Hotels in Windham

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Where to stay in Windham?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Windham on Hotels.com. These Windham hotels consistently deliver on quality, location and traveler experience. Last updated on .

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, (330 reviews)
Ski right onto Mount Snow from this full-service resort with outdoor pool and on-site dining. Unwind at the spa with hot stone massages or facials after hitting the slopes. Free WiFi, parking, and a fitness center complete your alpine retreat experience.
$172 nightly
The price is $189
Nov 10 - Nov 11
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property

2. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (900 reviews)
This tranquil resort near Mount Ascutney features indoor and outdoor pools, tennis courts, and The Maple Kitchen serving American cuisine. Peaceful surroundings create the perfect setting for relaxation while maintaining easy access to local attractions.
$144 nightly
The price is $157
Nov 10 - Nov 11
Total with taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (156 reviews)
$117 nightly
The price is $129
Nov 11 - Nov 12
Total with taxes and fees
Hideaway Inn Mt. Snow

4. The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (680 reviews)
$167 nightly
The price is $184
Dec 6 - Dec 7
Total with taxes and fees
The Equinox Golf Resort And Spa

5. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,000 reviews)
This welcoming Manchester Center hotel places you near designer outlets and the American Museum of Fly Fishing. Jump into the indoor pool, unwind in the hot tub, or maintain your workout in the fitness center. Every room includes a microwave and refrigerator for added convenience.
$128 nightly
The price is $141
Nov 15 - Nov 16
Total with taxes and fees
Hampton Inn and Suites Manchester

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, (1,005 reviews)
Immerse in Vermont's alpine charm at this mountain retreat offering a free ski shuttle to the slopes. After skiing, unwind in the hot tub or sauna, then enjoy American cuisine at Table 43.1 restaurant or relax in one of 2 bars. Free breakfast, WiFi and parking included.
$152 nightly
The price is $168
Nov 15 - Nov 16
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort

7. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (260 reviews)
Enjoy mountain adventures from this secluded retreat with free WiFi and parking. Kayak, bike, or snowshoe directly from the property. Helpful staff ensure a memorable stay near Shattuck Brook Wildlife Management Area.
$205 nightly
The price is $223
Nov 15 - Nov 16
Total with taxes and fees
Vikings Villages Resort

8. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,005 reviews)
Escape to this welcoming hotel in Keene, where you'll find an indoor pool and fitness center near local shops and eateries. Despite its commercial location, guests enjoy a quiet atmosphere, free breakfast, and helpful staff to enhance your stay.
$133 nightly
The price is $144
Nov 10 - Nov 11
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel

9. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,001 reviews)
$153 nightly
The price is $166
Nov 15 - Nov 16
Total with taxes and fees
Pointe at Castle Hill Resort

10. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.0 out of 10, Very good, (1,010 reviews)
Escape to Vermont's mountains at this Manchester Center resort near Bromley Mountain. After a round of golf, relax in the hot tub or enjoy American cuisine at Clove + Maple restaurant. The helpful staff and clean rooms earn consistent praise from fellow travelers.
$108 nightly
The price is $118
Nov 30 - Dec 1
Total with taxes and fees
The Palmer House Resort, an Ascend Collection Hotel

11. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.4 out of 10, Good, (115 reviews)
Unwind at this Brattleboro motel offering massage treatments, American cuisine at India Masala House, and 2 indoor pools. Rooms include refrigerators and microwaves, with free WiFi and parking. Just minutes from Brattleboro Bowl and local attractions.
$95 nightly
The price is $105
Nov 10 - Nov 11
Total with taxes and fees
Colonial Motel

12. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (973 reviews)
Experience the outdoor lifestyle at this ski resort hotel, just a 15-minute walk from Okemo Mountain Resort. Enjoy ski-in/ski-out access, indoor and outdoor pools, and a full-service spa. After adventures on the slopes, unwind at Coleman Brook Tavern or relax with a massage.
$204 nightly
The price is $224
Nov 18 - Nov 19
Total with taxes and fees
Jackson Gore Village, A Vail Resorts Property

13. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (1,001 reviews)
$133 nightly
The price is $146
Nov 11 - Nov 12
Total with taxes and fees
Latchis Hotel

14. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (129 reviews)
This charming B&B offers skiers direct access to Magic Mountain slopes. Unwind with rejuvenating spa treatments after hitting the snow, then enjoy a meal at the on-site restaurant. Lowell Lake State Park awaits nearby, with free breakfast, WiFi and parking included.
$149 nightly
The price is $164
Nov 10 - Nov 11
Total with taxes and fees
Blue Gentian Lodge at Magic Mountain

15. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (402 reviews)
This charming B&B offers a tranquil garden setting with free breakfast, WiFi, and parking. Sip drinks at the bar/lounge after exploring nearby American Museum of Fly Fishing or Golf Club at Equinox. Guests consistently praise the helpful staff.
$178 nightly
The price is $196
Nov 10 - Nov 11
Total with taxes and fees
The Inn at Manchester

16. Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG
4.0 star property
Manchester Village Historic District
9.4 out of 10, Exceptional, (881 reviews)
Adjacent to a golf course, this hotel offers an outdoor pool, 24-hour fitness center, and restaurant. Borrow free bikes to explore nearby attractions like Golf Club at Equinox, or unwind at the bar with mountain vistas. Guests rave about the helpful staff.
$218 nightly
The price is $240
Dec 7 - Dec 8
Total with taxes and fees
Kimpton Taconic Hotel by IHG

17. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,005 reviews)
Immerse yourself in Brattleboro charm at this welcoming hotel with complimentary breakfast and parking. Unwind in the hot tub, energize at the fitness center, or grab a coffee at the cafƩ while exploring nearby attractions like Brattleboro Bowl.
$115 nightly
The price is $126
Nov 15 - Nov 16
Total with taxes and fees
Hampton Inn Brattleboro

18. 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)
$90 nightly
The price is $98
Nov 17 - Nov 18
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain

19. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (612 reviews)
This charming Claremont motel offers free WiFi and parking while serving as a comfortable base for area adventures. Guests consistently praise the helpful staff and clean rooms. Barnes Park and North Country Smokehouse are just minutes away by car.
$110 nightly
The price is $120
Nov 15 - Nov 16
Total with taxes and fees
Claremont Motor Lodge

20. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,006 reviews)
Quiet rooms welcome travelers to this restful retreat near the Ashuelot River and Thorne Sagendorph Art Gallery. The restaurant and bar provide delicious meals, while fellow guests rave about the free breakfast and helpful staff.
$142 nightly
The price is $154
Nov 11 - Nov 12
Total with taxes and fees
Best Western Plus Keene Hotel
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.

Check out reviews of Windham hotels guests love

Frequently asked questions

How much does a hotel room cost in Windham?
You can find top hotels in Windham from $95 with options to suit your budget and needs. If you're looking for an affordable hotel in Windham that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Windham hotels?
Discover great deals on Windham hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. And make sure to check out our last-minute deals on Windham hotels.
Can I book Windham hotels with free cancellation?
It's easy to book a refundable Windham hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some popular hotels in central Windham?
For hotels in central Windham, check out Grafton Inn and Windham Hill Inn. Travelers love Grafton Inn for its location, as well as the outdoor pool, 2 restaurants and 2 outdoor tennis courts this hotel offers. Windham Hill Inn is another popular central bed & breakfast with a seasonal outdoor pool and free parking, plus fireplaces in the guestrooms. Mountain Acres and East Jamaica are some of the most central neighborhoods for your Windham vacation.
What accommodations do travelers recommend in Windham?
Can I book refundable accommodations in Windham?
If you want the flexibility to change your plans to Windham, most properties offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Windham if I want a vacation rental instead of a hotel?
Browse 10 vacation homes on our site.
What will the weather in Windham be like during my visit?
July and August are typically the warmest months in Windham when the average temp is 64°F. January and February are the coldest months when the average temperature is 24°F. July and June are the months with the most rain.
Why should I book my Windham hotel with Hotels.com?
There are lots of reasons to book your Windham trip with us: our free cancellations on selected hotels gives you flexibility, and with One Keyā„¢, our rewards program, you will be able to earn and use OneKeyCashā„¢* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Windham

