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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, (278 reviews)
"Excellent stay, looking forward to visiting again!"
United States
Jordyn C
The price is P9,306
P11,138 total
includes taxes & fees
Jun 24 - Jun 25
Grand Summit Resort, A Vail Resorts Property

2. 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 P10,485
P11,535 total
includes taxes & fees
Jun 24 - Jun 25
Big Bears Lodge

3. 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 P7,128
P7,840 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn Brattleboro

4. 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 P5,425
P5,967 total
includes taxes & fees
Jun 24 - Jun 25
Hideaway Inn Mt. Snow

5. 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 P8,382
P9,776 total
includes taxes & fees
Jul 19 - Jul 20
Vikings Villages Resort

6. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (907 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 P8,848
P9,734 total
includes taxes & fees
Jun 24 - Jun 25
Latchis Hotel

7. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,003 reviews)
"Perfect for an overnight!"
United States
Lori
The price is P5,957
P6,553 total
includes taxes & fees
Jun 28 - Jun 29
The Putney Inn

8. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (327 reviews)
"The hotel was beautiful and the staff was amazing!"
United States
kathleen
The price is P11,981
P13,179 total
includes taxes & fees
Jun 28 - Jun 29
The White House Inn

9. 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 P7,750
P8,526 total
includes taxes & fees
Jul 5 - Jul 6
The Covered Bridge Inn

10. 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 P9,057
P10,959 total
includes taxes & fees
Jun 23 - Jun 24
The Black Bear Lodge at Stratton Mountain Resort

11. Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very Good, (225 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 P7,763
P8,539 total
includes taxes & fees
Jun 23 - Jun 24
Valley Craft Ales

12. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (649 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is P4,322
P4,754 total
includes taxes & fees
Jun 30 - Jul 1
Econo Lodge Brattleboro South

13. 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 P6,863
P7,549 total
includes taxes & fees
Jul 2 - Jul 3
Comfort Inn & Suites Brattleboro I-91

14. 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 P7,932
P8,646 total
includes taxes & fees
Jun 23 - Jun 24
Four Columns Inn

15. 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 P8,151
P8,966 total
includes taxes & fees
Jun 29 - Jun 30
Chalet 239

16. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
5.2 out of 10, (7 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 P4,377
P4,814 total
includes taxes & fees
Jun 23 - Jun 24
Colonial Motel

17. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (495 reviews)
"Bed was comfy. Room was clean. "
United States
Katherine
The price is P8,206
P9,027 total
includes taxes & fees
Jun 24 - Jun 25
Black Mountain Inn

18. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (778 reviews)
"Good value!"
United States
Brian
The price is P4,814
P5,296 total
includes taxes & fees
Jul 1 - Jul 2
Travelodge by Wyndham Brattleboro VT

19. 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 P8,631
P9,495 total
includes taxes & fees
Jul 2 - Jul 3
Holiday Inn Express Hotel & Suites Brattleboro by IHG

20. Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (439 reviews)
"Beautiful old inn Great Staff"
United States
Elizabeth A
The price is P9,057
P9,872 total
includes taxes & fees
Jun 23 - Jun 24
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.

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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.

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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 P4,754 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 P4,754 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!