Search Windham County Hotels

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Cities in Windham County

HotelsHotels

Brattleboro

Brattleboro

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top Hotels in Windham County

Exterior
Colonial Motel And Spa
3.0 star property
7.0 out of 10, Good, (1002)
"Nice motel, room was in good condition and clean. I didn’t try the pool. "
The price is CA $134
CA $147 total
includes taxes & fees
May 28 - May 29
Colonial Motel And Spa
Restaurant
The Upper Pass Lodge at Magic Mountain
2.5 star property
8.4 out of 10, Very good, (556)
"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 $102
CA $112 total
includes taxes & fees
May 28 - May 29
The Upper Pass Lodge at Magic Mountain
Lobby
Hampton Inn Brattleboro
2.5 star property
8.4 out of 10, Very good, (902)
"Good value, close to town"
The price is CA $204
CA $225 total
includes taxes & fees
Jun 3 - Jun 4
Hampton Inn Brattleboro
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Reception
Travelodge by Wyndham Brattleboro VT
2.5 star property
6.0 out of 10, (626)
"The property is clean and well maintained "
The price is CA $143
CA $157 total
includes taxes & fees
May 28 - May 29
Travelodge by Wyndham Brattleboro VT
Exterior
The Putney Inn
2.5 star property
8.2 out of 10, Very good, (908)
"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 $162 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 $198
CA $401 total
includes taxes & fees
Jun 10 - Jun 11
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 $245
CA $267 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, (874)
"Not many things to do. "
The price is CA $220
CA $239 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 $465
CA $543 total
includes taxes & fees
May 28 - May 29
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 $223
CA $244 total
includes taxes & fees
Jun 9 - Jun 10
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)
"What a lovely hotel, with the beautiful Connecticut River right next to it. I stayed for six nights and loved waking up to that pretty view. Pleasant and attentive staff, provided recommendations for dining when asked. Bed was comfortable for a nice sleep. Clean room and premises. Highly recommend it. "
The price is CA $208
CA $226 total
includes taxes & fees
Jun 25 - Jun 26
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 $135
CA $149 total
includes taxes & fees
May 28 - May 29
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 2 - Jun 3
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 $193
CA $211 total
includes taxes & fees
Jun 9 - Jun 10
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 $239
CA $263 total
includes taxes & fees
May 28 - May 29
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 $331
CA $401 total
includes taxes & fees
May 29 - May 30
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 $174
CA $190 total
includes taxes & fees
Jun 25 - Jun 26
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 $277
CA $302 total
includes taxes & fees
Jun 4 - Jun 5
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 $545
CA $1,505 total
includes taxes & fees
May 28 - May 29
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 $102
Highest price
CA $545
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 $102 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 $102 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

Colonial Motel And Spa

Colonial Motel And Spa

5/5 Excellent
"Nice motel, room was in good condition and clean. I didn’t try the pool. "
A verified traveller stayed at Colonial Motel And Spa
Posted 2 days ago
Colonial Motel And Spa