Search Hotels in Windham County

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top Cities in Windham County

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windham County hotels

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
3.0 star property
West Dover
8.6 out of 10, Excellent, (278 reviews)
"Excellent stay, looking forward to visiting again!"
United States
Jordyn C
The price is NT$4,844
NT$5,797 total
includes taxes & fees
Jun 29 - Jun 30
Grand Summit Resort, A Vail Resorts Property

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (214 reviews)
"Place is great and location as well, 5 minutes from Mount Snow."
United States
Matheus
The price is NT$5,448
NT$5,994 total
includes taxes & fees
Jul 6 - Jul 7
Big Bears Lodge

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (996 reviews)
"Clean and professionally-run hotel - would stay again."
United States
Heidi
The price is NT$3,721
NT$4,093 total
includes taxes & fees
Jul 2 - Jul 3
Hampton Inn Brattleboro

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.8 out of 10, Excellent, (106 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
The price is NT$2,824
NT$3,106 total
includes taxes & fees
Jun 25 - Jun 26
Hideaway Inn Mt. Snow

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (199 reviews)
"Place was amazing. Can’t wait to come back. "
United States
Jeff
The price is NT$5,454
NT$6,361 total
includes taxes & fees
Jul 5 - Jul 6
Vikings Villages Resort

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (907 reviews)
"Historic hotel in the heart of downtown, close to everything-- restaurants, galleries, stores, train station. Great location, wonderful staff, movie theater and pub on site!"
United States
Sharon
The price is NT$4,549
NT$5,004 total
includes taxes & fees
Jun 24 - Jun 25
Latchis Hotel

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,003 reviews)
"Perfect for an overnight!"
United States
Lori
The price is NT$3,290
NT$3,619 total
includes taxes & fees
Jun 29 - Jun 30
The Putney Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (328 reviews)
"The hotel was beautiful and the staff was amazing!"
United States
kathleen
The price is NT$7,429
NT$8,172 total
includes taxes & fees
Jul 22 - Jul 23
The White House Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is NT$4,093
NT$4,503 total
includes taxes & fees
Jun 30 - Jul 1
The Covered Bridge Inn

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (997 reviews)
"Amazing hotel"
United States
Luis
The price is NT$4,706
NT$5,694 total
includes taxes & fees
Jun 30 - Jul 1
The Black Bear Lodge at Stratton Mountain Resort

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very Good, (225 reviews)
"Great place for a one night stay to ski near by. Clean room and great pizza in the brewery. "
United States
Laura
The price is NT$4,034
NT$4,437 total
includes taxes & fees
Jul 15 - Jul 16
Valley Craft Ales

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (649 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is NT$2,499
NT$2,749 total
includes taxes & fees
Jun 24 - Jun 25
Econo Lodge Brattleboro South

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (820 reviews)
"Perfectly comfortable and convenient for us, and the complimentary breakfast buffet was better than most!"
United States
Bonnie
The price is NT$3,572
NT$3,929 total
includes taxes & fees
Jul 2 - Jul 3
Comfort Inn & Suites Brattleboro I-91

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (42 reviews)
"The hot tub was so amazing"
United States
Mark
The price is NT$4,122
NT$4,493 total
includes taxes & fees
Jun 24 - Jun 25
Four Columns Inn

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (129 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is NT$4,236
NT$4,659 total
includes taxes & fees
Jul 6 - Jul 7
Chalet 239

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
5.2 out of 10, (7 reviews)
"Smoke detector missing. Toilet seat loose. Lights too dim. No bar soap at the sink. Body wash and conditioner bottle in the bathroom were empty."
United States
Debra
The price is NT$2,274
NT$2,502 total
includes taxes & fees
Jun 24 - Jun 25
Colonial Motel

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (495 reviews)
"Bed was comfy. Room was clean. "
United States
Katherine
The price is NT$4,205
NT$4,626 total
includes taxes & fees
Jun 24 - Jun 25
Black Mountain Inn

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (778 reviews)
"Good value!"
United States
Brian
The price is NT$2,502
NT$2,752 total
includes taxes & fees
Jul 6 - Jul 7
Travelodge by Wyndham Brattleboro VT

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,000 reviews)
"Breakfast was delicious!"
United States
Jean
The price is NT$4,493
NT$4,942 total
includes taxes & fees
Jul 2 - Jul 3
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (439 reviews)
"Beautiful old inn Great Staff"
United States
Elizabeth A
The price is NT$4,706
NT$5,130 total
includes taxes & fees
Jul 2 - Jul 3
Fullerton Inn
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.

Great weekend hotel deals in Windham County, VT

Showing deals for:Jul 3 - Jul 5

Save an average of 15% on thousands of hotels when you're signed in

Top Windham County Hotel Reviews

Guide to exploring around Windham County

Top reasons to visit Windham County

  • Outdoor Adventures: Windham County is a haven for adventure lovers, offering skiing, hiking, and exploration of national parks and scenic lakes.
  • Charming Towns: Visit the quaint town of Windham and the historic Windham Village District for a taste of local culture and hospitality.
  • Family-Friendly Activities: The region is perfect for families, with a variety of outdoor activities and attractions for all ages.
  • Diverse Lodging Options: Enjoy a range of accommodations, from cozy bed and breakfasts to unique agritourism properties.
  • Stunning Landscapes: Experience breathtaking scenery, making it a perfect backdrop for relaxation and adventure alike.

Find great hotels in Windham County

Explore a variety of lodging options in Windham County, Vermont, where adventure awaits. Choose from charming bed and breakfasts to unique agritourism properties that cater to families and pet-friendly travelers. Whether you’re seeking a cozy vacation home or looking into Windham County real estate, you’ll find the perfect spot to unwind and enjoy the breathtaking scenery of this beautiful region.

