Top Resorts in Windham County in 2026

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

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Top Cities in Windham County

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

Our top choices for Windham County resorts

A red building with a stone fire pit and outdoor seating.

1. Grand Summit Resort, A Vail Resorts Property

West Dover

Kevin

HK$1,492 total

includes taxes & fees

11 Nov - 12 Nov

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

Stratton

Joseph

HK$1,413 total

includes taxes & fees

11 Nov - 12 Nov

A two-story house with a large porch and a pond in front.

3. King with Bunk Bed- 2nd floor in Historic Inn

West Dover

Forrest W.

HK$2,794 total

includes taxes & fees

8 Nov - 9 Nov

A cozy living room with a fireplace, a dining table set for a meal, and a kitchen in the background.

4. Deluxe King Room w/pull-out love seat and fireplace

Dover

James R.

HK$3,010 total

includes taxes & fees

11 Nov - 12 Nov

A cozy room with a fireplace, a flat-screen TV mounted above it, and a dining table set with a bottle of champagne, a glass, and a plate of cheese and crackers.

5. Deluxe King Room w/fireplace and separate entrance

West Dover

Charles B.

HK$3,010 total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a large bed, a wooden headboard, a nightstand, and a bench.

6. Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

West Dover

Craig C.

HK$2,902 total

includes taxes & fees

11 Nov - 12 Nov

7. Deluxe King, kitchenette, fireplace

West Dover

john L.

HK$3,010 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with two single beds, a wooden headboard, a small bedside table, and a nightstand with a lamp.

8. Deluxe 2xQueen- 2nd floor in Historic Inn

West Dover

Brendan M.

HK$2,794 total

includes taxes & fees

11 Nov - 12 Nov

A cozy room with a fireplace, wooden beams, a bookshelf, and a television.

9. Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

Dover

Sydney W.

HK$3,550 total

includes taxes & fees

7 Dec - 8 Dec

10. Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

West Dover

Jessica

HK$2,902 total

includes taxes & fees

11 Nov - 12 Nov

11. Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

Dover

Olivia

HK$3,226 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with two beds, a desk, a TV, and a window with a city view.

12. Deluxe 2xQueen in Historic Inn

West Dover

HK$2,794 total

includes taxes & fees

11 Nov - 12 Nov

A two-story white building with a porch, labeled "Farm Road Estate Historic Inn & Cottages."

13. Deluxe King - 2nd floor in Historic Inn

West Dover

HK$2,794 total

includes taxes & fees

18 Nov - 19 Nov

A cozy living room with a fireplace, leather sofas, a wooden coffee table, and a chandelier.

14. Luxury King with balcony

West Dover

HK$2,794 total

includes taxes & fees

8 Nov - 9 Nov

A room with two brown leather armchairs, a wooden coffee table with a bowl and a magazine, and a bed with pillows in the background.

15. Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance

Dover

Mike T.

HK$3,226 total

includes taxes & fees

11 Nov - 12 Nov

16. Deluxe King - 2nd floor in Historic Inn

West Dover

HK$2,794 total

includes taxes & fees

8 Nov - 9 Nov

17. Deluxe Queen Suite with pull-out love seat, private entrance

Dover

HK$3,012 total

includes taxes & fees

8 Nov - 9 Nov

18. Deluxe King Suite, Living Room w/sofa bed & fireplace

West Dover

Megan M.

HK$3,010 total

includes taxes & fees

18 Nov - 19 Nov

19. Luxury King w/balcony, accessible

West Dover

Kimberley B.

HK$2,794 total

includes taxes & fees

8 Nov - 9 Nov

20. Deluxe King, Living Room w/sofa bed & fireplace

Dover

Taylor G.

HK$3,010 total

includes taxes & fees

8 Nov - 9 Nov

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Top Windham County Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Great welcome, nice and convenient location. Clean, quiet, updated room with a comfortable bed."

