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

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Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

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

Land view from property

1. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (48 reviews)
"Can’t go wrong with this place."
United States
John
$241 nightly
The price is $263
Aug 4 - Aug 5
Total with taxes and fees
Four Columns Inn
Kayaking

2. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (121 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
$146 nightly
The price is $160
Aug 10 - Aug 11
Total with taxes and fees
Blue Gentian Lodge at Magic Mountain
Front of property

3. 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
$147 nightly
The price is $162
Aug 9 - Aug 10
Total with taxes and fees
Colonel Williams Inn
Outdoor wedding area

4. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (438 reviews)
"Location and Friendly staff"
United States
David
$180 nightly
The price is $198
Aug 17 - Aug 18
Total with taxes and fees
The Nutmeg
Porch

5. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (270 reviews)
"Delicious breakfast and great communication throughout! Had a very lovely stay at the Harvest Barn Inn"
Canada
Natalie
$168 nightly
The price is $183
Aug 10 - Aug 11
Total with taxes and fees
Harvest Barn Inn
Exterior

6. 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
$118 nightly
The price is $130
Aug 11 - Aug 12
Total with taxes and fees
Deerfield Valley Inn
Porch

7. 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
$256 nightly
The price is $282
Aug 10 - Aug 11
Total with taxes and fees
The Wilmington Inn
Front of property

8. 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
$239 nightly
The price is $263
Aug 10 - Aug 11
Total with taxes and fees
The One Cat B&B
Garden

9. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (214 reviews)
"Clean and convenient, would stay again. "
United States
Todd
$173 nightly
The price is $190
Aug 3 - Aug 4
Total with taxes and fees
Big Bears Lodge
Outdoor dining

10. 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
$314 nightly
The price is $352
Aug 9 - Aug 10
Total with taxes and fees
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Exterior

11. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (59 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
United States
Karla
$295 nightly
The price is $324
Aug 4 - Aug 5
Total with taxes and fees
Inn on Putney Road
Exterior

12. Deerhill Inn

Deerhill Inn
3.5 star property
West Dover
9.6 out of 10, Exceptional, (228 reviews)
"Amazing staff and place to stay. Wish it was for more than one night! "
United States
Gregory
Deerhill Inn
Room, 1 Queen Bed, Garden View | Mountain view

13. 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
$207 nightly
The price is $225
Aug 17 - Aug 18
Total with taxes and fees
Windham Hill Inn
Outdoor dining

14. 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

15. 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.
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Top Windham County Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Nice pool and jacuzzi! Co venison to restaurants and shops"
Mary 1-night trip
Posted 14 hours ago
Hampton Inn Brattleboro

Find out more about Windham County

Windham County B&B information

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