  • Colonial Motel And Spa: Nestled in the heart of Windham County, Colonial Motel And Spa is a charming 3-star motel ideal for adventurers and families alike. This property offers a variety of on-site and nearby recreational activities, including mountain biking, ice skating, and snowboarding. Families can take advantage of amenities designed for children, such as window guards and a first aid kit. Pet lovers will appreciate its dog-friendly policy, ensuring a seamless vacation experience with their furry companions. With a focus on adventure and family-friendly fun, this motel is a great base for your Vermont exploration.
  • The Covered Bridge Inn: The Covered Bridge Inn is a budget-friendly hotel that caters to those seeking both adventure and business accommodations in Windham County. Located conveniently for outdoor enthusiasts, guests can partake in activities such as hiking, snow tubing, and rafting nearby. This inn offers a cozy and practical stay, making it an excellent choice for travelers looking to balance work with leisure. Its inviting atmosphere and essential amenities provide a comfortable retreat after a day of exploring the stunning Vermont landscape.
  • Hampton Inn Brattleboro: With a solid guest rating of 8.2, Hampton Inn Brattleboro offers a welcoming and pet-friendly environment suited for both business and leisure travelers. This budget-friendly hotel features essential amenities and services that cater to the needs of modern travelers. Guests can enjoy their stay with comfort and convenience, knowing that their pets are welcome too. Whether you're in town for work or a relaxing getaway, Hampton Inn Brattleboro provides a friendly atmosphere and easy access to the beauty of Windham County.

Where to stay in Windham County

Windham County, Vermont, offers a delightful mix of adventure and relaxation, perfect for any traveler. From the charming town of Windham to the scenic landscapes that invite skiing, hiking, and family-friendly activities, there's something for everyone. Experience the warm hospitality of friendly locals, enjoy budget-friendly options, or indulge in a touch of luxury. Whether you're seeking outdoor thrills or peaceful retreats, Windham County is a fantastic destination for your vacation.

  • West Dover: Nestled in the picturesque Windham County, West Dover is a charming destination for outdoor enthusiasts. This city experiences a moderate influx of travelers, particularly peaking from January to March, thanks to its prime skiing opportunities. The nearby ski resorts and fields cater to both novice and experienced skiers, making it an adventure haven. In the warmer months, visitors can explore the stunning landscapes of the nearby national parks, mountains, and lakes, offering a perfect blend of relaxation and excitement.
  • Brattleboro: Located in the heart of Windham County, Brattleboro is a vibrant city that attracts visitors year-round. With its peak travel season from July to September, this destination boasts a rich cultural scene alongside its outdoor activities. Visitors flock here for skiing, as well as the charming galleries, shops, and restaurants that define the local experience. The proximity to beautiful lakes and mountains further enhances the appeal, making it an ideal spot for both adventure seekers and those looking to immerse themselves in local culture.
  • Wilmington: Wilmington is another gem in Windham County, welcoming travelers throughout the year, with peak visits from July to October. Known for its captivating natural beauty, Wilmington offers numerous ski resorts and fields for winter sports enthusiasts. The city is surrounded by breathtaking lakes and mountains, providing a stunning backdrop for various recreational activities. Whether you're skiing in the winter or hiking in the warmer months, Wilmington is a destination where adventure and relaxation coexist harmoniously.

Things to do in Windham County

Shopping

In Windham County, visit the Brattleboro Farmers' Market for local crafts and fresh produce. For a wider selection, check out the Grafton Village Shopping Center, which features quaint shops and unique gifts. These spots offer a charming shopping experience with a taste of local culture.

Recreation

In Windham County, indulge in holistic therapies at the Windham Wellness Center, where you can enjoy yoga classes and massage treatments. Explore the serene landscapes while hiking the scenic trails at Brattleboro Retreat, offering a peaceful environment to rejuvenate your mind and body.

Adventure

In Windham County, explore the thrilling trails of the Green Mountain National Forest for hiking and mountain biking. Experience exhilarating zip-lining at Mount Snow or try your hand at whitewater rafting on the West River for an adrenaline rush amidst stunning landscapes.

Nightlife

Experience the lively nightlife of Windham County at the vibrant Mohawk Tavern, where you can enjoy local brews and live music. For a relaxed evening, check out the cozy ambiance at The Works Bakery Café, perfect for unwinding with friends over delicious coffee and pastries.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Windham County

Windham County, Vermont, is a fantastic destination for ski and adventure enthusiasts, offering a mix of outdoor activities and cultural experiences. Visitors can explore national parks, scenic lakes, and dams, making it perfect for families and outdoor lovers. Don't miss the historic Windham Village District and the county courthouse for a taste of local culture. Whether you're seeking adventure or relaxation, Windham County has something to offer every traveler.

  • Brattleboro Common: Experience the heart of Brattleboro at this vibrant urban park where families gather for picnics, outdoor activities, and community events. Enjoy the scenic views and the lively atmosphere that reflects the local culture and spirit.
  • Lake Raponda: Relax by the serene shores of Lake Raponda, where you can bask in the beauty of nature. Perfect for romantic strolls or sunbathing, the lake offers stunning scenery and opportunities for outdoor activities like swimming and kayaking.
  • Jamaica State Park: Discover adventure in Jamaica State Park, renowned for its breathtaking landscapes and hiking trails. Explore the lush surroundings, enjoy the scenic vistas, and immerse yourself in the outdoors with activities like camping and fishing.

Explore a world of travel with Expedia

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 NT$2,502 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 NT$2,502 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!