A wooden covered bridge over a river with stone walls on either side.

Find a Bed and Breakfast in Windham County from CA $183

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Top Cities in Windham County

A calm lake reflecting a forest with autumn foliage.
B&BB&B

Brattleboro

Brattleboro

Our top choices for Windham County bed & breakfast

Porch

1. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (281 reviews)
"Beautiful views of the river excellent breakfast"
United States
Michael
The price is CA $245
CA $267 total
includes taxes & fees
Sep 23 - Sep 24
Harvest Barn Inn
Exterior

2. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (133 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 CA $132
CA $183 total
includes taxes & fees
Sep 23 - Sep 24
Deerfield Valley Inn
Outdoor wedding area

3. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (442 reviews)
"Location and Friendly staff"
United States
David
The price is CA $321
CA $353 total
includes taxes & fees
Oct 18 - Oct 19
The Nutmeg
Porch

4. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (207 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
The price is CA $306
CA $347 total
includes taxes & fees
Sep 20 - Sep 21
The Wilmington Inn
Kayaking

5. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (123 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
The price is CA $278
CA $306 total
includes taxes & fees
Sep 18 - Sep 19
Blue Gentian Lodge at Magic Mountain
Land view from property

6. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (54 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
The price is CA $201
CA $219 total
includes taxes & fees
Sep 21 - Sep 22
Four Columns Inn
Garden

7. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (216 reviews)
"Clean and convenient, would stay again. "
United States
Todd
The price is CA $240
CA $264 total
includes taxes & fees
Sep 25 - Sep 26
Big Bears Lodge
Standard Double Room

8. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
"Great location… very clean"
United States
Veronica
The price is CA $251
CA $276 total
includes taxes & fees
Sep 22 - Sep 23
Doveberry Inn
Exterior

9. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (61 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
United States
Karla
The price is CA $505
CA $556 total
includes taxes & fees
Sep 28 - Sep 29
Inn on Putney Road
Front of property

10. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (359 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 CA $218
CA $240 total
includes taxes & fees
Sep 23 - Sep 24
Colonel Williams Inn
Room, 1 Queen Bed, Garden View | Mountain view

11. Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (45 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 CA $334
CA $364 total
includes taxes & fees
Sep 28 - Sep 29
Windham Hill Inn
Property entrance

12. 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 CA $418
CA $459 total
includes taxes & fees
Sep 25 - Sep 26
The One Cat B&B
Outdoor dining

13. Private bedroom in the Green River Bridge Inn. A full breakfast is included.

Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Guilford
The price is CA $383
CA $488 total
includes taxes & fees
Sep 23 - Sep 24
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Exterior

14. Deerhill Inn

Deerhill Inn
3.5 star property
West Dover
9.6 out of 10, Exceptional, (230 reviews)
"Amazing staff and place to stay. Wish it was for more than one night! "
United States
Gregory
Deerhill Inn
Outdoor dining

15. Green River Bridge Inn

Green River Bridge Inn
3.0 star property
Guilford
8.4 out of 10, Very good, (13 reviews)
"Beautiful Inn and property"
United States
JaDean
Green River Bridge Inn
Hiking

16. The Brattleboro

The Brattleboro
4.0 star property
Brattleboro
10.0 out of 10, Exceptional, (5 reviews)
"Peaceful, comfortable, great views. We were made welcome and had wonderful beverage and snack options and the Breakfast were Superior. We will definitely return. "
United States
Roger
The Brattleboro
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windham County Hotel Reviews

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"Wonderful experience. Beautiful and unique. Deco was lovely. Very quiet place to relax and enjoy the stay. We enjoyed the scenery. Nice set up. Had a fireplace and we did not use it since there was no need to. Kitchen had all the amenities. We did not have to clean up after the stay. It will be a perfect place to have an event!"
Marie 1-night trip
Posted 14 hours ago
Vikings Villages Resort

Find out more about Windham County

Windham County B&B information

Number of reviews
1,914
Accommodation
15 B&B
Lowest Price
CA $183
Highest Price
CA $556

Explore a world of travel with Expedia