A wooden covered bridge over a river with stone walls on either side.

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

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Windham County hotels

1. 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, (327 reviews)
"We went for a wedding and couldn’t have been happier with our stay."
United States
Kevin
The price is AED 580
AED 694 total
includes taxes & fees
11 Nov - 12 Nov
Grand Summit Resort, A Vail Resorts Property

2. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (154 reviews)
"Absolutely loved our stay here! Everything here was clean and had a super cozy atmosphere! Truly the perfect little place to spend a few days to relax in the mountainside! We also loved that there were vending machines in lobby and free water and coffee in the lounge area! Definitely would stay here again!!"
United States
Chase
The price is AED 337
AED 370 total
includes taxes & fees
5 Nov - 6 Nov
Hideaway Inn Mt. Snow

3. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.4 out of 10, (113 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
The price is AED 314
AED 345 total
includes taxes & fees
5 Nov - 6 Nov
Colonial Motel

4. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (221 reviews)
"Welcoming host with great customer service"
United States
Alfred
The price is AED 634
AED 697 total
includes taxes & fees
29 Nov - 30 Nov
Big Bears Lodge

5. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (258 reviews)
"Great place to stay."
United States
Cecil
The price is AED 688
AED 803 total
includes taxes & fees
5 Nov - 6 Nov
Vikings Villages Resort

6. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.8 out of 10, Good, (1,003 reviews)
"Great place to stay"
United States
Joseph
The price is AED 514
AED 622 total
includes taxes & fees
5 Nov - 6 Nov
The Black Bear Lodge at Stratton Mountain Resort

7. Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.2 out of 10, Very good, (279 reviews)
"Great place to hang your hat for the evening."
United States
TYLER
The price is AED 338
AED 372 total
includes taxes & fees
5 Nov - 6 Nov
Valley Craft Ales

8. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (1,000 reviews)
"Hotel was great with extremely helpful, engaging and friendly staff."
United States
Erik
The price is AED 400
AED 440 total
includes taxes & fees
9 Nov - 10 Nov
Latchis Hotel

9. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (392 reviews)
"Excellent hospitality, room, beds, linens, dinner and scenery."
United States
Teresa
The price is AED 629
AED 692 total
includes taxes & fees
5 Nov - 6 Nov
The White House Inn

10. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,000 reviews)
"Great location and wonderful staff! I love staying here every year!"
United States
Kristen
The price is AED 309
AED 340 total
includes taxes & fees
8 Nov - 9 Nov
The Putney Inn

11. Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (141 reviews)
"Very clean place with nice and helpful staff."
United States
Kenneth
The price is AED 462
AED 508 total
includes taxes & fees
5 Nov - 6 Nov
Inn At Mount Snow

12. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,000 reviews)
"Room was very clean and check in was excellent"
United States
Faith
The price is AED 415
AED 457 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Brattleboro

13. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (842 reviews)
"If you are looking for a clean place to rest your head for the night this place is it!"
United States
Cara
The price is AED 224
AED 246 total
includes taxes & fees
5 Nov - 6 Nov
Travelodge by Wyndham Brattleboro VT

14. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,001 reviews)
"Good location. About what one might expect in a budget motel."
United States
Rick
The price is AED 304
AED 334 total
includes taxes & fees
5 Nov - 6 Nov
The Covered Bridge Inn

15. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (895 reviews)
"Very nice staff and enjoyed my stay."
United States
Charlene
The price is AED 404
AED 445 total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Brattleboro I-91

16. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (714 reviews)
"Beds and bedding were super comfy but the room itself was rather small and dated."
United States
Lynne
The price is AED 342
AED 392 total
includes taxes & fees
8 Nov - 9 Nov
The Upper Pass Lodge at Magic Mountain

17. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (233 reviews)
"Love the Nordik style accommodations and very comfortable bed!"
United States
Debi
The price is AED 436
AED 592 total
includes taxes & fees
5 Nov - 6 Nov
Otherland Hotel

18. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,002 reviews)
"Stayed one night. Staff was very friendly. Clean rooms, easy parking, nice breakfast."
United States
Timothy
The price is AED 529
AED 582 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG

19. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (126 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
The price is AED 547
AED 602 total
includes taxes & fees
5 Nov - 6 Nov
Blue Gentian Lodge at Magic Mountain

20. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (530 reviews)
"The front desk were very helpful"
United States
Ron
The price is AED 377
AED 414 total
includes taxes & fees
9 Nov - 10 Nov
Black Mountain 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:13 Nov - 15 Nov

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

  • Thrilling Ski Resorts: Windham County is known for its exceptional ski resorts, catering to both beginners and experienced skiers.
  • Scenic Outdoor Adventures: The county offers stunning landscapes for hiking, fishing, and exploring national parks, lakes, and dams.
  • Charming Local Culture: Visitors can immerse themselves in the welcoming atmosphere of the quaint town of Windham and its historic district.
  • Diverse Accommodation Options: From budget-friendly stays to luxury lodgings, there's something for every traveler.
  • Family-Friendly Activities: Windham County provides plenty of options for family enjoyment, making it perfect for all ages.

Find great hotels in Windham County

Windham County, Vermont offers a diverse selection of lodging options, from charming agritourism properties to comfortable hotels. Whether you're seeking an adventurous getaway, a family-friendly atmosphere, or a pet-friendly retreat, you'll find accommodations that cater to your needs. Explore vacation homes and popular areas like East Dover, as well as various hotel services designed to enhance your stay in this picturesque region.

