Find & Book the Best Hotels in Windham County for 2025

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!

Compare 1,331 hotels in Windham County with room rates, reviews, and availability. Most hotels are fully refundable.

Experience the charm of The Covered Bridge Inn, nestled in a lush setting with a welcoming atmosphere.

"Very comfortable and affordable room for late night traveling and just needing a place to rest before hitting the road again. "

₩120,404 total

includes taxes & fees

Jul 23 - Jul 24

Colonial Motel features a traditional design with a brick chimney and metal roof.

"The pool and spa is great. Building is ran down but rooms are clean and tidy. Would book again just for the fact you get access to their pools and spa. "

₩149,137 total

includes taxes & fees

Jul 23 - Jul 24

Relax in two comfortable rocking chairs by a crackling fire pit surrounded by a serene landscape.

"Very nice being right on the mountain. "

₩234,139 total

includes taxes & fees

Aug 20 - Aug 21

Enjoy a casual dining experience with a focus on comfort and convenience in our kitchen area.

"Great place for a quick over night stay. "

₩192,538 total

includes taxes & fees

Aug 3 - Aug 4

Cozy living area with a stone fireplace, comfortable seating, and a bookshelf with plants.

"Great location"

₩142,447 total

includes taxes & fees

Jul 27 - Jul 28

Cross a historic bridge surrounded by lush greenery and a well-manicured lawn.

"Great location, amazing history and architecture."

₩212,073 total

includes taxes & fees

Jul 23 - Jul 24

Relax in our inviting lobby, featuring a seating area with sofas and a reception desk with amenities.

"Great place for a quick stay with my son on the way to Maine. "

₩200,748 total

includes taxes & fees

Jul 23 - Jul 24

Welcome to The Putney Inn, a restaurant and motel with a warm and inviting sign.

"Certainly convenient, right off 91."

₩164,049 total

includes taxes & fees

Jul 27 - Jul 28

Swimmers can enjoy a refreshing dip in the pool, surrounded by a stone wall.

"The staff was amazing and accommodating. Especially Noah!"

₩242,479 total

includes taxes & fees

Jul 23 - Jul 24

Check the time from the central clock tower and enjoy a convenient entrance with a covered porch.

"Staff was lovely and room was clean. Also enjoyed a nice bath in the tub after my legs hurt from hiking and swinning, Great stay for the price and close to then wonderful nature of Brattleboro. Would definitely stay again."

₩182,431 total

includes taxes & fees

Jul 31 - Aug 1

Welcome to our reception area, where friendly staff are available to assist with your stay. The reception desk offers a computer and telephone for your convenience.

"Quiet, comfortable and dog friendly. Pleasant host at check in"

₩121,757 total

includes taxes & fees

Jul 24 - Jul 25

Enjoy meals at the central table surrounded by comfortable chairs and take in the views of the outdoors through large windows.

"An old mill converted into a brewery with rooms for rent - how could you go wrong?! Stayed here in a hiking a trip. Rooms are small, but for a place to stay while hiking it was perfect"

₩179,100 total

includes taxes & fees

Jul 30 - Jul 31

Cozy room with a brick fireplace, dining area, and kitchenette.

"Very friendly staff. Enjoyed my stay."

₩117,697 total

includes taxes & fees

Jul 29 - Jul 30

Step up to the wooden staircase and enjoy the view from the window, then gather around the dining table for a meal.

"We would have love to stay longer!"

₩318,346 total

includes taxes & fees

Aug 5 - Aug 6

Indulge in a variety of dishes, including cheese omelets and sandwiches, at our buffet.

"The nicest Holiday Inn Express I have ever stayed at. Lovely place and super clean."

₩258,441 total

includes taxes & fees

Jul 27 - Jul 28

Two beds with brown bedding and a headboard featuring a telephone and table.

"I felt safe. Room was spacious and clean. "

₩116,283 total

includes taxes & fees

Aug 20 - Aug 21

Relax in a stylish living space with a chandelier, staircase, and comfortable seating areas.

"Perfect Chaet!!! Will definitely come back and highly recommend."

₩210,706 total

includes taxes & fees

Jul 30 - Jul 31

Sit by the fireplace and enjoy a warm moment of relaxation.

"Nice place cozy, great breakfast."

₩258,442 total

includes taxes & fees

Jul 23 - Jul 24

Stunning chandelier suspended above a grand staircase with elegant white columns and arches.

"Beautiful location and gorgeous property. "

₩306,324 total

includes taxes & fees

Jul 23 - Jul 24

Stroll through the serene garden, surrounded by a variety of plants and flowers, a wooden pergola, and a grassy lawn.

"Everything was Awsome friendly staff"

₩239,521 total

includes taxes & fees

Jul 27 - Jul 28

Great weekend hotel deals in Windham County, VT

Showing deals for:Aug 1 - Aug 3

Mount Snow Grand Summit Resort

West Dover

8.6/10Excellent (206 reviews)

5% off

includes taxes & fees

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Top Windham County Hotel Reviews

The Putney Inn

10/10 Excellent

"Nice, quiet spot for a night heading up to camp. Older building but kept clean and comfortable. "

Latchis Hotel

10/10 Excellent

"We have stayed at The Latchis a few times now and it is always a nice place to stay, from the friendly helpful staff to the clean room and amenities. The room we stayed in this time was one we have previously stayed in and it was recently updated with new furniture and it was nice. The location is convenient and very walkable to stores and restaurants in the downtown area. We will definitely be returning to stay at The Latchis again. "

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Frequently asked questions

How much do hotels in Windham County cost?

The season and factors like Easter and school holidays can influence the price of a hotel in Windham County. You can find cheap options from ₩105,712 in a few different ways on Expedia. First, select the dates you'd like to get away, then use the filters like property type and amenities to fine-tune your search. You can also sort by price, so the lowest options appear at the top.

When is the best time to go to Windham County?

If you want to visit in summer, reserve your Windham County hotel between June and August. Temperatures during the summer months here range from 12ºC to 24ºC. Windham County has a humid continental climate, so pack accordingly.

How can I find cheap hotels in Windham County?

Windham County cheap hotels start at ₩105,712 per night. To browse these types of wallet-friendly options, make use of our "Price per night" filter. Like some other tips? Be flexible with your vacation dates and book early. Check out our cheap hotels in Windham County page for deals you won't be able to resist.

What are the best hotels in Windham County for families?

Big Bears Lodge is among the most popular hotels for families, located in Stratton, Windham County. Stay here and take advantage of amenities like a playground and complimentary breakfast. Three Mountain Inn is another favorite property where kiddos are welcome. For more hotel options, fine-tune your search results by clicking on "Family friendly" under the "Traveler experience" filter section.

Why should I book my Windham County hotel with Expedia?

Expedia is your one-stop shop for organising the ultimate holiday experience in Windham County. You'll find a wide variety of hotels to choose from and search filters that make it a breeze to find the stay of your dreams. Worried about your plans changing? Many of our hotels have flexible cancellation policies, so you can book with peace of mind. Get more out of your trip with Expedia Rewards. Join today for free and you can collect points and unlock membership perks. You'll enjoy instant access to Member Prices, which adds up to savings worth 10% or more on select hotels!

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Top Cities in Windham County

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Compare 1,331 hotels in Windham County with room rates, reviews, and availability. Most hotels are fully refundable.

The Covered Bridge Inn

The Covered Bridge Inn

Colonial Motel And Spa