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Top Cities in Windham County

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!
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Brattleboro

Brattleboro

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Compare 1,275 hotels in Windham County with room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
Colonial Motel And Spa
3.0 star property
7.0 out of 10, Good, (1001)
"Great pool and hot tub facilities with kickers"
The price is SAR 368
SAR 404 total
includes taxes & fees
26 Jum. I - 27 Jum. I
Colonial Motel And Spa
Room
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
7.4 out of 10, Good, (829)
"It is an excellent ski hotel with friendly service and great beds. "
The price is SAR 544
SAR 646 total
includes taxes & fees
27 Jum. I - 28 Jum. I
The Black Bear Lodge at Stratton Mountain Resort
Cafe
Mountaineer Inn
2.0 star property
9.2 out of 10, Wonderful, (289)
"Loved that this is a legit old ski lodge and still has the feel while having modernized what needed to be. Loved it here."
The price is SAR 441
SAR 535 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Mountaineer Inn
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Aerial view
The Upper Pass Lodge at Magic Mountain
2.5 star property
8.4 out of 10, Very Good, (555)
"We had an excellent off-season stay here. The staff are all super friendly and accommodating. The rooms were exceptionally clean, spacious, with very comfortable beds. The whole property is friendly to dogs on leashes(except possibly inside The Red Slate Restaurant). We stayed for 2 nights and had a wonderful time exploring nearby Manchester, Londonderry, and Dorset. The Red Slate had an excellent menu and we ate there for 2 dinners and breakfasts (reservations on Open Table Suggested). The bar...
The price is SAR 279
SAR 307 total
includes taxes & fees
27 Jum. I - 28 Jum. I
The Upper Pass Lodge at Magic Mountain
Pool
Hampton Inn Brattleboro
2.5 star property
8.4 out of 10, Very Good, (902)
"Sarah at the front desk was super friendly and helpful! Clean and comfy rooms in a great location at a reasonable price. Will definitely be a go-to when traveling for work in the future!"
The price is SAR 539
SAR 593 total
includes taxes & fees
30 Jum. I - 31 Jum. I
Hampton Inn Brattleboro
Exterior
Travelodge by Wyndham Brattleboro VT
2.5 star property
6.0 out of 10, (626)
"Garrett was wonderful at the front desk . He was able to accommodate a room on the first floor which was important for my family. He was respectful and professional and went the extra mile to provide a late check out of 2 hours so I could get additional rest after a long trip. The room was clean and the counter tops and floors looked new, however there was no closet or hook to hang coats or blazers. I'm glad there was a microwave, refrigerator and desk with a chair. The bedding looked nice but...
The price is SAR 392
SAR 431 total
includes taxes & fees
26 Jum. I - 27 Jum. I
Travelodge by Wyndham Brattleboro VT
Exterior
The Putney Inn
2.5 star property
8.2 out of 10, Very Good, (906)
"Easy, quick check in, friendly staff. Some noise from neighbors to be expected. Very clean, good sleep, pleasant stay. Would return. "
The price is SAR 408
SAR 445 total
includes taxes & fees
26 Jum. I - 27 Jum. I
The Putney Inn
Exterior
The White House Inn
3.5 star property
9.2 out of 10, Wonderful, (178)
"Very pleasantly surprised. The staff was very friendly and helpful. They accommodated all of our needs."
The price is SAR 577
SAR 1,141 total
includes taxes & fees
26 Jum. I - 27 Jum. I
The White House Inn
Exterior
Best Western Springfield Hotel
2.5 star property
8.8 out of 10, Excellent, (683)
"Clean, comfortable and up to date."
The price is SAR 604
SAR 659 total
includes taxes & fees
30 Jum. I - 31 Jum. I
Best Western Springfield Hotel
Exterior
Hampton Inn Bennington
2.5 star property
8.6 out of 10, Excellent, (871)
"Serviceable. Clean, consistent with other Hampton inn properties. Friendly, responsive staff."
The price is SAR 603
SAR 657 total
includes taxes & fees
9 Jum. II - 10 Jum. II
Hampton Inn Bennington
Exterior
Vikings Villages
2.0 star property
10.0 out of 10, Exceptional, (53)
"What a unique experience. Do be aware that food options are a couple of miles away. If you come prepared, knowing that, you will have an unbelievable experience."
The price is SAR 1,313
SAR 1,513 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Vikings Villages
Exterior
Windham Hill Resort
3.0 star property
8.2 out of 10, Very Good, (27)
"We stayed in the 8-room converted barn. The room very large and a pleasant surprise featuring a great view, soaking tub in the living area, gas fireplace, and a very comfortable king bed. I would give Windham Hill Inn five stars, but I deducted a star because of a clogged bathroom sink, a difficult to control HVAC system, and live and dead bugs in the room. Although somewhat dated, the room was spectacular for the price. "
The price is SAR 647
SAR 705 total
includes taxes & fees
26 Jum. I - 27 Jum. I
Windham Hill Resort
Exterior
Riverside Hotel, Ascend Hotel Collection
2.5 star property
9.6 out of 10, Exceptional, (503)
"Nice clean large rooms, public space. No food, snacks (that I could find) but good coffee and tea in the AM. Accomodating staff. Would stay again. "
The price is SAR 571
SAR 619 total
includes taxes & fees
24 Jum. II - 25 Jum. II
Riverside Hotel, Ascend Hotel Collection
Exterior
Econo Lodge Brattleboro
2.0 star property
5.8 out of 10, (486)
"Clean quiet and affordable place with a friendly staff. Small critique: put a small shelf in the shower for shampoo/soap etc. "
The price is SAR 371
SAR 408 total
includes taxes & fees
26 Jum. I - 27 Jum. I
Econo Lodge Brattleboro
Exterior
Best Western Bennington
2.5 star property
7.8 out of 10, Good, (705)
"Converted motel but nicely done"
The price is SAR 447
SAR 487 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Best Western Bennington
Front of property
Stone Hearth Inn and Eatery
2.0 star property
9.2 out of 10, Wonderful, (49)
"Such a great little Inn here in Vermont. "
The price is SAR 874
SAR 953 total
includes taxes & fees
26 Jum. I - 27 Jum. I
Stone Hearth Inn and Eatery
Front of property
Bennington Motor Inn
2.0 star property
7.6 out of 10, Good, (410)
"Great stay at Bennington Motor Inn! "
The price is SAR 596
SAR 650 total
includes taxes & fees
25 Jum. I - 26 Jum. I
Bennington Motor Inn
Exterior
The Inn At Quail Run
2.5 star property
9.0 out of 10, Wonderful, (59)
"Had charm that you don't find anymore. And the owners were friendly and communicative. "
The price is SAR 656
SAR 722 total
includes taxes & fees
27 Jum. I - 28 Jum. I
The Inn At Quail Run
Restaurant
Bromley View Inn
3.5 star property
9.2 out of 10, Wonderful, (312)
"Nice family oriented motel "
Bromley View Inn
Front of property
Vantage Point Villas at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (59)
"Very comfortable condo near the Stratton Mountain lifts. Very comfortable beds, lots of extra bedding. We would definitely stay here again. "
The price is SAR 919
SAR 1,092 total
includes taxes & fees
26 Jum. I - 27 Jum. I
Vantage Point Villas at Stratton Mountain Resort
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See all available properties in Windham County
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.

