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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, (277 reviews)
"Excellent stay, looking forward to visiting again!"
United States
Jordyn C
The price is SARĀ 575
SARĀ 688 total
includes taxes & fees
23 Jun - 24 Jun
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 SARĀ 647
SARĀ 712 total
includes taxes & fees
28 Jun - 29 Jun
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 SARĀ 439
SARĀ 483 total
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn Brattleboro

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.8 out of 10, Excellent, (105 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
The price is SARĀ 376
SARĀ 414 total
includes taxes & fees
22 Jun - 23 Jun
Hideaway Inn Mt. Snow

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (198 reviews)
"Place was amazing. Can’t wait to come back. "
United States
Jeff
The price is SARĀ 642
SARĀ 749 total
includes taxes & fees
28 Jun - 29 Jun
Vikings Villages Resort

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (906 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 SARĀ 483
SARĀ 531 total
includes taxes & fees
22 Jun - 23 Jun
Latchis Hotel

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,002 reviews)
"Perfect for an overnight!"
United States
Lori
The price is SARĀ 368
SARĀ 405 total
includes taxes & fees
28 Jun - 29 Jun
The Putney Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.0 out of 10, Wonderful, (326 reviews)
"The hotel was beautiful and the staff was amazing!"
United States
kathleen
The price is SARĀ 740
SARĀ 814 total
includes taxes & fees
25 Jun - 26 Jun
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 SARĀ 486
SARĀ 535 total
includes taxes & fees
22 Jun - 23 Jun
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, (996 reviews)
"Amazing hotel"
United States
Luis
The price is SARĀ 510
SARĀ 617 total
includes taxes & fees
21 Jun - 22 Jun
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, (224 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 SARĀ 479
SARĀ 527 total
includes taxes & fees
22 Jun - 23 Jun
Valley Craft Ales

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (648 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is SARĀ 267
SARĀ 294 total
includes taxes & fees
29 Jun - 30 Jun
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, (819 reviews)
"Perfectly comfortable and convenient for us, and the complimentary breakfast buffet was better than most!"
United States
Bonnie
The price is SARĀ 424
SARĀ 466 total
includes taxes & fees
2 Jul - 3 Jul
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 SARĀ 456
SARĀ 497 total
includes taxes & fees
22 Jun - 23 Jun
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 SARĀ 421
SARĀ 463 total
includes taxes & fees
28 Jun - 29 Jun
Chalet 239

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
4.6 out of 10, (4 reviews)
"For the price this was a nice place to stay passing through Brattleboro. Everything was fine until an employee, without knocking, just unlocked our door and walked in at 10:40am and said ā€œCheck outā€. Someone could have been dressing. We felt very rushed even though checkout was 11am. It took a lot of restraint to not verbally lay into the guy. Just make sure your extra locks are secured."
United States
Joshua
The price is SARĀ 270
SARĀ 297 total
includes taxes & fees
21 Jun - 22 Jun
Colonial Motel

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (494 reviews)
"Bed was comfy. Room was clean. "
United States
Katherine
The price is SARĀ 523
SARĀ 575 total
includes taxes & fees
21 Jun - 22 Jun
Black Mountain Inn

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (776 reviews)
"Good value!"
United States
Brian
The price is SARĀ 314
SARĀ 346 total
includes taxes & fees
6 Jul - 7 Jul
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 SARĀ 533
SARĀ 586 total
includes taxes & fees
2 Jul - 3 Jul
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, (437 reviews)
"Beautiful old inn Great Staff"
United States
Elizabeth A
The price is SARĀ 559
SARĀ 610 total
includes taxes & fees
29 Jun - 30 Jun
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 inĀ Windham County, VT

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Top Windham County Hotel Reviews

Guide to exploring around Windham County

Top reasons to visit Windham County

  • Thrilling Ski Resorts: Windham County is a paradise for ski enthusiasts, featuring renowned ski resorts and diverse slopes for all skill levels.
  • Scenic Natural Landscapes: Experience the breathtaking beauty of Vermont's lakes, dams, and picturesque towns, perfect for outdoor adventures.
  • Rich Cultural Heritage: Explore the historic Windham Village District and learn about local traditions at the county courthouse.
  • Family-Friendly Activities: Enjoy a variety of activities suitable for all ages, ensuring memorable experiences for families.
  • Diverse Accommodation Options: Choose from family-friendly hotels to unique agritourism stays, catering to every traveler's needs.

Find great hotels in Windham County

Discover the diverse lodging options in Windham County, Vermont, where adventure meets comfort. Whether you’re seeking family-friendly hotels, pet-friendly accommodations, or unique agritourism properties, this region offers something for every traveler. Enjoy a memorable vacation surrounded by stunning landscapes and a welcoming atmosphere, with easy access to outdoor activities and local attractions. Windham County is ready to provide an unforgettable getaway experience for you and your loved ones.