  • Colonial Motel And Spa: Experience a blend of comfort and adventure at the Colonial Motel And Spa, a 3-star lodging nestled in the scenic Windham County. This family-friendly motel is tailored for travelers seeking both relaxation and outdoor activities. Guests can enjoy a variety of adventure sports like hiking, snowboarding, and snowshoeing, all within close proximity. The property also provides essential amenities for children, including a First Aid Kit and window guards for safety. Whether you're on a business trip or a family vacation, this hotel offers a well-rounded experience.
  • The Covered Bridge Inn: Ideal for budget-conscious travelers, The Covered Bridge Inn presents a cozy, no-frills lodging experience in Windham County. This hotel is perfect for those eager to explore the great outdoors with activities such as rafting, snowboarding, and hiking readily available nearby. It offers essential amenities for a comfortable stay while maintaining a focus on adventure and leisure. With its friendly atmosphere and convenient location, you can easily immerse yourself in the natural beauty of Vermont.
  • Hampton Inn Brattleboro: The Hampton Inn Brattleboro stands out with its pet-friendly policy and high guest rating of 8.2 out of 10. This budget-friendly hotel is ideal for travelers who wish to bring their furry companions along on their journey. Offering a variety of amenities, including services for pets and a welcoming environment, it caters to both business and leisure guests. With a focus on comfort and convenience, the Hampton Inn ensures a pleasant stay while you explore the charming surroundings of Windham County.

Where to stay in Windham County

Windham County, Vermont, offers a perfect blend of adventure and relaxation, making it an ideal destination for families and outdoor enthusiasts alike. Explore the charming town of Windham, where friendly locals create a welcoming atmosphere. With options ranging from budget-friendly accommodations to luxury stays, visitors can enjoy skiing, sports, and the tranquility of nature. Whether you're seeking excitement or a peaceful retreat, Windham County has something for everyone.

  • West Dover: Nestled in the picturesque Windham County, West Dover is a haven for outdoor enthusiasts, particularly during the winter months. Known for its ski resorts and adventure sports, this charming town attracts a steady stream of visitors from January to March. Beyond skiing, adventurers can explore nearby lakes and mountains or venture into the scenic national state park. The vibrant community offers cozy lodgings and delightful dining options, making it an ideal base for those seeking both relaxation and adventure in a stunning natural setting.
  • Wilmington: Wilmington is a delightful town located in the heart of Windham County, attracting visitors year-round with its blend of outdoor activities and charming local culture. While its peak tourist season occurs in July and September to October, Wilmington maintains a steady flow of travelers looking for thrilling ski experiences and summer adventures. With its proximity to lakes, mountains, and state parks, Wilmington is perfect for hiking, skiing, and enjoying nature's beauty. The town also features quaint shops and eateries, ensuring a comprehensive Vermont experience.
  • Londonderry: Londonderry is a welcoming community in Windham County that boasts both seasonal charm and year-round appeal. With peak travel times in January, July, and September, visitors flock to this area for skiing and outdoor adventures. The town's stunning landscapes, featuring majestic mountains and serene lakes, provide ample opportunities for exploration and relaxation. Londonderry's local attractions, including ski resorts and national parks, make it an excellent destination for those seeking adventure and a taste of Vermont's natural beauty.

Things to do in Windham County

Shopping

In Windham County, visit the Brattleboro Farmers’ Market for local crafts and fresh produce. For unique gifts, check out the local shops in downtown Brattleboro, where you can find handmade items and souvenirs that reflect the region's charm and creativity.

Recreation

At the Good Commons Retreat, unwind in cozy accommodations surrounded by nature. Enjoy yoga classes, rejuvenating massages, and farm-to-table meals. For outdoor enthusiasts, explore nearby hiking trails and tranquil lakes, perfect for kayaking or simply soaking in the scenic beauty of Windham County.

Adventure

Explore the scenic beauty of Windham County by hiking the Appalachian Trail, where breathtaking views await. For thrill-seekers, experience zip-lining at Mount Snow, soaring through the treetops. In winter, enjoy skiing or snowboarding at Stratton Mountain, offering diverse trails for all skill levels.

Nightlife

Experience the lively nightlife of Windham County at the vibrant The Root Social House, where local music fills the air. For a relaxed evening, enjoy craft beers and casual bites at the popular Whetstone Station Restaurant and Brewery, offering stunning views of the Connecticut River.

*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 an ideal destination for ski and adventure enthusiasts, offering attractions like national parks, lakes, and dams. Visitors can immerse themselves in local culture and enjoy family-friendly activities. Key points of interest include the historic Windham Village District and the county courthouse. For those looking to explore beyond the county, nearby New Hampshire offers additional attractions, making it a perfect spot for outdoor adventures and cultural experiences.

  • Scott Farm Orchard: Experience the charm of this historic orchard, known for its diverse fruit varieties and scenic landscapes. Enjoy seasonal fruit picking, farm tours, and local produce, all set against the picturesque backdrop of Vermont’s countryside.
  • Hunter Gallery of Fine Art: Immerse yourself in the vibrant local art scene at this gallery, which features a range of contemporary works from regional artists. The gallery’s cultural ambiance invites exploration and inspiration.
  • Brattleboro Common: This urban park offers a welcoming space for families and outdoor enthusiasts. Enjoy recreational activities, community events, and leisurely strolls amidst beautiful landscaping, providing a lively escape in the heart of the city.

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 AED 246 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 AED 246 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!

Explore a world of travel with Expedia