Otherland Hotel

10/10 Excellent

"We had such a great stay at The Otherland Hotel and would absolutely give it a 10/10. Everything felt updated, modern, and very clean. The common areas were especially nice — comfortable and inviting, with a fireplace upstairs and a small kitchenette downstairs with a microwave, sink, and water dispenser, which was really convenient for warming up food. The bed and pillows were incredibly comfortable, and we loved being able to sit outside by the fire pit for a while. It was also perfect for traveling with our dog because she had plenty of room to run around in the fields. There are lots of thoughtful little touches throughout the hotel too, including board games and books in the common rooms for guests to enjoy. It felt cozy, relaxed, and very well cared for. We would definitely stay here again."

Hideaway Inn Mt. Snow

10/10 Excellent

"The room was small and simple, but nicely decorated, including a record player with a vinyl album (cover, at least; didn't check for actual vinyl). The room was warm and the place was quiet when I stayed, which was off-season. I've been pulling into the parking lot of this place for five years now (MOOver), so staying there was interesting for me. I stayed there during a HAZMAT spill that closed Woodford Mtn for a couple days. Of special note, this is the ONLY hotel I've ever stayed at that had a sleep/sound machine in the room. I ALWAYS take one with me when traveling, but this was a last minute decision, so I would've had to pull up something on my phone, but there was a nice sound machine on the nightstand and I used it. Those are so helpful when staying in hotels/inns."

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent

"A one-night stay. It had everything we needed. Not fancy, but it was all there, clean and bright. It is right next to the Interstate, but we could not hear any road traffic, so for the win. The morning breakfast scene is complete. The staff was very polite and accommodating."

Find out more about Windham County

Windham County Resorts information

Number of reviews	42
Accommodation	26 Resorts
Lowest Price	HK$1,413
Highest Price	HK$3,550

Frequently asked questions

How much do resorts in Windham County cost?

Resorts in Windham County cost between HK$1,413 and HK$3,550 per night. Use Expedia's handy filter tool to search for "Hotel resort" under the "Property type" filter, then lock in an escape that's easy on the bank balance. 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 resorts are there in Windham County?

You'll find 26 resorts to pick from in Windham County. From a family holiday to a romantic escape, Expedia has the perfect option for you. Enter your destination and travel dates and get a head start on planning your next getaway today.

Why book your resort in Windham County with Expedia?

With Expedia, it's easy to find your dream resort in Windham County. Taking the kids on a break? Use our filters to search for properties with perks like a pool. If you have a certain budget, click on how much you'd like to spend and the preferred star rating of your stay. We'll help you find the right place whatever your trip looks like.

How can I find cheap resorts in Windham County?

Expedia is here to help you track down cheap resorts in Windham County. Try out our handy filter tool to select amenities, star rating and budget to refine your search and discover your special stay in just a few keystrokes.

What is there to do in Windham County near my resort?

You'll discover so many things to keep you entertained in Windham County. If you're heading to Wilmington, you'll want to check out The Ledge, Lake Raponda and The Hermitage Golf Club. Spending your holiday in Londonderry? Magic Mountain Ski Resort, Lowell Lake State Park and Viking Nordic Centre are among the top sights here.

Resorts in Windham County

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Windham County

West Dover

Our top choices for Windham County resorts

1. Grand Summit Resort, A Vail Resorts Property

2. The Black Bear Lodge at Stratton Mountain Resort

3. King with Bunk Bed- 2nd floor in Historic Inn

4. Deluxe King Room w/pull-out love seat and fireplace

5. Deluxe King Room w/fireplace and separate entrance

6. Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

7. Deluxe King, kitchenette, fireplace

8. Deluxe 2xQueen- 2nd floor in Historic Inn

9. Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

10. Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

11. Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

12. Deluxe 2xQueen in Historic Inn

13. Deluxe King - 2nd floor in Historic Inn

14. Luxury King with balcony

15. Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance

16. Deluxe King - 2nd floor in Historic Inn

17. Deluxe Queen Suite with pull-out love seat, private entrance

18. Deluxe King Suite, Living Room w/sofa bed & fireplace

19. Luxury King w/balcony, accessible

20. Deluxe King, Living Room w/sofa bed & fireplace

Top Windham County Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Find out more about Windham County

Windham County Resorts information

Frequently asked questions

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