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

Romantic Hotels in Windham County from $153

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Top Cities in Windham County

A canoe on calm water with a forested hill in the background.
HotelsHotels

West Dover

West Dover

Check availability on Windham County Romantic Hotels

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, (85 reviews)
"Clean well, equipped room. Great amenities, wonderful proximity to all the action in the village,easy parking and access throughout the facility."
United States
Michael
$391 nightly
The price is $441
Oct 19 - Oct 20
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, (80 reviews)
"We were very disappointed,the check in went smooth,but the condo itself was very disappointing.The minute we walked in the building it smelled terrible.Had no clue it was a basement condo or never would of booked it. The linen and couch itself smelled moldy and musty..there was a huge rip in the slider screen.Being a very hot and muggy night the mosquitoes were terrible.We checked out the next day and had to find another place to stay. Being from Massachusetts,we had no clue where to go.We...
United States
John
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, (204 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
$249 nightly
The price is $282
Oct 21 - Oct 22
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, (443 reviews)
"I was here for the weekend for my best friends wedding"
United States
Diana
$166 nightly
The price is $182
Nov 16 - Nov 17
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
9.2 out of 10, Wonderful, (378 reviews)
"Excellent hospitality, room, beds, linens, dinner and scenery."
United States
Teresa
$167 nightly
The price is $184
Nov 17 - Nov 18
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, (211 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
$217 nightly
The price is $239
Nov 16 - Nov 17
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, (1,003 reviews)
"Great place to stay"
United States
Joseph
$139 nightly
The price is $153
Oct 19 - Oct 20
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windham County Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"The vintage property is well maintained. The staff was friendly and informative. Room was comfy and clean. Loved listening to records in our room, and a great selection can be found on each floor. Worth the stay. Would most definitely stay again should I find myself in the area again."
Kelly 1-night trip
Posted 3 hours ago
Latchis Hotel

Explore a world of travel with Expedia