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

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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, (284 reviews)
"Excellent stay, looking forward to visiting again!"
United States
Jordyn C
The price is S$239
includes taxes & fees
6 Jul - 7 Jul
Grand Summit Resort, A Vail Resorts Property

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,000 reviews)
"Clean and professionally-run hotel - would stay again."
United States
Heidi
The price is S$185
includes taxes & fees
14 Jul - 15 Jul
Hampton Inn Brattleboro

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (201 reviews)
"Place was amazing. Can’t wait to come back. "
United States
Jeff
The price is S$208
includes taxes & fees
29 Jul - 30 Jul
Vikings Villages Resort

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 S$245
includes taxes & fees
4 Jul - 5 Jul
Big Bears Lodge

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.8 out of 10, Excellent, (111 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
The price is S$118
includes taxes & fees
7 Jul - 8 Jul
Hideaway Inn Mt. Snow

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (918 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 S$141
includes taxes & fees
7 Jul - 8 Jul
Latchis Hotel

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,001 reviews)
"Perfect for an overnight!"
United States
Lori
The price is S$159
includes taxes & fees
30 Jul - 31 Jul
The Putney Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (334 reviews)
"The hotel was beautiful and the staff was amazing!"
United States
kathleen
The price is S$334
includes taxes & fees
19 Jul - 20 Jul
The White House Inn

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very good, (228 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 S$182
includes taxes & fees
4 Jul - 5 Jul
Valley Craft Ales

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 S$184
includes taxes & fees
6 Jul - 7 Jul
The Covered Bridge Inn

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (654 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is S$120
includes taxes & fees
2 Aug - 3 Aug
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, (824 reviews)
"Perfectly comfortable and convenient for us, and the complimentary breakfast buffet was better than most!"
United States
Bonnie
The price is S$185
includes taxes & fees
26 Jul - 27 Jul
Comfort Inn & Suites Brattleboro I-91

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
5.2 out of 10, (11 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 S$114
includes taxes & fees
6 Jul - 7 Jul
Colonial Motel

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (132 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is S$180
includes taxes & fees
8 Jul - 9 Jul
Chalet 239

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (45 reviews)
"The hot tub was so amazing"
United States
Mark
The price is S$311
includes taxes & fees
5 Jul - 6 Jul
Four Columns Inn

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (496 reviews)
"Bed was comfy. Room was clean. "
United States
Katherine
The price is S$198
includes taxes & fees
6 Jul - 7 Jul
Black Mountain 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, (998 reviews)
"Amazing hotel"
United States
Luis
The price is S$210
includes taxes & fees
5 Jul - 6 Jul
The Black Bear Lodge at Stratton Mountain Resort

Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (73 reviews)
"Staff was very attentive and friendly. Breakfast, continental, was good. The room was spectacular!"
United States
Susan
The price is S$167
includes taxes & fees
8 Jul - 9 Jul
Inn At Mount Snow

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (782 reviews)
"Good value!"
United States
Brian
The price is S$111
includes taxes & fees
22 Jul - 23 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, (1,001 reviews)
"Breakfast was delicious!"
United States
Jean
The price is S$229
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express Hotel & Suites Brattleboro by IHG
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.

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Top Windham County Hotel Reviews

Guide to exploring Windham County

Top reasons to visit Windham County

  • Exceptional Skiing: Windham County is renowned for its ski fields and resorts, perfect for thrill-seekers and snow sports enthusiasts.
  • Scenic Landscapes: Enjoy breathtaking views of national parks, lakes, and charming towns amidst Vermont's stunning natural beauty.
  • Rich Cultural Experiences: Explore historic sites like Windham Village District and learn about the local heritage and traditions.
  • Family-Friendly Activities: The region offers a variety of outdoor pursuits suitable for families and children.
  • Diverse Accommodation: Choose from cosy bed and breakfasts to spacious vacation homes, catering to all types of travellers.

Find great hotels in Windham County

In Windham County, Vermont, you'll discover a delightful array of accommodation options, from charming agritourism properties to welcoming bed and breakfasts. Perfect for adventure seekers, families, and pet lovers alike, the area offers a variety of lodging that caters to diverse needs. Whether you’re seeking a cosy retreat or a spacious vacation home, Windham County promises a memorable stay surrounded by stunning natural beauty.

  • Colonial Motel And Spa: This charming 3-star motel is nestled in the heart of Windham County, offering a delightful blend of adventure and family-friendly amenities. Ideal for those seeking an active holiday, the Colonial Motel And Spa provides easy access to a variety of outdoor activities including snowboarding, hiking, and mountain biking. Families will appreciate the thoughtful child-friendly features such as sledding options and safety measures like window guards. Additionally, the motel is pet-friendly, welcoming dogs with specific amenities to ensure a comfortable stay for your furry companions. With its focus on adventure and recreation, this motel is a great choice for those looking to explore the great outdoors.
  • The Covered Bridge Inn: A budget-friendly option, The Covered Bridge Inn is well-suited for both adventure seekers and business travellers. Located conveniently in Windham County, this inn allows guests to enjoy various activities such as snowboarding, hiking, and rafting, all within easy reach. The inn’s welcoming atmosphere and affordable rates make it an appealing choice for those looking to balance work and play. With its proximity to exciting outdoor experiences, The Covered Bridge Inn provides a comfortable base for adventure enthusiasts while maintaining the essential amenities for business travellers.
  • Hampton Inn Brattleboro: With a guest rating of 8.2 out of 10, the Hampton Inn Brattleboro offers a welcoming environment for both business and leisure travellers. Situated in Windham County, this budget-friendly hotel is pet-friendly, accommodating both dogs and cats, with specific amenities for service animals. Guests appreciate the well-appointed rooms and convenient location, which provides easy access to local attractions. The hotel’s focus on comfort and convenience makes it a solid choice for those looking to blend work and relaxation during their stay.

