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

Book Windham County Hotels

  • 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

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, (308 reviews)
"Room was clean, the staff was friendly and helpful. We would stay again."
United States
Daniel
The price is NZ$321
includes taxes & fees
15 Sept - 16 Sept
Grand Summit Resort, A Vail Resorts Property

2. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (234 reviews)
"Great place to stay."
United States
Cecil
The price is NZ$271
includes taxes & fees
5 Oct - 6 Oct
Vikings Villages Resort

3. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.6 out of 10, (54 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is NZ$156
includes taxes & fees
9 Sept - 10 Sept
Colonial Motel

4. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (128 reviews)
"It is a very relaxing place to stay"
United States
Sharon
The price is NZ$196
includes taxes & fees
9 Sept - 10 Sept
Hideaway Inn Mt. Snow

5. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (976 reviews)
"Excellent location"
United States
Stark
The price is NZ$189
includes taxes & fees
9 Sept - 10 Sept
Latchis Hotel

6. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,002 reviews)
"Great breakfasts!"
United States
Timothy
The price is NZ$229
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Brattleboro

7. Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (110 reviews)
"The Inn was spotless. Breakfast was all we needed. Great coffee"
United States
Pamela
The price is NZ$203
includes taxes & fees
9 Sept - 10 Sept
Inn At Mount Snow

8. Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very good, (245 reviews)
"Very cute little spot on the water! It's very cozy and the bar inside is great! I wish it were open a little later, but it is an inn, so I do understand. Would recommend if you're looking for a place to stay in a small town!"
United States
Emilie
The price is NZ$222
includes taxes & fees
10 Sept - 11 Sept
Valley Craft Ales

9. 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, (1,005 reviews)
"friendly, helpful staff and very clean accommodations"
United States
DENNIS
The price is NZ$251
includes taxes & fees
10 Sept - 11 Sept
The Black Bear Lodge at Stratton Mountain Resort

10. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,005 reviews)
"Clean room, staff, breakfast, and parking were great!"
United States
JANE
The price is NZ$204
includes taxes & fees
9 Sept - 10 Sept
The Putney Inn

11. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,000 reviews)
"The staff is so helpful and kind. There are sketchy people out there but overall the stay we are safe and we were able to sleep and rest."
United States
VINCENT JOEL
The price is NZ$226
includes taxes & fees
11 Sept - 12 Sept
The Covered Bridge Inn

12. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (855 reviews)
"Very Clean!! Will most definitely stay here again when in Brattleboro, VT."
United States
Amber
The price is NZ$221
includes taxes & fees
20 Sept - 21 Sept
Comfort Inn & Suites Brattleboro I-91

13. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.0 out of 10, Wonderful, (355 reviews)
"Beautiful place to stay."
United States
Alice
The price is NZ$328
includes taxes & fees
20 Sept - 21 Sept
The White House Inn

14. 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, (1,004 reviews)
"One of our favorite hotels in Brattleboro. Clean, safe and the staff are super friendly."
United States
Marnie
The price is NZ$316
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express Hotel & Suites Brattleboro by IHG

15. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (143 reviews)
"Perfect boutique stay"
United States
Michelle
The price is NZ$200
includes taxes & fees
15 Sept - 16 Sept
Chalet 239

16. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (802 reviews)
"Good for a one-night stay. The room was comfortable enough for a quick stop while traveling. A big bonus is that they are very dog friendly, which made things much easier since we were traveling with our dogs. I would stay again if I needed a convenient place for the night."
United States
Jessica
The price is NZ$163
includes taxes & fees
14 Sept - 15 Sept
Travelodge by Wyndham Brattleboro VT

17. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (681 reviews)
"We were pleasantly surprised by this property! The staff is super helpful and friendly, the breakfast just perfect and the room is very very clean. Would definitely stay here again!"
United States
Stacy
The price is NZ$186
includes taxes & fees
7 Oct - 8 Oct
Econo Lodge Brattleboro South

18. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (511 reviews)
"Absolutely spotless room, the bedding was amazing, the beds were super comfortable. The people were the nicest people ever and we enjoyed them very much. We had a wonderful stay in Vermont. They advised us on where to dine, at the Marina and it was spot on amazing. We had breakfast at The Porch in the morning and the lovely girl even called to make sure they were open before we drove there. We had amazing food there as well."
United States
Denise
The price is NZ$211
includes taxes & fees
9 Sept - 10 Sept
Black Mountain Inn

19. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (132 reviews)
"Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place"
United States
Patrick
The price is NZ$211
includes taxes & fees
23 Sept - 24 Sept
Deerfield Valley Inn

20. Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (451 reviews)
"Quaint that never gets old when staying a night."
United States
Kirsty
The price is NZ$276
includes taxes & fees
13 Sept - 14 Sept
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:18 Sept - 20 Sept

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

Top Windham County Hotel Reviews

Guide to exploring Windham County

Top reasons to visit Windham County

  • Thrilling Ski Resorts: Windham County is a haven for ski enthusiasts, featuring popular ski fields and resorts for all skill levels.
  • Stunning Landscapes: Explore breathtaking national parks, serene lakes, and impressive dams that showcase Vermont's natural beauty.
  • Rich Local Heritage: Discover the Windham Village Historic District and the county courthouse, offering insights into the area's history.
  • Family-Friendly Activities: Enjoy a variety of outdoor adventures perfect for families, creating unforgettable memories together.
  • Charming Accommodations: Choose from agritourism properties and cosy vacation homes, ensuring a comfortable stay with a warm local vibe.