Embrace Nature's Canvas: Discover the Hidden Charms of Windham

Nestled in the heart of Vermont, Windham is a charming off-the-beaten-path destination perfect for nature lovers and adventure seekers. Surrounded by lush landscapes, enjoy outdoor activities in nearby state parks or unwind at serene lakes. The historic charm of Windham is complemented by quaint local shops and cozy inns, making it an ideal getaway. Don't miss a visit to the renowned Eastwind, where rustic elegance meets modern comfort. With its rich natural beauty and inviting community spirit, Windham offers a refreshing escape that captivates the soul and ignites the wanderlust in every traveler.

Discover great hotels near Windham

Windham, Vermont offers a variety of cozy accommodations, from charming inns to mountain resorts. Room rates can vary, and guest reviews often highlight comfort and service. Nearby Windham Mountain Resort adds to the appeal, making it a great spot for both winter sports and summer retreats. Here are some of the most popular hotels with our travelers near Windham:

  1. The Upper Pass Lodge at Magic MountainOpens in a new window: A budget-friendly option, The Upper Pass Lodge at Magic Mountain offers an inviting atmosphere for adventurous travelers seeking a memorable getaway. With a guest rating of 8.2, this motel-type lodging features spacious suites and pet-friendly amenities, making it perfect for those looking to explore the great outdoors. Guests can enjoy a variety of adventure sports such as horseback riding, hunting, and snowshoeing nearby. The property boasts beautiful grounds and a friendly ambiance, with excellent food options available at the onsite bar. Visitors appreciate the roomy accommodations and the overall hospitality, making it a great choice for those seeking a comfortable and adventurous vacation experience.
  2. Blue Gentian Lodge at Magic MountainOpens in a new window: For an exceptional blend of comfort and convenience, Blue Gentian Lodge at Magic Mountain stands out as a budget-friendly bed and breakfast with a remarkable guest rating of 9.2. Ideal for leisure travelers, this cozy establishment is just a short stroll from Magic Mountain, offering easy access to skiing and outdoor activities. The clean and quiet rooms are complemented by a delicious breakfast selection that energizes guests for the day ahead. The inviting atmosphere and vintage charm create a unique experience, making Blue Gentian Lodge at Magic Mountain a delightful retreat for those seeking a tranquil, adventure-filled getaway.
  3. Grafton InnOpens in a new window: Grafton Inn is an exquisite 3.5-star hotel that promises a memorable stay for adventure-seeking travelers. With an impressive guest rating of 9.6, this property offers a range of activities including onsite skiing and hiking. Families can enjoy the arcade game room, while all guests appreciate the welcoming atmosphere and excellent amenities. The hotel’s combination of comfort and adventure makes it a perfect destination for those looking to unwind and indulge in outdoor pursuits, ensuring a delightful experience that exceeds expectations.

Where to stay near Windham

When visiting Windham, Vermont, consider staying in Stratton, Londonderry, or Peru. Stratton is ideal for ski enthusiasts with its renowned slopes, while Londonderry offers beautiful mountain scenery and hiking opportunities. Peru is perfect for those seeking a quiet retreat with access to outdoor activities. For first-time visitors, Stratton is the best choice for its vibrant ski culture and amenities.

