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Top Cities in Windham County

HotelsHotels

Brattleboro

Brattleboro

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Top Hotels in Windham County

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 CA $134
CA $148 total
includes taxes & fees
May 27 - May 28
Colonial Motel And Spa
Restaurant
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 CA $97
CA $107 total
includes taxes & fees
May 27 - May 28
The Upper Pass Lodge at Magic Mountain
Lobby
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 CA $208
CA $229 total
includes taxes & fees
May 27 - May 28
Hampton Inn Brattleboro
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Reception
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 CA $143
CA $157 total
includes taxes & fees
May 27 - May 28
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 CA $149
CA $163 total
includes taxes & fees
May 28 - May 29
The Putney Inn
Balcony view
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 CA $211
CA $418 total
includes taxes & fees
May 26 - May 27
The White House Inn
Lobby
Best Western Springfield Hotel
2.5 star property
8.8 out of 10, Excellent, (683)
"Clean, comfortable and up to date."
The price is CA $231
CA $252 total
includes taxes & fees
May 28 - May 29
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 CA $220
CA $240 total
includes taxes & fees
Jun 9 - Jun 10
Hampton Inn Bennington
Deluxe Chalet
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 CA $549
CA $640 total
includes taxes & fees
Jun 2 - Jun 3
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 CA $224
CA $245 total
includes taxes & fees
Jun 4 - Jun 5
Windham Hill Resort
Select Comfort beds, in-room safe, desk, blackout drapes
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 CA $209
CA $227 total
includes taxes & fees
Jun 24 - Jun 25
Riverside Hotel, Ascend Hotel Collection
View from room
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 CA $136
CA $149 total
includes taxes & fees
May 26 - May 27
Econo Lodge Brattleboro
In-room safe, blackout drapes, iron/ironing board
Best Western Bennington
2.5 star property
7.8 out of 10, Good, (705)
"Converted motel but nicely done"
The price is CA $163
CA $178 total
includes taxes & fees
Jun 9 - Jun 10
Best Western Bennington
Room
Bennington Motor Inn
2.0 star property
7.6 out of 10, Good, (410)
"Great stay at Bennington Motor Inn! "
The price is CA $175
CA $191 total
includes taxes & fees
May 27 - May 28
Bennington Motor Inn
Seasonal outdoor pool
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 CA $240
CA $264 total
includes taxes & fees
May 27 - May 28
The Inn At Quail Run
Lounge
Bromley View Inn
3.5 star property
9.2 out of 10, Wonderful, (312)
"Its a nice adventure to experience how a new way to accomodate the clients by self-serve from checking in to checking out. The room is clean and comfortable."
Bromley View Inn
Outdoor dining
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 CA $332
CA $402 total
includes taxes & fees
Jun 9 - Jun 10
Vantage Point Villas at Stratton Mountain Resort
Lobby lounge
The Lodge at West River
2.5 star property
9.6 out of 10, Exceptional, (165)
"We stayed to see the eclipse the next day in Peacham VT. We wanted to be away from the crowds. We had cinnamon raisin toast and oatmeal for a quick breakfast. The room was clean and and fresh smelling as a non-smoking room. The bathroom was clean , the beds were comfortable, the hotel was quite and peaceful at night. TV was great with our Netflix account. The front desk staff was very courteous and polite and helpful with info about nearby events and services. All said it was a great stay."
The price is CA $175
CA $191 total
includes taxes & fees
Jun 22 - Jun 23
The Lodge at West River
Exterior
Seesaw's Lodge
4.0 star property
9.6 out of 10, Exceptional, (9)
"Beautiful location and lodge. Rooms were great. Showers were amazing!! Didn’t know restaurant was closed on Sundays. And therefore there were no other guests at the lodge. Had the whole place to ourselves. "
The price is CA $264
CA $288 total
includes taxes & fees
Jun 5 - Jun 6
Seesaw's Lodge
Smart TV, books
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
9.8 out of 10, Exceptional, (28)
"Super clean and tidy. Good location with 5 nearby ski mountains. The listing does not state that the indoor fireplace can not be used; so we were disappointed to discover that on arrival."
The price is CA $546
CA $1,507 total
includes taxes & fees
May 25 - May 26
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
Don't see what you're looking for?
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.

Windham County Travel Info

Best cities to visit
Stratton, Londonderry and Wilmington
Hotels with skiing
1,273
Number of hotels
585
Lowest price
CA $97
Highest price
CA $549
Top attractions
Magic Mountain Ski Resort, Viking Nordic Center and The Ledge

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 CA $97 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 CA $97 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 in Windham County
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 traveller stayed at Long Trail House at Stratton Mountain Resort
Posted 2 days ago
Long Trail House at Stratton Mountain Resort