Windham County Romantic Hotels

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

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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

Deborah

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

Stratton

Michael

RM1,801 total

includes taxes & fees

20 Oct - 21 Oct

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

West Dover

"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...

John

A snow-covered town with a church featuring a clock tower, surrounded by buildings and a mountain in the background.

4. Vantage Point Villas at Stratton Mountain Resort

Stratton

Kate

RM1,263 total

includes taxes & fees

20 Oct - 21 Oct

A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

5. The Nutmeg

Wilmington

Diana

RM808 total

includes taxes & fees

2 Nov - 3 Nov

A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

6. The White House Inn

Wilmington

Teresa

RM743 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

7. The Wilmington Inn

Wilmington

Jay

RM1,059 total

includes taxes & fees

8 Nov - 9 Nov

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

8. The Black Bear Lodge at Stratton Mountain Resort

Stratton

Joseph

RM736 total

includes taxes & fees

20 Oct - 21 Oct

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Top Windham County Hotel Reviews

Hampton Inn Brattleboro

10/10 Excellent

"Excellent place to stay, clean seems new, has small pool and water bath (kind of like jacuzzi) clean room, staff is nice and friendly. Includes breakfast and all day coffee or hot water to make teas (that is a must for me) as I need to make me teas few times a day. Would recommend for sure. If it was cheaper than it would really be off the charts but I will not include that into the review."