA $216

CA $238 total

includes taxes & fees

Nov 3 - Nov 4

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

![Front of property](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/b02dfcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/eba22fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/0bc486c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/4efc6996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blooming Inn

Shelburne Falls

9.2/10

Wonderful

(114)

"Lovely Inn and very responsive and approachable staff. "

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

Jesse

CA $126

CA $209 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598596/38ec3c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![LED TV, fireplace, Netflix, Hulu](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598596/54ed3ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![LED TV, fireplace, Netflix, Hulu](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598596/a963d997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![LED TV, fireplace, Netflix, Hulu](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598596/fdd13f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Engel House

Jacksonville

9.2/10

Wonderful

(15)

"The perfect Vermont Bed and Breakfast. "

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

Lee

CA $243

CA $265 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Jacksonville-Hotels-The-Engel-House.h67598596.Hotel-Information)

![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)

![Garden](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/ca21030b.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)

![Front of property](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/6c1e93ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Carriage Barn Inn

Keene

9.6/10

Exceptional

(162)

"Great BB. Very charming and cozy! Will definitely stay again! "

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

Maria

CA $253

CA $274 total

includes taxes & fees

Nov 20 - Nov 21

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

![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117293700/117293650/771bf86d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, Courtyard View](https://images.trvl-media.com/lodging/118000000/117300000/117293700/117293650/c0c06736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117293700/117293650/a95a8daf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117300000/117293700/117293650/8c5e9bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Green River Bridge Inn

Guilford

9.0/10

Wonderful

(11)

"Beautiful Inn and property"

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

JaDean

CA $374

CA $408 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Brattleboro-Hotels-Green-River-Bridge-Inn.h117293650.Hotel-Information)

![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/900000/894000/893968/3e2c5f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/894000/893968/77e73fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deerfield Suite](https://images.trvl-media.com/lodging/1000000/900000/894000/893968/855d2e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/900000/894000/893968/231b3a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Centennial House

Northfield

9.6/10

Exceptional

(171)

"The property was wonderful and the hosts exceptional❤️"

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

Susan

CA $277

CA $293 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Northfield-Hotels-Centennial-House.h893968.Hotel-Information)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/116000000/115210000/115205000/115204905/811c172f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/116000000/115210000/115205000/115204905/c67c1b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/116000000/115210000/115205000/115204905/6d819f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/116000000/115210000/115205000/115204905/89ac61de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to Trails: Artsy Mtn-view Getaway in Vernon!

Vernon

10/10

Exceptional

(1)

"Nice place out of the way but not too far from main roads, quiet and cozy"

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

Julian

[](https://www.expedia.ca/Vernon-Hotels-Walk-To-Trails-Artsy-Mtn-View-Getaway-In-Vernon.h115204905.Hotel-Information)

![Room, Private Bathroom (Queen Guest Room)](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125741/e5beb9c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125741/d8ac119f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Private Bathroom (King Suite Guest Room) | Living area](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125741/fe0d6ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Private Bathroom (King Guest Room) | In-room dining](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125741/4a0c11cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Kampfires

Brattleboro

9.4/10

Exceptional

(43)

"The guest house and as new. It was very comfortable for the entire family and we would go back again."

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

Nancy E

[](https://www.expedia.ca/Brattleboro-Hotels-The-Inn-At-Kampfires.h19125741.Hotel-Information)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/8e41f5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/1898baea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/bc5f362f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/575b648c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Home w/ Modern Updates on < 4 Acres

Royalston

10/10

Exceptional

(1)

[](https://www.expedia.ca/Royalston-Hotels-Historic-Home-W-Modern-Updates-On-35-Acres.h94478890.Hotel-Information)

![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105530000/105522900/105522860/ce21dc84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105530000/105522900/105522860/39392c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105530000/105522900/105522860/f2ed97f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105530000/105522900/105522860/35270074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rustic Marlboro Cottage: 4 Mi to Lake Raponda!

Wilmington

[](https://www.expedia.ca/Wilmington-Hotels-Rustic-Marlboro-Cottage-4-Mi-To-Lake-Raponda.h105522860.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/e38119ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/ae45e84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/f8f9ccc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/b495eb82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint Massachusetts Home w/ Yard & Grill!

Gill

[](https://www.expedia.ca/Gill-Hotels-Quaint-Massachusetts-Home-W-Yard-Grill.h105211754.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572765/0a084529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572765/b66861c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572765/c9fe6533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572765/37dcd029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hike & Swim On-site: Cozy Falls Brook Cabin

Brattleboro

10/10

Exceptional

(2)

[](https://www.expedia.ca/Brattleboro-Hotels-Cozy-Falls-Brook-Cabin-Hike-Swim-On-Site.h93572765.Hotel-Information)

![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/111000000/110970000/110960600/110960538/f6d20167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110970000/110960600/110960538/71bb62b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110970000/110960600/110960538/8063eaa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110970000/110960600/110960538/4c9ad137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Waterfront Gem w/ Dock on Lake Monomonac

Winchendon

[](https://www.expedia.ca/Winchendon-Hotels-Modern-Waterfront-Gem-W-Dock-On-Lake-Monomonac.h110960538.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548200/93548124/8952435a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548200/93548124/2d1fd583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/94000000/93550000/93548200/93548124/0ac0e5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548200/93548124/0eb48daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wilmington Home on 18 Acres ~ 9 Mi to Skiing!

Wilmington

10/10

Exceptional

(1)

[](https://www.expedia.ca/Wilmington-Hotels-Wilmington-Home-On-18-Acres-9-Mi-To-Skiing.h93548124.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/2d1a895c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/b15a084f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/56f95948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 Queen Bed, Private Bathroom (Wisteria Room)](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/4e79f11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Maguire House Bed & Breakfast

Ashburnham

10/10

Exceptional

(35)

"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "

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

Ranjit

CA $373

CA $373 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Leominster-Hotels-The-Maguire-House-Bed-Breakfast.h2205666.Hotel-Information)

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## Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Winchester.

