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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 AEDĀ 562
AEDĀ 673 total
includes taxes & fees
29 Jun - 30 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 AEDĀ 634
AEDĀ 697 total
includes taxes & fees
22 Jun - 23 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 AEDĀ 429
AEDĀ 472 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 AEDĀ 307
AEDĀ 337 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 AEDĀ 633
AEDĀ 738 total
includes taxes & fees
5 Jul - 6 Jul
Vikings Villages Resort

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (905 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 AEDĀ 473
AEDĀ 520 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 AEDĀ 360
AEDĀ 396 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 AEDĀ 864
AEDĀ 950 total
includes taxes & fees
5 Jul - 6 Jul
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 AEDĀ 476
AEDĀ 524 total
includes taxes & fees
23 Jun - 24 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 AEDĀ 499
AEDĀ 604 total
includes taxes & fees
22 Jun - 23 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 AEDĀ 469
AEDĀ 516 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 AEDĀ 290
AEDĀ 319 total
includes taxes & fees
22 Jun - 23 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 AEDĀ 415
AEDĀ 456 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 AEDĀ 446
AEDĀ 486 total
includes taxes & fees
21 Jun - 22 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 AEDĀ 421
AEDĀ 463 total
includes taxes & fees
1 Jul - 2 Jul
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 AEDĀ 264
AEDĀ 291 total
includes taxes & fees
22 Jun - 23 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 AEDĀ 496
AEDĀ 545 total
includes taxes & fees
24 Jun - 25 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 AEDĀ 307
AEDĀ 338 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 AEDĀ 522
AEDĀ 574 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 AEDĀ 547
AEDĀ 597 total
includes taxes & fees
25 Jun - 26 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 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.

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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 AEDĀ 291 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 AEDĀ 291 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!