Title: Cheshire County B&B: Find the Best Bed and Breakfast from CA $197 | Expedia.ca

  

[Cheshire County Travel Guide](https://expedia.ca/Cheshire-County.dx553248635976430851)[Cheshire County Hotels](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Hotel-Destinations)[Vacation Rentals in Cheshire County](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Vacation-Rental-Destinations)[Cheshire County Car Rentals](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Car-Rental-Destinations)[Cheshire County Vacations](https://expedia.ca/Cheshire-County.d553248635976430851.Destination-Travel-Guides)

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# Find a Bed and Breakfast in Cheshire County from CA $197

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## Check prices for these dates

Next weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cities in Cheshire County

![Keene showing a church or cathedral and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105281-Keene-And-Vicinity.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Keene

[](https://expedia.ca/Keene-Bed-And-Breakfast.d6057413-aaBedAndBreakfast.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/72de8a56710436641f0aeeaf3b0e190c.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Rindge

[](https://expedia.ca/Rindge-Bed-And-Breakfast.d183580-aaBedAndBreakfast.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/9b320961fd585a1c4407ed1c1d8d7b7c.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Jaffrey

[](https://expedia.ca/Jaffrey-Bed-And-Breakfast.d183569-aaBedAndBreakfast.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/5e2a1004c09afc894c2b79e348e0430b.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Walpole

[](https://expedia.ca/Walpole-Bed-And-Breakfast.d6123341-aaBedAndBreakfast.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/23b4161961eb757bd6886ce6ea416c5e.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### West Chesterfield

[](https://expedia.ca/West-Chesterfield-Bed-And-Breakfast.d183592-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Featured B&B in Cheshire County

![TV](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/5214ab64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/b82005ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed (Second Floor - Room 8)](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/45f9eb24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/fca3b093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Nutmeg

Wilmington

9.4/10

Exceptional

(403)

"Room was clean bathroom was modern large clean staff friendly breakfast was awesome gave you 4 choices cofee and tea all day heated pool in season several rooms to just sit and relax in."

CA $230

CA $254 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Wilmington-Hotels-The-Nutmeg.h1482719.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)

![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)

![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)

### Colonel Williams Inn

Brattleboro

9.8/10

Exceptional

(327)

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

CA $200

CA $221 total

includes taxes & fees

Nov 4 - Nov 5

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

![Exterior](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/c6676368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Queen Bed, Fireplace, Mountainside](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/e3012ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Fireplace, Mountainside](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/ca771bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/1e06337a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deerfield Valley Inn

West Dover

9.6/10

Exceptional

(67)

"We had a lovely time staying here. "

CA $183

CA $240 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/1e0ac20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/096e29dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/77acac6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/6a7db77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harvest Barn Inn

Bellows Falls

9.8/10

Exceptional

(235)

"Breakfast was amazing! Hosts were super friendly and we are looking forward to returning there again! "

CA $180

CA $197 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Bellows-Falls-Hotels-Harvest-Barn-Inn.h17286987.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/f814b3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Queen Bed, Garden View](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/20cd6ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/327ad7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/ae105a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stone Hearth Inn and Eatery

Chester

9.2/10

Wonderful

(96)

"Sweet place to stay"

CA $393

CA $429 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/de4bc344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment, Ensuite (HoneyBunny Suite-301)](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/39c4713d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/a2863eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room, Ensuite (Duncan Room-206)](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/3951af0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Monadnock Inn

Jaffrey

7.6/10

Good

(271)

"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "

CA $191

CA $207 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Jaffrey-Hotels-Monadnock-Inn.h1952388.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)

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

![Reception](https://images.trvl-media.com/lodging/118000000/117300000/117293700/117293650/c1aa607e.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)

### Green River Bridge Inn

Guilford

8.6/10

Excellent

(8)

"The area is beautiful and the inn is lovely. I would highly recommend to anyone visiting the area. "

CA $294

CA $321 total

includes taxes & fees

Nov 5 - Nov 6

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

![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 Blue Room](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/a33464ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Carriage Barn Inn

Keene

9.6/10

Exceptional

(157)

"Very quiet and peaceful but at the same time it's right down the street from Main Street. Joe the owner was so nice! "

CA $244

CA $265 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.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/1000000/900000/894000/893968/9e088ef8.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)

![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

(168)

"The property was wonderful and the hosts exceptional❤️"

CA $281

CA $297 total

includes taxes & fees

Oct 27 - Oct 28

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

![Dining](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/a1028674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/df98e0be.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)

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

### Four Columns Inn

Newfane

9.2/10

Wonderful

(5)

"So much charm! This place was absolutely outstanding. Already trying to figure out how we can come back for a longer stay."

CA $230

CA $251 total

includes taxes & fees

Oct 6 - Oct 7

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

![Kayaking](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/a19c8d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/c09bb59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/dd07686d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/8a2fe541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Gentian Lodge at Magic Mountain

Londonderry

9.2/10

Wonderful

(109)

"Lovely pleasant stay. "

CA $235

CA $259 total

includes taxes & fees

Oct 8 - Oct 9

[](https://www.expedia.ca/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/7000000/6110000/6108800/6108771/45584e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/7000000/6110000/6108800/6108771/a20405d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/7000000/6110000/6108800/6108771/3ca1008b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6110000/6108800/6108771/c82c5840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Follansbee Inn

North Sutton

9.6/10

Exceptional

(87)

"Had a very peaceful stay. "

CA $265

CA $288 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Sutton-Hotels-Follansbee-Inn.h6108771.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/4000000/3540000/3532100/3532068/dfd331b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3540000/3532100/3532068/ec7f96e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/4000000/3540000/3532100/3532068/6e0e2c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3540000/3532100/3532068/4aef8677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wilmington Inn

Wilmington

10/10

Exceptional

(185)

"Breakfast great, staff accommodating, Charlie and crew, made you feel like going to grandmas!"

