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

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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 P10,093
P12,079 total
includes taxes & fees
Nov 9 - Nov 10
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 P6,189
P6,808 total
includes taxes & fees
Nov 5 - Nov 6
Hideaway Inn Mt. Snow

3. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.4 out of 10, (114 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
The price is P5,427
P5,971 total
includes taxes & fees
Nov 5 - Nov 6
Colonial Motel

4. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (222 reviews)
"Welcoming host with great customer service"
United States
Alfred
The price is P10,950
P12,045 total
includes taxes & fees
Nov 29 - Nov 30
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 P11,893
P13,871 total
includes taxes & fees
Nov 5 - Nov 6
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 P9,458
P11,444 total
includes taxes & fees
Nov 5 - Nov 6
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 P6,221
P6,843 total
includes taxes & fees
Nov 6 - Nov 7
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 P6,916
P7,607 total
includes taxes & fees
Nov 9 - Nov 10
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 P10,867
P11,954 total
includes taxes & fees
Nov 18 - Nov 19
The White House Inn

10. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,001 reviews)
"Great location and wonderful staff! I love staying here every year!"
United States
Kristen
The price is P5,342
P5,876 total
includes taxes & fees
Nov 5 - Nov 6
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 P8,158
P8,974 total
includes taxes & fees
Nov 5 - Nov 6
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 P7,176
P7,894 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Brattleboro

13. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (843 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 P3,872
P4,259 total
includes taxes & fees
Nov 5 - Nov 6
Travelodge by Wyndham Brattleboro VT

14. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.2 out of 10, Good, (1,000 reviews)
"Good location. About what one might expect in a budget motel."
United States
Rick
The price is P5,199
P5,719 total
includes taxes & fees
Nov 11 - Nov 12
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, (896 reviews)
"Very nice staff and enjoyed my stay."
United States
Charlene
The price is P7,005
P7,706 total
includes taxes & fees
Nov 22 - Nov 23
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 P5,545
P6,349 total
includes taxes & fees
Nov 16 - Nov 17
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 P7,857
P10,571 total
includes taxes & fees
Nov 5 - Nov 6
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 P9,141
P10,055 total
includes taxes & fees
Nov 22 - Nov 23
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 P9,458
P10,404 total
includes taxes & fees
Nov 5 - Nov 6
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 P6,508
P7,159 total
includes taxes & fees
Nov 5 - Nov 6
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.

Compare top hotels in Windham County

3.0 star property
West Dover
3.0 star property
West Dover
3.0 star property
Brattleboro
3.0 star property
West Dover
2.0 star property
Guilford
8.6
Excellent
327 reviews
8.6
Excellent
154 reviews
6.4
114 reviews
9.0
Wonderful
222 reviews
10.0
Exceptional
258 reviews
The price is P10,093
P12,079 total
includes taxes & fees
Nov 9 - Nov 10
The price is P6,189
P6,808 total
includes taxes & fees
Nov 5 - Nov 6
The price is P5,427
P5,971 total
includes taxes & fees
Nov 5 - Nov 6
The price is P10,950
P12,045 total
includes taxes & fees
Nov 29 - Nov 30
The price is P11,893
P13,871 total
includes taxes & fees
Nov 5 - Nov 6
  • No Breakfast included
  • No Pool
  • Yes, Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Showing deals for:Nov 13 - Nov 15

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Top Windham County Hotel Reviews

Guide to exploring Windham County

Top reasons to visit Windham County

  • Exhilarating Ski Resorts: Windham County boasts renowned ski resorts, perfect for winter sports enthusiasts and adventure seekers.
  • Stunning Natural Landscapes: Explore national parks, lakes, and scenic areas that showcase Vermont's breathtaking beauty.
  • Charming Local Culture: Discover the historic Windham Village District and experience the warm hospitality of friendly locals.
  • Family-Friendly Activities: Enjoy a variety of outdoor adventures and cultural experiences suitable for all ages.
  • Diverse Accommodation Options: Choose from unique agritourism properties to comfortable hotels, catering to all budgets.

Find great hotels in Windham County

Experience the charm of Windham County, Vermont, with a variety of accommodation options that cater to adventurous families and pet-friendly travellers alike. From unique agritourism properties to comfortable hotels, you’ll find the perfect base for your holiday. With easy access to scenic attractions and local activities, your stay promises to be both relaxing and engaging. Discover delightful vacation homes and enjoy the warm hospitality that Windham County has to offer.