Frequently asked questions

How much do hotels in Windham County cost?
The season and factors like Christmas, Easter and school holidays can affect the price of a hotel in Windham County. You can find cheap options from SAR82 in a few different ways on Expedia. First, enter the dates you’d like to get away, then use the filters like amenities and property type to narrow your search. You can also sort by price, so the most affordable options appear at the top.
When is the best time to go to Windham County?
Here are some facts that might help you decide when to travel: Windham County has a humid continental climate. The summer months are between June and August. If you prefer to go during this season, you can expect average temperatures to range from 12ºC to 24ºC. The best time to plan a visit to Windham County depends on what you want to get out of your vacation.
How can I find cheap hotels in Windham County?
Windham County cheap hotels start at SAR82 per night. To find these types of wallet-friendly options, make use of our “Price per night” filter. Like some other tips? Be flexible with your dates and book ahead of time. Browse our cheap hotels in Windham County page for bargains that are hard to resist.
What are the best hotels in Windham County for families?
Pack your bags (and the kids!) and get ready for an action-packed getaway at one of our top family-friendly properties in Windham County. Located in South Londonderry, Charming And Private Farm House is an excellent pick. A playground and a nearby beach are two of the amenities here. Or chill out with the fam at Three Mountain Inn. You can also find your ideal stay by clicking on the “Family friendly” box in the “Traveler experience” section of our handy filters.
Why should I book my Windham County hotel with Expedia?
Amazing prices on Windham County hotels are just the start of the reasons to book with Expedia. Become an Expedia Rewards member for free today and earn points on every eligible booking, along with fantastic membership perks. We’re talking instant savings of 10% or more on over 100,000 hotels worldwide! Plus, most of our hotels feature free cancellation, so you can lock in the escape of your dreams without having to worry about your plans changing.

Recent reviews of Windham County hotels
Expedia verified reviews

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

5/5 Excellent
Walk to Mountain, Nice Unit at Stratton Villag
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
A verified traveler stayed at Long Trail House at Stratton Mountain Resort
Posted 1 day ago
Long Trail House at Stratton Mountain Resort