Where to stay in Windham County

Windham County, Vermont, offers a delightful escape for tourists seeking adventure and relaxation. With its charming towns like Windham and various outdoor activities, visitors can enjoy skiing, family-friendly experiences, and a warm, welcoming atmosphere. Whether you're looking for budget-friendly options or a touch of luxury, Windham County caters to all. Explore the scenic landscapes and friendly communities, making your vacation both memorable and enriching in this beautiful region of the United States.

  • West Dover: Nestled within the scenic landscapes of Windham County, West Dover offers a delightful blend of outdoor adventure and relaxation. This charming city is a prime destination for ski enthusiasts, particularly from January to March when visitor numbers peak. With access to stunning ski resorts and fields, you can immerse yourself in thrilling winter sports. In addition to skiing, West Dover boasts beautiful natural attractions, including tranquil lakes and majestic mountains, perfect for hiking during the warmer months. The nearby national park adds to the allure, providing ample opportunities for exploration and connection with nature.
  • Brattleboro: Known for its vibrant arts scene and welcoming atmosphere, Brattleboro is a year-round destination that attracts visitors from July to September. This lively city is not only popular for skiing but also offers a range of recreational activities throughout the year. With numerous ski resorts and fields nearby, adventure seekers will find plenty to enjoy. Brattleboro's rich cultural heritage is reflected in its local galleries, shops, and eateries, making it a fantastic place to explore. The surrounding natural beauty, with lakes and mountains, enhances the travel experience, inviting visitors to partake in hiking, kayaking, and more.
  • Wilmington: A hidden gem in Windham County, Wilmington is an inviting city that experiences steady visitor traffic, particularly from July to October. Known for its ski opportunities, Wilmington is ideal for those seeking winter sports adventures. The accessibility of nearby ski resorts and fields ensures that thrills are never far away. In addition to skiing, the city is surrounded by breathtaking landscapes, including picturesque lakes and towering mountains, perfect for outdoor activities. Wilmington's quaint charm is complemented by its local shops and eateries, making it an excellent base for exploring the natural wonders of the area.

Things to do in Windham County

Shopping

In Windham County, visit the charming Brattleboro Farmers' Market for local crafts and artisanal goods. For a more extensive shopping experience, explore the unique shops in downtown Brattleboro, where you’ll find a variety of gifts and souvenirs that reflect the region's character.

Recreation

In Windham County, the White Birch Inn offers holistic wellness retreats, featuring yoga classes and rejuvenating massage therapies. The Retreat at Stratton Mountain provides scenic hiking trails and mindfulness activities amidst breathtaking mountain views, allowing for a peaceful escape into nature.

Adventure

Explore the scenic trails of the Green Mountain National Forest, offering hiking and mountain biking opportunities amidst stunning landscapes. For winter fun, head to Mount Snow for skiing and snowboarding, where you can enjoy exhilarating slopes and beautiful views.

Nightlife

Windham County offers a charming nightlife scene, with lively spots like The Stone Church in Brattleboro, where live music fills the air, and The Gleanery, perfect for a relaxed evening. For a more vibrant atmosphere, visit The Hive in Wilmington, known for its cocktails and friendly vibe.

*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 ideal for skiing and outdoor adventures, offering a blend of cultural and family-friendly experiences. Visitors can explore scenic spots like national parks, lakes, and dams, while also discovering local highlights such as the historic Windham Village District and the county courthouse. For those seeking additional insights, county information and nearby New Hampshire are also worth exploring.

  • Harriman Reservoir: Nestled within Windham County, Harriman Reservoir offers stunning natural scenery, making it an ideal spot for relaxation and outdoor activities. Visitors can enjoy picturesque views and engage in recreational pursuits such as fishing and hiking along the scenic trails that surround the water.
  • Gallery North Star: This vibrant gallery showcases local artists and their diverse works, reflecting the rich cultural tapestry of Windham County. Gallery North Star is a delightful venue for art enthusiasts looking to appreciate contemporary pieces and engage with the creative community.
  • Brattleboro Common: A charming urban park that serves as a community hub, Brattleboro Common is perfect for family outings. With its green spaces, playgrounds, and picnic areas, it provides a welcoming atmosphere for relaxation and socialising amidst the lively urban setting.

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 S$111 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 S$111 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 holiday 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 favourite property where kiddos are welcome. For more hotel options, fine-tune your search results by clicking on "Family friendly" under the "Traveller experience" filter section.
Why should I book my Windham County hotel with Expedia?
We make booking a stay in Windham County as simple as swiping right for your dream escape. First, there's the broad range of options and awesome prices. Then, there's our online Help Centre, which is available 24/7. Plus, when you join our free One Key™ loyalty programme, you can earn OneKeyCash™* and redeem it on eligible flights, hotels, car rentals and more.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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