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

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Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

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

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

1. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (54 reviews)
"Can’t go wrong with this place."
United States
John
$141 nightly
The price is $154
Sep 1 - Sep 2
Total with taxes and fees
Four Columns Inn
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

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
$180 nightly
The price is $198
Aug 30 - Aug 31
Total with taxes and fees
The Nutmeg
A large white building with a stone wall and a lawn covered in fallen leaves.

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
$142 nightly
The price is $156
Sep 29 - Sep 30
Total with taxes and fees
Colonel Williams Inn
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

4. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (132 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
$124 nightly
The price is $136
Sep 13 - Sep 14
Total with taxes and fees
Deerfield Valley Inn
A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

5. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (275 reviews)
"Beautiful views of the river excellent breakfast"
United States
Michael
$168 nightly
The price is $183
Aug 31 - Sep 1
Total with taxes and fees
Harvest Barn Inn
A calm lake reflecting a forest with autumn foliage.

6. 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
$146 nightly
The price is $161
Aug 31 - Sep 1
Total with taxes and fees
Blue Gentian Lodge at Magic Mountain
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

7. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (206 reviews)
"Staff was wonderful, breakfast great and room was clean"
United States
Mary Beth
$256 nightly
The price is $282
Sep 3 - Sep 4
Total with taxes and fees
The Wilmington Inn
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

8. 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
$173 nightly
The price is $190
Aug 31 - Sep 1
Total with taxes and fees
Big Bears Lodge
A porch with wicker chairs, potted plants, and a number '43' sign.

9. 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
$273 nightly
The price is $300
Sep 29 - Sep 30
Total with taxes and fees
The One Cat B&B
A table with various food items and a bottle of wine, overlooking a lush garden.

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
Sep 5 - Sep 6
Total with taxes and fees
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
A wooden deck with a solar panel, surrounded by lush greenery and a hill in the background.

11. Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (44 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
$259 nightly
The price is $282
Sep 22 - Sep 23
Total with taxes and fees
Windham Hill Inn
A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.

12. 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
$295 nightly
The price is $324
Aug 30 - Aug 31
Total with taxes and fees
Inn on Putney Road
A two-story house with a stone foundation, a white exterior, and a front porch with a railing.

13. 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
A picnic setup with a wooden table, cheese, bread, and a basket of bread rolls, overlooking a waterfall and a rustic building.

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

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

16. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
$165 nightly
The price is $182
Sep 11 - Sep 12
Total with taxes and fees
Doveberry 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 Windham County Hotel Reviews

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"Absolutely beautiful, highly recommend you staying here. Gave great local options of visiting such as the green covered bridge, local food venues. I would say stop at a grocery store and you can make dinner there. We did go to the local co op in Brattleboro. Hands down the ax throwing was a fan favorite."
Alicia 1-night trip
Posted 2 hours ago
Vikings Villages Resort

Find out more about Windham County

Windham County B&B information

Number of reviews
1,507
Accommodation
15 B&B
Lowest Price
$136
Highest Price
$352

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