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

Romantic Hotels in Windham County from $156

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Top Cities in Windham County

A calm lake reflecting a forest with autumn foliage.
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Brattleboro

Brattleboro

Check availability on Windham County Romantic Hotels

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

Our top choices for Windham County romantic hotels

A two-story house with a covered porch, brick walls, and hanging flower baskets.

1. 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.

2. 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
$332 nightly
The price is $375
Sep 2 - Sep 3
Total with taxes and fees
Long Trail House at Stratton Mountain Resort
A cozy living room with a stone fireplace, a sofa, a dining table with chairs, and a large window providing a view of greenery outside.

3. Mount Snow Condominiums

Mount Snow Condominiums
3.5 star property
West Dover
7.6 out of 10, Good, (81 reviews)
Mount Snow Condominiums
An indoor swimming pool with a wooden ceiling and skylights, surrounded by lounge chairs and a sign reading "SEASONS ON MONTLIT SNOW".

4. Seasons On Mount Snow - Ski-in/Ski-out

Seasons On Mount Snow - Ski-in/Ski-out
Dover
9.8 out of 10, Exceptional, (200 reviews)
"Nice place to stay "
United States
Dean W.
Seasons On Mount Snow - Ski-in/Ski-out
A spacious living area with a large dining table, multiple sofas, and a fireplace.

5. Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!

Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!
Londonderry
10.0 out of 10, Exceptional, (61 reviews)
"Perfect ski house 5 minutes from Magic! Big, beautiful, clean, well designed and amenities. Would highly recommend. "
United States
Jason S.
Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!
A snow-covered town with a church featuring a clock tower, surrounded by buildings and a mountain in the background.

6. Vantage Point Villas at Stratton Mountain Resort

Vantage Point Villas at Stratton Mountain Resort
3.0 star property
Stratton
8.4 out of 10, Very Good, (71 reviews)
"Amazing stay - The condo was cozy and perfect for our family! "
United States
Kate
$241 nightly
The price is $272
Aug 31 - Sep 1
Total with taxes and fees
Vantage Point Villas at Stratton Mountain Resort
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, (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 spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

8. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.0 out of 10, Wonderful, (353 reviews)
"Beautiful place to stay."
United States
Alice
$234 nightly
The price is $257
Sep 20 - Sep 21
Total with taxes and fees
The White House Inn
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

9. 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 hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

10. 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, (1,000 reviews)
"It was very expensive for off-season"
United States
Roberta
$142 nightly
The price is $156
Sep 29 - Sep 30
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
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

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Great stay! Very clean."
Edward 1-night trip
Posted 17 hours ago
Latchis Hotel

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