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

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Nov 6 - Nov 8
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Nov 13 - Nov 15
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Nov 27 - Nov 29
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Dec 25 - Dec 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

A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

1. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (138 reviews)
"A very quaint, cozy inn set in West Dover, Vermont. We had a small room but it was clean and comfortable. We didn't choose to order breakfast while we were there but it smelled wonderful! Oz, the host, was professional, pleasant, and helpful."
United States
Ted
$80 nightly
The price is $88
Nov 25 - Nov 26
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.

2. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (294 reviews)
"Staff was excellent and river views were amazing"
United States
John
$150 nightly
The price is $163
Nov 27 - Nov 28
Total with taxes and fees
Harvest Barn Inn
A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

3. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (63 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
$99 nightly
The price is $107
Nov 2 - Nov 3
Total with taxes and fees
Four Columns Inn
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

4. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (220 reviews)
"Welcoming host with great customer service"
United States
Alfred
$173 nightly
The price is $190
Oct 28 - Oct 29
Total with taxes and fees
Big Bears Lodge
A calm lake reflecting a forest with autumn foliage.

5. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (126 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
$137 nightly
The price is $151
Nov 3 - Nov 4
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.

6. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (213 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
$215 nightly
The price is $237
Nov 8 - Nov 9
Total with taxes and fees
The Wilmington Inn
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

7. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (444 reviews)
"The property was beautiful! Our check in was easy. The room was clean and bedding was very comfortable. Breakfast was also delicious."
United States
Susan
$166 nightly
The price is $182
Nov 25 - Nov 26
Total with taxes and fees
The Nutmeg
A large white building with a stone wall and a lawn covered in fallen leaves.

8. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (363 reviews)
"Beautiful grounds, nice walking trails, comfortable bed, excellent breakfast."
United States
Amy
$146 nightly
The price is $161
Oct 28 - Oct 29
Total with taxes and fees
Colonel Williams Inn
A two-story building with a blue exterior, a wooden front porch, and a sign indicating a vacancy.

9. Doveberry Inn

Doveberry Inn
3.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
$111 nightly
The price is $122
Nov 9 - Nov 10
Total with taxes and fees
Doveberry Inn
A wooden deck with a solar panel, surrounded by lush greenery and a hill in the background.

10. Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (47 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
Windham Hill Inn
A two-story house with a stone foundation, a white exterior, and a front porch with a railing.

11. Deerhill Inn

Deerhill Inn
3.5 star property
West Dover
9.6 out of 10, Exceptional, (232 reviews)
"Innkeepers were delightful hosts Breakfast was amazing Homemade scones were warm and yummy every day !"
United States
cathlyn
Deerhill 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
$267 nightly
The price is $294
Nov 1 - Nov 2
Total with taxes and fees
Inn on Putney Road
A table with various food items and a bottle of wine, overlooking a lush garden.

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
$315 nightly
The price is $353
Nov 3 - Nov 4
Total with taxes and fees
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
A blue house with a porch, a sign reading "The One Cat", and a garden with various plants and flowers.

14. 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 One Cat B&B
A picnic setup with a wooden table, cheese, bread, and a basket of bread rolls, overlooking a waterfall and a rustic building.

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.
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Top Windham County Hotel Reviews

Black Mountain Inn

Black Mountain Inn

8/10 Good
"Amazing staff"
Marie-Lude 2-night trip
Posted 1 day ago
Black Mountain Inn

Find out more about Windham County

Windham County B&B information

Number of reviews
1,764
Accommodation
16 B&B
Lowest Price
$88
Highest Price
$353

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