  • Colonial Motel And Spa: The Colonial Motel And Spa is a charming 3-star lodging that captures the essence of adventure and family fun in Windham County. This property is ideal for those seeking both excitement and relaxation, featuring a range of outdoor activities such as mountain biking, snowboarding, and hiking nearby. Families will appreciate the dedicated children's amenities, including sledding opportunities and safety features like window guards. With a pet-friendly policy, the motel welcomes dogs and service animals, ensuring your furry friends can join in on the vacation experience.
  • Hampton Inn Brattleboro: The Hampton Inn Brattleboro offers a budget-friendly stay with a welcoming atmosphere, perfect for business travelers and pet owners alike. With a solid guest rating of 8.2 out of 10, this hotel combines comfort and convenience, making it a popular choice in Windham County. Its pet policy allows both dogs and cats, ensuring furry companions are accommodated. Business guests will find essential amenities that support their needs, while the cozy environment invites relaxation after a busy day.
  • The Black Bear Lodge at Stratton Mountain Resort: The Black Bear Lodge at Stratton Mountain Resort is a delightful 3-star destination for winter sports enthusiasts and families. Nestled in the picturesque landscape of Windham County, this resort provides easy access to ski lifts and shuttles, making it a great choice for winter adventures. Families can enjoy amenities such as a game room and supervised childcare services, ensuring everyone has a memorable experience. The lodge combines a rustic charm with modern comforts, catering to both ski lovers and those seeking a family-friendly atmosphere.

Where to stay in Windham County

Windham County, Vermont, offers a delightful mix of adventure and relaxation for travelers. From the charming town of Windham to the scenic landscapes, visitors can enjoy ski slopes, outdoor sports, and family-friendly activities. The region's warm atmosphere and friendly locals make it a perfect getaway, catering to both budget-conscious and luxury travelers. Whether you seek thrilling adventures or a peaceful retreat, Windham County is an ideal destination for an unforgettable vacation experience.

  • Mount Snow Valley: Nestled in the scenic landscape of Windham County, Mount Snow Valley is a popular destination for both adventure seekers and nature lovers. Its stunning valley features make it an ideal spot for skiing and other outdoor sports, especially during peak seasons in February, August, and October. The area boasts a variety of ski resorts and fields, ensuring an exhilarating experience for winter sports enthusiasts. Additionally, visitors can explore local landmarks such as serene lakes and national state parks, perfect for hiking and enjoying breathtaking views year-round.
  • West River Trail: The West River Trail offers a picturesque escape into Vermont's natural beauty, making it a favorite among outdoor enthusiasts and couples seeking a romantic getaway. This local route is perfect for cycling, allowing travelers to immerse themselves in the stunning scenery of the area. Peak travel times align with February, August, and October, where visitors can enjoy the trail's tranquil ambiance and explore nearby attractions, including beautiful lakes, historic monuments, and fascinating historic places. The West River Trail is a must-visit for anyone looking to connect with nature.
  • West Dover: As a charming city within Windham County, West Dover attracts visitors looking for adventure and sports, particularly during the winter months from January to March. The city is well-known for its ski resorts and fields, offering a fantastic winter getaway. Beyond skiing, West Dover is surrounded by stunning natural landmarks, including lakes and mountains, as well as the expansive national state park. With moderate seasonal variations in visitor numbers, this city provides a welcoming atmosphere for families and adventure seekers alike.

Things to do in Windham County

Shopping

In Windham County, visit the Brattleboro Food Co-op for local produce and artisan goods. Explore the charming shops in downtown Brattleboro, like the Vermont Country Store, where you can find unique gifts and souvenirs. For more options, head to the Dover Plaza, featuring various retail shops and eateries.

Recreation

Experience rejuvenation at the Newfane Inn, where you can enjoy serene surroundings, massage therapies, and wellness-focused cuisine. For outdoor activities, explore the scenic trails of the Green Mountain National Forest, offering hiking and breathtaking views that invite relaxation and connection with nature.

Adventure

Stratton Mountain offers exhilarating skiing and snowboarding in winter, while summer invites hiking and mountain biking on scenic trails. The West River Trail provides a picturesque route for walking and biking along the river, showcasing the beauty of the surrounding wilderness.

Nightlife

Explore the lively atmosphere at The Anchor in Brattleboro for a range of craft beers and casual bites. For a unique experience, visit the Bellows Falls Opera House for live performances and events that showcase local talent, providing a glimpse into the vibrant culture of Windham County.

*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, offers a fantastic blend of adventure and culture, perfect for skiing and outdoor sports enthusiasts. Visitors can explore local attractions like the historic Windham Village District, enjoy scenic views at nearby lakes and dams, and delve into the county's rich heritage at the county courthouse. This destination is ideal for families seeking memorable experiences amidst nature and culture.

  • Brattleboro Common: This charming urban park offers a peaceful retreat in the heart of Brattleboro. Enjoy family-friendly activities, scenic walking paths, and vibrant local events. The park’s outdoor vibes make it an ideal spot for relaxation and socializing with locals.
  • Lake Raponda: A picturesque lake surrounded by lush scenery, Lake Raponda is perfect for a romantic getaway or a day of outdoor fun. The beach area invites sunbathing and swimming, while the tranquil views provide a serene backdrop for picnics and leisurely strolls.
  • Jamaica State Park: This national park is a haven for adventure seekers, featuring hiking trails and stunning landscapes. Explore the diverse natural beauty, from rushing rivers to serene forests, making it a fantastic spot for outdoor enthusiasts and nature lovers alike.

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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 SARĀ 294 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 12ĀŗC to 24ĀŗC. 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 SARĀ 294 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.