Title: 3 Stars Hotels in Winchester, New Hampshire from CA $175 - Find Cheap Winchester Hotels With 3 Stars | Expedia.ca

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![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=1200&h=500&q=medium)

Photo by Donny Campos

![](https://images.trvl-media.com/place/3000447144/529ffd18-db0c-4d9e-8844-fe610e44574f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Winchester 3 Star Hotels

Tonight

[Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-01-15&endDate=2026-01-16&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-01-16&endDate=2026-01-17&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-01-16&endDate=2026-01-18&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000447144&startDate=2026-01-23&endDate=2026-01-25&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for 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)

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

![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/2e815906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/23d6d222.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

(1,000 reviews)

"Well-kept hotel with a great restaurant."

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

Adam

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

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca.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)

![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)

![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)

### 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

(1,000 reviews)

"Great stay pool was very nice"

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

Patrick

CA $193

CA $209 total

includes taxes & fees

Jan 18 - Jan 19

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

![Pub](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/9384b42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pub](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/a75a25f1.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)

![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/cd3048ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Keene Downtown

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

Keene

8.8/10

Excellent

(1,001 reviews)

"Very comfortable and clean."

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

Christina

CA $250

CA $271 total

includes taxes & fees

Jan 21 - Jan 22

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

![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/05f7e3bc.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

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

Brattleboro

6.8/10

(1,002 reviews)

"Great location and service "

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

Paul

CA $194

CA $214 total

includes taxes & fees

Jan 18 - Jan 19

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

![Living area](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/fdc80b50.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/c8b24996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blooming Inn

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

Shelburne Falls

9.2/10

Wonderful

(129 reviews)

"Beautiful comfortable home with many thoughtful touches"

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

Rachel

CA $135

CA $219 total

includes taxes & fees

Jan 20 - Jan 21

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

![Children's activities](https://images.trvl-media.com/lodging/1000000/900000/894000/893968/69617693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sturbridge Queen](https://images.trvl-media.com/lodging/1000000/900000/894000/893968/fb914a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/900000/894000/893968/4886f728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Centennial House

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

Northfield

9.6/10

Exceptional

(173 reviews)

"great proprietors beautiful vintage home excellent breakfast"

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

JAMES

CA $261

CA $276 total

includes taxes & fees

Feb 1 - Feb 2

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

![Exterior](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598596/cb90562c.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)

![Room 3](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598596/2641c002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598596/1690acf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Engel House

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

Jacksonville

9.2/10

Wonderful

(17 reviews)

"The perfect Vermont Bed and Breakfast. "

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

Lee

[](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)

![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)

![Exterior](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/a625cff5.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

(167 reviews)

"Very helpful and welcoming host. "

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

Bruce

CA $161

CA $175 total

includes taxes & fees

Jan 29 - Jan 30

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

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117300000/117293700/117293650/d34483f1.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)

![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)

![BBQ/picnic area](https://images.trvl-media.com/lodging/118000000/117300000/117293700/117293650/24e6d3c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Green River Bridge Inn

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

Guilford

8.4/10

Very good

(13 reviews)

"Beautiful Inn and property"

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

JaDean

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

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

![View from room](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/4bee0dcb.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

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

Brattleboro

9.8/10

Exceptional

(342 reviews)

"Absolutely stunning bed and breakfast! The room and facilities were clean and welcoming. We really enjoyed the decorations and details of the house. The breakfast was delicious! Will definitely be coming back next time we are in town for ski! Highly recommended staying at Colonel Williams! "

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

Ekaterina

CA $208

CA $229 total

includes taxes & fees

Jan 25 - Jan 26

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

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/116000000/115210000/115205000/115204905/b08e209b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/116000000/115210000/115205000/115204905/8f774690.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/a1f8a092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/116000000/115210000/115205000/115204905/14c6abe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Vernon

10/10

Exceptional

(1 review)

"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)

![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)

![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125741/9e6f0a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125741/b58b6f07.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/e912180d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Kampfires

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

Brattleboro

9.4/10

Exceptional

(43 reviews)

"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/95000000/94480000/94478900/94478890/97ebaa01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/74905170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/3be0ca94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/ee713f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Royalston

10/10

Exceptional

(2 reviews)

"Great place. Enjoyed our stay. Wish it wasn’t raining so we could’ve enjoyed more of the outdoors."