Find great hotels in Windham County

Explore the charming lodging options in Windham County, Vermont, where adventure and comfort await. With a variety of accommodations, including agritourism properties and family-friendly hotels, you're sure to find the perfect spot for your stay. Whether you’re seeking pet-friendly options or cosy vacation homes, Windham County has something to offer every traveller. Experience the warmth of local hospitality while immersing yourself in the stunning natural beauty of this delightful region.

  • Colonial Motel And Spa: Nestled in the heart of Windham County, Colonial Motel And Spa is a 3-star motel that caters to adventurous families and pet owners alike. With a range of onsite and nearby adventure sports like snowshoeing, skiing, and hiking, guests can immerse themselves in the great outdoors. The motel is equipped with child-friendly amenities, including sledding options and window guards, ensuring the safety of younger guests. Notably, the property has a welcoming pet policy, allowing dogs and service animals, making it an ideal choice for those travelling with furry companions.
  • The Covered Bridge Inn: This budget-friendly hotel is perfect for those seeking a blend of adventure and business travel. Located in the scenic Windham County, The Covered Bridge Inn offers a variety of nearby recreational activities such as rafting, snowboarding, and hiking, catering to thrill-seekers. The inn provides a comfortable base for business travellers while remaining affordable, ensuring that guests can enjoy both work and play without breaking the bank.
  • Hampton Inn Brattleboro: Rated 8.2 out of 10, Hampton Inn Brattleboro offers a welcoming atmosphere for both pet owners and business travellers. This budget-friendly hotel features a pet-friendly policy that accommodates dogs and cats, making it a suitable choice for those travelling with their pets. Guests can enjoy comfortable lodging with amenities designed to make business trips convenient while also having access to the natural beauty of Windham County, providing the perfect blend of work and leisure.

Where to stay in Windham County

Windham County, Vermont, offers an unforgettable vacation experience with its stunning landscapes and family-friendly atmosphere. Explore the charming town of Windham, where you can indulge in skiing and outdoor adventures. Enjoy the welcoming vibe of friendly locals while staying within budget or treating yourself to luxury accommodations. Whether you seek relaxation or excitement, Windham County's diverse offerings make it a perfect destination for all types of travellers.

  • West Dover: Nestled in the picturesque Windham County, West Dover is a haven for outdoor enthusiasts. This charming town experiences a moderate influx of visitors, particularly during the winter months from January to March, when skiing and snow sports take centre stage. The area boasts stunning landscapes, including mountains and lakes, perfect for year-round exploration. Adventurers can indulge in activities such as skiing at renowned resorts, hiking in the nearby national state park, or simply soaking in the breathtaking views. West Dover is an ideal base for those seeking a blend of thrill and natural beauty.
  • Brattleboro: Known for its vibrant arts scene and rich history, Brattleboro offers a unique travel experience in Windham County. Unlike many seasonal destinations, this city attracts visitors year-round, with peak traffic from July to September. Outdoor adventurers can partake in skiing and explore the surrounding mountains and lakes. Additionally, Brattleboro’s diverse cultural offerings, including galleries, theatres, and festivals, make it a must-visit for those interested in local art and community spirit. The town’s charming downtown area is perfect for leisurely strolls, dining, and shopping.
  • Wilmington: Wilmington is a delightful town that perfectly blends adventure and relaxation, attracting visitors throughout the year. With peak travel from July to September and October, this destination is known for its excellent skiing opportunities and beautiful mountainous landscapes. The proximity to national parks, pristine lakes, and ski resorts makes it a hotspot for outdoor activities. Whether you're hitting the slopes in winter or enjoying hiking and biking in warmer months, Wilmington offers a range of experiences that cater to all adventure levels. The welcoming atmosphere and scenic beauty ensure a memorable visit.

Things to do in Windham County

Shopping

In Windham County, visit the Brattleboro Outlet Center for a variety of discount shops. For unique finds, explore local boutiques in downtown Brattleboro, where you’ll discover handcrafted goods and artisanal products that reflect the area’s charm.

Recreation

Experience the serenity of the Newfane Inn Spa, where you can indulge in rejuvenating massages and holistic treatments amidst tranquil surroundings. For outdoor enthusiasts, the nearby Green Mountain National Forest offers hiking trails and stunning vistas to explore, perfect for reconnecting with nature.

Adventure

Explore the stunning landscapes of Windham County with mountain biking at Mount Snow or hiking in the Green Mountain National Forest. For water adventures, kayak on Lake Whitingham or try white-water rafting on the West River. Enjoy the scenic beauty while engaging in thrilling outdoor activities.

Nightlife

Experience the vibrant nightlife in Windham County by visiting the lively ArtisTree Community Arts Center for local performances. For a relaxed evening, enjoy craft beers at the Brattleboro Brewing & Distilling Co., or catch live music at The Stone Church. Each venue offers a unique slice of local culture.

*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 range of outdoor activities and cultural experiences. Visitors can explore stunning national parks, serene lakes, and impressive dams. For a deeper dive into local heritage, check out the Windham Village Historic District and the county courthouse. This region is perfect for families looking to create unforgettable memories while enjoying the beautiful surroundings.

  • Brattleboro Common: This charming urban park offers a delightful mix of city life and family-friendly activities. Enjoy leisurely strolls, picnics, and community events amidst lush greenery, making it an ideal spot to unwind or connect with locals.
  • Lake Raponda: Known for its stunning scenery, Lake Raponda is a serene retreat where you can relax on the beach or explore the tranquil waters. The romantic atmosphere and picturesque views create a lovely setting for couples and nature enthusiasts alike.
  • Jamaica State Park: A haven for adventure seekers, Jamaica State Park features numerous trails that wind through breathtaking landscapes. Enjoy hiking, birdwatching, or simply soaking in the natural beauty, making it a perfect spot for outdoor exploration.

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 NZ$156 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 NZ$156 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?
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