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Check prices for these dates

Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug
In one month
11 Sept - 13 Sept
In two months
9 Oct - 11 Oct

Top Cities in Cheshire County

A stone archway surrounded by lush greenery and trees.
B&BB&B

West Chesterfield

West Chesterfield
A white building with a central dome and columns, surrounded by lush green trees.
B&BB&B

Walpole

Walpole

Our top choices for Cheshire County bed & breakfast

Land view from property

1. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (49 reviews)
"Can’t go wrong with this place."
United States
John
The price is AU$234
includes taxes & fees
13 Aug - 14 Aug
Four Columns Inn
Outdoor wedding area

2. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (440 reviews)
"Location and Friendly staff"
United States
David
The price is AU$280
includes taxes & fees
17 Aug - 18 Aug
The Nutmeg
Exterior

3. Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (289 reviews)
"Castine is a great host, and the inn has a lot of New England charm. Great place to stay!"
United States
Saif
The price is AU$253
includes taxes & fees
13 Aug - 14 Aug
Monadnock Inn
Front of property

4. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (358 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
The price is AU$245
includes taxes & fees
12 Aug - 13 Aug
Colonel Williams Inn
Exterior

5. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (128 reviews)
"Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place"
United States
Patrick
The price is AU$176
includes taxes & fees
25 Aug - 26 Aug
Deerfield Valley Inn
Kayaking

6. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (122 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
The price is AU$223
includes taxes & fees
12 Aug - 13 Aug
Blue Gentian Lodge at Magic Mountain
Porch

7. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (273 reviews)
"Delicious breakfast and great communication throughout! Had a very lovely stay at the Harvest Barn Inn"
Canada
Natalie
The price is AU$252
includes taxes & fees
17 Aug - 18 Aug
Harvest Barn Inn
Free daily continental breakfast

8. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (176 reviews)
The price is AU$222
includes taxes & fees
12 Aug - 13 Aug
The Carriage Barn Inn
Property entrance

9. Follansbee Inn

Follansbee Inn
3.0 star property
North Sutton
9.6 out of 10, Exceptional, (98 reviews)
"wonderful"
United States
john
The price is AU$300
includes taxes & fees
31 Aug - 1 Sept
Follansbee Inn
Front of property – evening/night

10. Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (117 reviews)
"Enjoyed our stay……breakfast was excellent"
United States
David
The price is AU$299
includes taxes & fees
11 Aug - 12 Aug
Howarth House B&B
Front of property

11. Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (121 reviews)
"Friendly helpful clean. Bathroom clean. Nice pillows. A/c was super because it was very hot outside. Breakfast was very good"
United States
Kathleen
The price is AU$322
includes taxes & fees
12 Aug - 13 Aug
Stone Hearth Inn and Eatery
Bar (on property)

12. Rosewood Country Inn

Rosewood Country Inn
3.0 star property
Bradford
9.8 out of 10, Exceptional, (101 reviews)
"Very clean, very charming little Inn"
United States
Glen
The price is AU$293
includes taxes & fees
25 Aug - 26 Aug
Rosewood Country Inn
Porch

13. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (205 reviews)
"Staff was wonderful, breakfast great and room was clean"
United States
Mary Beth
The price is AU$399
includes taxes & fees
11 Aug - 12 Aug
The Wilmington Inn
Garden

14. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (215 reviews)
"Clean and convenient, would stay again. "
United States
Todd
The price is AU$269
includes taxes & fees
12 Aug - 13 Aug
Big Bears Lodge
Terrace/patio

15. The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (38 reviews)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
United States
Ranjit
The price is AU$387
includes taxes & fees
2 Sept - 3 Sept
The Maguire House Bed & Breakfast
Games room

16. Dexter's Inn

Dexter's Inn
3.0 star property
Sunapee
8.8 out of 10, Excellent, (70 reviews)
"This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. "
United States
Lisa
Dexter's Inn
Front of property – evening/night

17. Golden Stage Inn B&B

Golden Stage Inn B&B
3.5 star property
Cavendish
10.0 out of 10, Exceptional, (45 reviews)
"Everything about my stay was excellent. Great room, great breakfasts and a fantastic hostess."
United States
Matthew
Golden Stage Inn B&B
Front of property

18. The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.8 out of 10, Exceptional, (81 reviews)
"Breakfast was fantastic Did not need any shops Hosts were super friendly We enjoyed our short stay"
United States
marjie
The price is AU$372
includes taxes & fees
24 Aug - 25 Aug
The One Cat B&B
Front of property – evening/night

19. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (106 reviews)
The price is AU$462
includes taxes & fees
20 Aug - 21 Aug
Chesterfield Inn
Room, 1 Queen Bed, Garden View | Mountain view

20. Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (43 reviews)
"The view of mountains id stunning, as is the aroma of fresh air and the enchanting songbirds. We had a great time in the small but adequate swimming pool. It is easy to miss the turn onto Laurence Lane, so it would be good if a sign were to be installed there."
United States
Nadine
The price is AU$287
includes taxes & fees
24 Aug - 25 Aug
Windham Hill Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cheshire County Hotel Reviews

Latchis Hotel

Latchis Hotel

8/10 Good
"In an old Theater building. Definitely has character and cool features. We arrived too late for the movies, but still fun. In central Brattleboro which has some interesting shops, but is suffering from homelessnes and mental illness/drug use. Didnt really feel unsafe and we walked a few blocks to a fun restaurant with good food & karioke. Person at desk was lovely and helpful. Room was ok- a little dated and could be cleaner."
Jonathan 1-night trip
Posted 10 hours ago
Latchis Hotel

Find out more about Cheshire County

Cheshire County B&B information

Number of reviews
2,469
Accommodation
33 B&B
Lowest Price
AU$176
Highest Price
AU$462

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