  • Colonial Motel And Spa: Nestled in the heart of Windham County, the Colonial Motel And Spa is a charming 3-star accommodation ideal for families and adventure seekers alike. With a variety of outdoor activities available nearby, guests can partake in hiking, snowboarding, and mountain biking. The motel is family-friendly, providing amenities such as window guards for children and a first aid kit for peace of mind. After a day of adventure, unwind at the spa, making it an excellent choice for both relaxation and excitement.
  • The Covered Bridge Inn: A budget-friendly gem in Windham County, The Covered Bridge Inn offers a cosy atmosphere for travellers seeking adventure and business opportunities. This inn provides easy access to thrilling activities such as snow tubing, rafting, and hiking. The rustic charm of the inn, combined with its convenient location, makes it a perfect base for exploring the natural beauty of the area. Enjoy a comfortable stay without stretching your budget while immersing yourself in the region's offerings.
  • Hampton Inn Brattleboro: With a commendable guest rating of 8.2 out of 10, Hampton Inn Brattleboro presents a welcoming and pet-friendly environment for both leisure and business travellers. Located in Windham County, this budget-friendly hotel allows pets, accommodating both dogs and cats, making it a great choice for those travelling with furry companions. The hotel’s comfortable facilities and attentive service ensure a pleasant stay, while its strategic location facilitates easy access to local attractions and business venues.

Where to stay in Windham County

Windham County, Vermont, offers a delightful blend of adventure and relaxation, perfect for all types of travellers. From the charming town of Windham to the stunning ski resorts, visitors can enjoy a family-friendly atmosphere, friendly locals, and a range of experiences from budget-friendly to luxurious. Whether you're seeking thrilling outdoor activities or a peaceful retreat, Windham County provides an unforgettable escape into the heart of New England's natural beauty.

  • West Dover: Nestled in the scenic surroundings of Windham County, West Dover is a charming destination that attracts visitors year-round, with peak seasons from January to March. Known for its exhilarating ski experiences, adventure sports, and stunning landscapes, it offers access to renowned ski resorts and fields. Nature enthusiasts will appreciate the proximity to picturesque lakes, majestic mountains, and the nearby national state park, making it perfect for outdoor activities year-round.
  • Brattleboro: Brattleboro is a vibrant city that thrives with cultural richness and a diverse array of activities. Unlike its neighbouring towns, Brattleboro's visitor numbers are quite steady throughout the year, peaking in the warm summer months from July to September. With a blend of adventure sports and skiing opportunities, this city also boasts a lively arts scene and unique local shops. The natural beauty surrounding Brattleboro, including lakes, mountains, and a national state park, adds to its allure, perfect for those seeking both adventure and relaxation.
  • Wilmington: Wilmington is a picturesque town that beckons visitors with its charming atmosphere and outdoor activities. While its visitor numbers peak in the late summer to early autumn months, the town offers a delightful experience throughout the year. Known for its skiing and adventure sports, Wilmington is surrounded by stunning lakes, mountains, and a national state park. Whether you're hitting the slopes in winter or exploring the serene landscapes in warmer months, Wilmington promises a memorable getaway for nature lovers and thrill-seekers alike.

Things to do in Windham County

Shopping

In Windham County, explore the unique offerings at the Brattleboro Farmers' Market for local crafts and produce. For a more extensive selection, visit the Mount Snow Area for outdoor gear and gifts. Don't miss the quaint shops in downtown Wilmington for charming souvenirs and artisanal goods.

Recreation

At the Windham Wellness Retreat, immerse yourself in yoga sessions surrounded by tranquil landscapes, complemented by rejuvenating spa treatments using local herbs. For outdoor enthusiasts, the nearby Green Mountain National Forest offers scenic hiking trails and peaceful spots for meditation, allowing for a perfect blend of relaxation and nature.

Adventure

Explore the scenic trails at the West River Trail for hiking and biking amidst stunning landscapes. For a thrilling experience, try zip-lining at the Mount Snow Resort, where you can soar above the treetops and enjoy panoramic views of the Green Mountains.

Nightlife

Windham County offers a charming nightlife with venues like the historic Latchis Theatre for film screenings and live performances. For a relaxed evening, enjoy local brews at the Brattleboro Brewing Co. or engage with live music at the Stone Church. Each spot provides a unique experience of the 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 offers an ideal setting for skiing and adventure sports, with attractions such as national parks, lakes, and dams to explore. Visitors can enjoy a rich cultural and outdoor experience, perfect for families. Notable sites include the historic Windham Village District and the county courthouse, alongside opportunities to venture into nearby New Hampshire for additional activities and information.

  • New England Center for Circus Arts: Immerse yourself in the vibrant world of circus arts at this unique centre. Offering a variety of classes and performances, visitors can witness incredible talent and creativity, making it a delightful cultural experience in Windham County.
  • Harriman Reservoir: Enjoy the stunning scenery of Harriman Reservoir, an idyllic spot for nature lovers. With its tranquil waters framed by lush greenery, it provides excellent opportunities for hiking, picnicking, and photography, perfect for a serene day out.
  • Hogback Mountain Conservation Area: Explore the natural beauty of Hogback Mountain, a protected area ideal for hiking and wildlife observation. The breathtaking views from the summit are a highlight, offering a chance to connect with Vermont's rich flora and fauna.

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 P4,259 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 P4,259 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!