![Inn on Putney Road](https://images.trvl-media.com/lodging/2000000/1780000/1779400/1779393/f55f386b_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Inn on Putney Road

192 Putney Road, Brattleboro, VT

CA $373

CA $411 total

Nov 2 - Nov 3

includes taxes & fees

9.8/10 Exceptional! (55 reviews)

[](https://expedia.ca/Brattleboro-Hotels-Inn-On-Putney-Road.h1779393.Hotel-Information)

![Chesterfield Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576027/a23bd7ee_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Chesterfield Inn

20 Cross Roadd West, West Chesterfield, NH

CA $421

CA $457 total

Nov 3 - Nov 4

includes taxes & fees

9.6/10 Exceptional! (30 reviews)

[](https://expedia.ca/Keene-Hotels-Chesterfield-Inn.h1576027.Hotel-Information)

![The Brattleboro](https://images.trvl-media.com/lodging/84000000/83090000/83087000/83086930/e1d2b1c7_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Brattleboro

770 South St, Brattleboro, VT

[Get rates](https://expedia.ca/Hotel-Search?startDate=06%2F11%2F2025&endDate=07%2F11%2F2025&selected=83086930&PinnedHotelID=83086930&HadPinnedHotel=true&regionId=3000447144)

[](https://expedia.ca/Brattleboro-Hotels-The-Brattleboro.h83086930.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Winchester.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&regionId=3000447144&star=30)

You can also use these popular filters to refine your search.

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&regionId=3000447144&star=30&star=30&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&regionId=3000447144&star=30&star=30&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&regionId=3000447144&star=30&star=30&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&regionId=3000447144&star=30&star=30&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&regionId=3000447144&star=30&star=30&amenities=WATER_PARK)

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.

[See all hotels in Winchester](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&adults=2&regionId=3000447144)

![The Ashuelot Covered Bridge is a historic wooden covered bridge over the Ashuelot River on Bolton Road, just south of its intersection with NH 119 in Ashuelot, New Hampshire, an unincorporated village of Winchester.](https://images.trvl-media.com/place/3000447144/529ffd18-db0c-4d9e-8844-fe610e44574f.jpg?impolicy=fcrop&w=899&h=599&p=1&q=high)

Photo by Donny Campos

## Top Winchester Hotel Reviews

![Best Western Plus Keene Hotel](//images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg)

### Best Western Plus Keene Hotel

10/10 Excellent

"The on-site restaurant named Tempestas was excellent and a huge plus for our 3-night stay. We ate there every night and were pleased with the food, service, atmosphere and the prices were reasonable. On a broader note, the hotel was nice, staff very helpful and I should mention that the breakfast one of the best I've had on 3 continents, aided by a hostess who was friendly and took lots of pride in serving hot food and keeping the food and coffee fresh."

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

![Colonial Motel And Spa](//images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg)

### Colonial Motel And Spa

10/10 Excellent

"Clean, spacious room. Seemed to have been updated "

[](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)

![The Colonial Hotel](//images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg)

### The Colonial Hotel

10/10 Excellent

"Very nice facility and staff was welcoming and professional. Room is very clean and well-appointed. There is nothing not to like here!"

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

## Find out more about Winchester

The top 3 Stars hotels in Winchester, Winchester may offer some of the best discounts and rates, but these properties are anything but average. Travelers love Winchester 3 Stars hotels for their top quality services, just-like-home amenities, and wallet-friendly prices. You can even get access to fantastic perks like delectable restaurants, so-cool cocktail bars, and spacious fitness centres.

Use the travel tools at Expedia.ca to find a cheap deal on a 3 Stars upscale hotel in Winchester for a first-class experience, or book an inexpensive rate on one of the cheap 3 Stars hotels in Winchester neighbourhoods near the city’s best attractions. We’ll even help you find vacation packages to go with your three star hotel in Winchester. From last-minute work trips to long-awaited family getaways, we offer all the essentials you need to enjoy your jaunt through Winchester.

## Frequently asked questions

### How much does it cost to stay in a 3-star hotel in Winchester?

> To find a reasonably priced 3-star hotel in Winchester, use our handy filter tools. Decide on your budget, select your amenities and loads more. Additionally, you can sort your search results so the most affordable options appear first.
> 
>   
> 
> -   Search for the lowest price per night right now from CA $411

### What is the difference between a 4-star and 3-star hotel in Winchester?

> The most obvious difference between a 3- and 4-star hotel in Winchester will be the quality of service and availability of creature comforts. 3-star hotels are usually lower priced and offer the amenities and services required for your comfort, such as WiFi, breakfast and a gym. You can expect a bit more at a 4-star hotel — think upscale interiors, premium bathroom products and extra touches like spa centres.

### What is the difference between a 3-star hotel and a motel in Winchester?

> Among the perks of staying at a motel in or close to Winchester is inexpensive rates. This means more cash in your wallet to discover some top attractions. Often positioned near highways and airports, and with ample parking, this style of getaway is a favourite among road trippers. When you stay at a 3-star hotel, you'll get more than just comfy accommodations to kick back in. You'll also usually have access to conveniences like business services and free WiFi.

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-   [Alamo Rent A Car Rental Cars in Keene](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Keene.d6057413-c6.Car-Rental-Guide-Suppliers)
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-   [Book 3 Star Hotels in Winchester on Expedia.com](https://www.expedia.com/3Star-Winchester-Hotels.s30-0-d3000447144.Travel-Guide-Filter-Hotels)