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

Windham County Hotels & Resorts for Couples from CA $126

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Top Cities in Windham County

A road flanked by dense bamboo groves.
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Jamaica

Jamaica

Check availability on Windham County Hotels & Resorts for Couples

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Windham County adventure hotels

A cozy living room with a fireplace, a coffee station, and a view of the outside.

1. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.8 out of 10, (46 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is CA $114
CA $126 total
includes taxes & fees
Aug 31 - Sep 1
Colonial Motel
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

2. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (1,001 reviews)
"It was very expensive for off-season"
United States
Roberta
The price is CA $169
CA $204 total
includes taxes & fees
Sep 2 - Sep 3
The Black Bear Lodge at Stratton Mountain Resort
A two-story house with a stone foundation, a white exterior, and a front porch with a railing.

3. 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 calm lake reflecting a forest with autumn foliage.

4. 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 $207
CA $228 total
includes taxes & fees
Aug 31 - Sep 1
Blue Gentian Lodge at Magic Mountain
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

5. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (851 reviews)
"Was a wonderful stay! Staff is very friendly and everything was very clean"
United States
Diane
The price is CA $164
CA $181 total
includes taxes & fees
Sep 6 - Sep 7
Comfort Inn & Suites Brattleboro I-91
A two-story house with a covered porch, brick walls, and hanging flower baskets.

6. Grafton Inn

Grafton Inn
3.5 star property
Grafton
9.6 out of 10, Exceptional, (80 reviews)
"Wonderful in every way."
United States
Deborah
Grafton Inn
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

7. Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is CA $424
CA $527 total
includes taxes & fees
Sep 2 - Sep 3
Long Trail House at Stratton Mountain Resort
A red building with a stone fire pit and outdoor seating.

8. Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
3.0 star property
West Dover
8.6 out of 10, Excellent, (307 reviews)
"Room was clean, the staff was friendly and helpful. We would stay again."
United States
Daniel
The price is CA $208
CA $250 total
includes taxes & fees
Sep 29 - Sep 30
Grand Summit Resort, A Vail Resorts Property
A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.

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 $410
CA $451 total
includes taxes & fees
Aug 31 - Sep 1
Inn on Putney Road
A spacious dining area with multiple tables and chairs, a kitchen area with a brick backsplash, and an exit sign on the wall.

10. Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (292 reviews)
"room was very neat, staff very polite, TV & WiFi could be better "
United States
Timothy
Rodeway Inn Bellows Falls
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

8/10 Good
"Fine 3-4 star hotel with okay breakfast. The hot tub was totally neglected and disappointing. The jets were weak and the water was murky, like it hadn't been chlorinated in days. Yuk!"
Gerald 1-night trip
Posted 2 hours ago
Hampton Inn Brattleboro

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Frequently asked questions

How much do hotels for couples in Windham County cost?
Rates for hotels for couples in Windham County range between CA $126 and CA $527 per night. No matter your budget, you're sure to find something that'll make both your sweetheart and your pocketbook smile! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many hotels for couples are there in Windham County?
Pick from 36 hotels for couples in Windham County. Whether you're looking to have some alone time together without the kids or simply want to create precious new memories with your other half, Expedia makes it a breeze to find your perfect fit.
Why book your hotel for couples in Windham County with Expedia?
Expedia has some superb hotels for couples, so get ready to spoil yourselves in Windham County. If you're sticking to a budget, select how much you'd like to spend and your preferred hotel star rating. Whatever your getaway looks like, we'll help you find a pad that'll please both your pocket and partner!
How can I find cheap hotels for couples in Windham County?
The best way to uncover cheap hotels for couples in Windham County is with Expedia's useful filter tool. Narrow down your search results by amenities, budget and star rating and land awesome deals on properties where you can chill out with your partner.
What is there to do in Windham County near my hotel for couples?
Whichever direction your travels take you in Windham County, you'll discover plenty to explore here. Spending a few nights in Stratton? Stratton Golf School is a leading attraction to add to your itinerary.