10 Best Windham County Ski Resorts for 2026

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Top Cities in Windham County

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Our top choices for Windham County ski hotels

1. The Upper Pass Lodge at Magic Mountain

Londonderry

Slope-side tranquility awaits at Magic Mountain, where ski-in access meets cozy mountain lodge comfort just steps from powder perfection.

CA $137 total

includes taxes & fees

Sep 10 - Sep 11

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

Dover

3. The Black Bear Lodge at Stratton Mountain Resort

Stratton

Discover slope-side luxury at this Stratton Mountain Resort with a free ski shuttle, hot tub, and sauna for perfect winter getaways.

CA $203 total

includes taxes & fees

Sep 21 - Sep 22

4. The Nutmeg

Wilmington

Riverside ski retreat with winter adventures awaits at The Nutmeg bed and breakfast.

CA $273 total

includes taxes & fees

Sep 10 - Sep 11

5. Grand Summit Resort, A Vail Resorts Property

West Dover

Ski paradise awaits with slope-side access, equipment rentals, and mountain views at this West Dover resort near Mount Snow.

CA $260 total

includes taxes & fees

Sep 14 - Sep 15

6. Deerhill Inn

West Dover

Discover winter magic at Deerhill Inn, where snowy slopes await just minutes from your cozy bed and breakfast retreat.

7. Vantage Point Villas at Stratton Mountain Resort

Stratton

Alpine retreat at Stratton Mountain Resort offers winter adventure with free ski shuttle and warm fireplaces.

CA $388 total

includes taxes & fees

Sep 14 - Sep 15

8. Rodeway Inn Bellows Falls

Bellows Falls

Mountain ski retreat with direct river access offers cozy accommodations for winter sports enthusiasts seeking adventure.

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Top Windham County Hotel Reviews

Inn At Mount Snow

10/10 Excellent

"Our stay here was delightful in every way."

Hideaway Inn Mt. Snow

10/10 Excellent

"This was the perfect long weekend get away. The property was fairly quiet given it was the off season. Phone check-in and check-out was lovely, and if you don’t enjoy standard hotel check-in lines, it’s even better. The pool and hot tub were beautiful, and while we didn’t use them, they were very clean. It is a very pet friendly place, but doesn’t smell of animals, and there’s no sign of them (unless you meet one in the hallway). The always available hot chocolate and coffee machine was AMAZING! Highly recommend the hot chocolate. We only saw the cleaner once in passing (they don’t go in your room while you’re there), and she was so nice! There’s also extra supplies for you in the main hall closet should you need them (extra towels, tooth brushes, etc.). It truly felt like a home away from home. The only “downside” is that the walls are a bit thin so you can kind of hear what your neighbors are doing if they’re being rowdy, but that’s more managing personal volume levels. 10/10, we’ll definitely stay again!"

Hampton Inn Brattleboro

10/10 Excellent

"The room was very clean, the tv was very nice (my husband is now looking for one like it), it was quiet, which surprised me because it's near a busy highway. Breakfast was really good & a great variety! Only thing that could be improved is the mattress on the bed - it was a bit flat, but was comfortable enough."

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Top Cities in Windham County

Brattleboro

West Dover

Wilmington

Stratton

Londonderry

Jamaica

Check availability on Windham County Ski Hotels

Our top choices for Windham County ski hotels

1. The Upper Pass Lodge at Magic Mountain

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