CA $300

CA $340 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Wilmington-Hotels-The-Wilmington-Inn.h3532068.Hotel-Information)

![Mountain view](https://images.trvl-media.com/lodging/95000000/94660000/94650100/94650035/f168cf38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cottage | Private kitchen](https://images.trvl-media.com/lodging/95000000/94660000/94650100/94650035/8785d8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Room, 1 King Bed | Mountain view](https://images.trvl-media.com/lodging/95000000/94660000/94650100/94650035/60d1e2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/95000000/94660000/94650100/94650035/6bc4601c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windham Hill Inn

West Townshend

8.4/10

Very good

(36)

"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "

CA $253

CA $276 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/West-Townshend-Hotels-Windham-Hill-Resort.h94650035.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/632c004c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/fe8d0033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/f1f42076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/af115624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howarth House B&B

Fitchburg

10/10

Exceptional

(107)

"Beautiful gardens"

CA $295

CA $295 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Leominster-Hotels-Howarth-House-Bed-And-Breakfast.h44999466.Hotel-Information)

![Charlie Chaplin Suite](https://images.trvl-media.com/lodging/16000000/15070000/15069500/15069463/e22592fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/16000000/15070000/15069500/15069463/0a88e48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/16000000/15070000/15069500/15069463/28ab462a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15070000/15069500/15069463/63c7c794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rosewood Country Inn

Bradford

9.8/10

Exceptional

(88)

"Comfortable clean rooms and an exceptional breakfast ."

CA $287

CA $312 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Bradford-Hotels-Rosewood-Country-Inn.h15069463.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1730000/1720600/1720584/0f76c5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1730000/1720600/1720584/f66f54f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1730000/1720600/1720584/b64ff2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1730000/1720600/1720584/c22dacb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deerhill Inn

West Dover

9.6/10

Exceptional

(221)

"An excellent stay! Warm and accommodating and helpful in every way. Wonderful breakfast too!"

CA $260

CA $287 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/West-Dover-Hotels-Deerhill-Inn.h1720584.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1780000/1779400/1779393/f55f386b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/2000000/1780000/1779400/1779393/5baffb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun and Moon Room](https://images.trvl-media.com/lodging/2000000/1780000/1779400/1779393/40986f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/2000000/1780000/1779400/1779393/16188707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn on Putney Road

Brattleboro

9.8/10

Exceptional

(55)

"Outstanding breakfast in a charming home. A 15 minute walk excellent to restaurants and art galleries."

CA $372

CA $410 total

includes taxes & fees

Nov 2 - Nov 3

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

![Exterior](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578971/34f36e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578971/114ee15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578971/b6d65569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578971/4c68c022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The One Cat B&B

Brattleboro

9.6/10

Exceptional

(77)

"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"

CA $338

CA $372 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Brattleboro-Hotels-The-One-Cat-BB.h13578971.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/fdd13f3c.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/68000000/67600000/67598600/67598596/97e6f6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Engel House

Jacksonville

9.4/10

Exceptional

(13)

"The perfect Vermont Bed and Breakfast. "

CA $243

CA $264 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Jacksonville-Hotels-The-Engel-House.h67598596.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=2025-10-19&endDate=2025-10-20&regionId=553248635976430851&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-County-Bed-And-Breakfast.d553248635976430851-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-County-Bed-And-Breakfast.d553248635976430851-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Top Cheshire County Hotel Reviews

![Claremont Motor Lodge](//images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7_y.jpg)

### Claremont Motor Lodge

10/10 Excellent

"Room was clean and comfortable "

[](https://expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information)

![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"Well appointed room."

[](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

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

### The Colonial Hotel

10/10 Excellent

"Huge place. Great restaurant and quiet area"

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

![Doubletree by Hilton Hotel Leominster](//images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8_y.jpg)

### Doubletree by Hilton Hotel Leominster

10/10 Excellent

"Room was very clean customer service was amazing we love staying here and will everytime we go to see our granddaughter."

[](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information)

![Great Wolf Lodge Boston / Fitchburg, MA](//images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/19aa1fc1_y.jpg)

### Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent

"Everything about this place was incredible "

[](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information)

![Mountaineer Inn](//images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/7d61f01d_y.jpg)

### Mountaineer Inn

10/10 Excellent

"The property was well kept and was close to different trails and beautiful views. We felt safe and comfortable. We want to come back in the winter to stay again! "

[](https://expedia.ca/West-Dover-Hotels-Mountaineer-Inn.h82906124.Hotel-Information)

![Keene Elm City Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg)

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

10/10 Excellent

"Very clean, up to date, affordable"

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

![Riverside Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/34b58580_y.jpg)

### Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent

"What a lovely delight near the New Hampshire/Vermont border! The staff is very welcoming, the room is beautiful and clean, and the sunrise/sunset on the river are remarkable! When I accidently left behind something precious, they were quick to send it to me. This is an overall gem of a hotel. "

[](https://expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.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

"Nice big room for the money "

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

## Find out more about Cheshire County

## Cheshire County B&B information

| Number of reviews | 2,515 |
| --- | --- |
| Accommodation | 49 B&B |
| Lowest Price | CA $197 |
| Highest Price | CA $429 |

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