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

Melissa

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

![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) | 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/111000000/110970000/110960600/110960538/276bf26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Winchendon

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

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/93f7460c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/1b0ad4c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/3508b751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/6880c8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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/bd92f634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572765/5bcfe9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572765/0a084529.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)

### Hiking Trails On-site: Cozy Falls Brook Cabin

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

Brattleboro

10/10

Exceptional

(2 reviews)

"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"

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

sarah

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

![Cottage (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94390000/94382500/94382406/f9c7db46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94382500/94382406/7cc677de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94382500/94382406/286bbedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94382500/94382406/c2e3b750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Jaffrey Cottage w/ Deck & Grill!

[](https://www.expedia.ca/Jaffrey-Hotels-Charming-Jaffrey-Cottage-W-Mount-Monadnock-Views.h94382406.Hotel-Information)

Jaffrey

[](https://www.expedia.ca/Jaffrey-Hotels-Charming-Jaffrey-Cottage-W-Mount-Monadnock-Views.h94382406.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548200/93548124/170d5b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548200/93548124/5a10619e.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/d4fa06af.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)

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

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

Wilmington

10/10

Exceptional

(1 review)

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

![28-inch flat-screen TV with satellite channels, TV, DVD player](https://images.trvl-media.com/lodging/19000000/18620000/18610500/18610415/c9ff5b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18620000/18610500/18610415/cdaf2b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18620000/18610500/18610415/3e48239f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18620000/18610500/18610415/6157e47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cavalier Cottage B&B

[](https://www.expedia.ca/Shelburne-Falls-Hotels-Cavalier-Cottage-BB.h18610415.Hotel-Information)

Shelburne Falls

9.0/10

Wonderful

(2 reviews)

"Perfect for a quiet, weekend getaway. We went to celebrate our 5 year anniversary and brought our dog, Ollie. Ollie's a very timid and nervous guy, but he felt very comfortable here. We went during the winter, but would be interested in returning in the summer because there seems to be a lot of outdoor activities (white water rafting, fishing, hiking). "

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

jennifer

[](https://www.expedia.ca/Shelburne-Falls-Hotels-Cavalier-Cottage-BB.h18610415.Hotel-Information)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98554500/98554418/1542dcb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98554500/98554418/2cfeed0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98554500/98554418/ad7b1e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98554500/98554418/799606d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront Orange Vacation Rental - Pet Friendly!

[](https://www.expedia.ca/Orange-Hotels-Lakefront-Orange-Vacation-Rental-Pet-Friendly.h98554418.Hotel-Information)

Orange

10/10

Exceptional

(1 review)

"Lovely, very clean, and well appointed. Host was amazing, 2 rocking chairs on front stoop overlooking the water was beautiful, peaceful.The interiorand decor was beautiful and very comfortable. We used our kayaks, which was great. It is an in̈cline downhill to carry your kayak. "

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

Jean

[](https://www.expedia.ca/Orange-Hotels-Lakefront-Orange-Vacation-Rental-Pet-Friendly.h98554418.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.

![Four Columns Inn](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/be42824d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Four Columns Inn

21 West Street Newfane VT

[Get rates](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=83257793&PinnedHotelID=83257793&HadPinnedHotel=true&regionId=3000447144)

9.8/10 Exceptional! (18 reviews)

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

![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 $326

CA $358 total

Jan 19 - Jan 20

includes taxes & fees

9.8/10 Exceptional! (56 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 $427

CA $463 total

Jan 18 - Jan 19

includes taxes & fees

9.6/10 Exceptional! (30 reviews)

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

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

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[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026&regionId=3000447144&star=30&star=30&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026&regionId=3000447144&star=30&star=30&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026&regionId=3000447144&star=30&star=30&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026&regionId=3000447144&star=30&star=30&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026&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=2026-01-29&endDate=2026-01-30&adults=2&regionId=3000447144)

![Winchester, New Hampshire in winter ](https://images.trvl-media.com/place/3000447144/3e6a6279-072b-4adb-98ce-884d4d6659f9.jpg?impolicy=fcrop&w=900&h=591&p=1&q=high)

## Top Winchester Hotel Reviews

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

### The Colonial Hotel

10/10 Excellent

"Well-kept hotel with a great restaurant."

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

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

### Colonial Motel And Spa

10/10 Excellent

"Great location and service "

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

![The Engel House](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598596/38ec3c4d_y.jpg)

### The Engel House

10/10 Excellent

"A very quaint property. The room was comfortable and clean."

[](https://expedia.ca/Jacksonville-Hotels-The-Engel-House.h67598596.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?

> - Search for the lowest price per night right now from CA $358

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

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

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