  1. StrattonOpens in a new window: Stratton is a fantastic choice for those looking to embrace the great outdoors, especially if you love skiing and mountain activities. This area is renowned for its snowy slopes, making it a winter sports paradise. In addition to skiing, you can enjoy hiking and mountain biking during the warmer months. After a day on the slopes, unwind at cozy lodges and explore charming shops in the village. Stratton also offers various cultural attractions, including art galleries and local events that highlight the region’s vibrant community spirit, adding a unique touch to your stay.
  2. LondonderryOpens in a new window: Londonderry is a picturesque spot that perfectly captures the charm of Vermont’s countryside. Known for its stunning mountain views, it’s an excellent base for outdoor enthusiasts who want to hike or explore the nearby Green Mountains. The quaint town features local shops and artisan markets, perfect for picking up unique souvenirs. While the nightlife is low-key, you can enjoy cultural events and community gatherings that showcase local music and arts, making Londonderry a delightful and serene getaway.
  3. PeruOpens in a new window: Peru is a hidden gem, ideal for those who appreciate a peaceful retreat surrounded by nature. This small town offers access to beautiful hiking trails and stunning mountain scenery. It's a great place to relax and soak in the tranquil atmosphere. Visitors can explore local craft shops and participate in seasonal festivals that celebrate Vermont’s culture and community. With its welcoming vibe and scenic landscapes, Peru is perfect for travelers seeking a cozy, laid-back experience in the heart of the Green Mountains.

Things to do in Windham

Windham is a hidden gem for outdoor enthusiasts, offering stunning lakes, lush forests, and rolling mountains. Visitors can enjoy exhilarating skiing in winter, while warmer months invite hiking, boating, and exploring scenic parks. With cozy accommodations nearby, it's an ideal spot for a refreshing getaway.

  • Lowell Lake State ParkOpens in a new window – Enjoy the natural beauty of Lowell Lake State Park, where you can hike scenic trails and take in the tranquility of the lake. This national state park is perfect for a day of picnicking, swimming, or simply relaxing by the shore, surrounded by the lush greenery of Vermont.
  • Townshend State ParkOpens in a new window – Discover the charm of Townshend State Park, an ideal spot for outdoor enthusiasts. With its serene lake and extensive hiking trails, you can spend your day exploring the great outdoors, birdwatching, or enjoying a peaceful afternoon by the water.
  • Weston PrioryOpens in a new window – Visit Weston Priory, a serene monastery that offers a glimpse into monastic life. Take a moment to reflect in its beautiful gardens and enjoy the peaceful atmosphere. You might even catch a glimpse of the monks going about their daily routines.
  • Vermont Museum of Mining and MineralsOpens in a new window – Dive into the fascinating world of geology at the Vermont Museum of Mining and Minerals. Explore exhibits showcasing the state’s mining history and learn about the diverse minerals found throughout Vermont. It’s an educational stop that promises to spark your curiosity.
  • Jamaica State ParkOpens in a new window – Head to Jamaica State Park for a perfect blend of adventure and relaxation. Hike along the scenic trails, enjoy the picturesque views of the river, and don’t forget to bring your camera for the stunning landscapes. This national state park is a wonderful place for families to explore nature together.

5 tips for savvy savings when booking a hotel in Windham

  1. Book for the cheapest times: The most budget-friendly months to visit Windham are April, May, and November, when hotel prices are typically lower. For a great value experience, it's recommended to stay for at least 2 to 3 days to fully appreciate the area's key historical and cultural landmarks. During your visit, you can explore attractions such as the historic prison, art museum, history museum, and significant architecture. Outdoor enthusiasts can also enjoy the scenic canyon gorge and various recreational areas, making Windham a perfect destination for those looking to immerse themselves in its rich heritage while keeping their expenses in check.
  2. Instant discounts. Rewards for later: Save up to 20% instantly on hundreds of thousands of properties with Member Discounts. Then earn rewards on eligible stays to use on future trips. Book once, win twice, get instant discounts and rewards. Join for freeOpens in a new window.
  3. Score last-minute deals on Hotels.com: Last-minute travel doesn't mean last-minute stress. Hotels.com's Last-Minute DealsOpens in a new window offer discounted rates close to your travel date, so the later you leave it, the more you could save. Turn on push notifications and you'll be the first to know when dealsOpens in a new window drop for Windham.
  4. Book with confidence, not guesswork: Prices in Windham shift with the season, local events, and how far out you book — but you don't have to guess. Hotels.com shows you the full price upfront with no surprises at checkout, and our price tracker tells you whether your dates are above or below average. So if you're flexible, you can shift your trip by a day or two to avoid peak season prices, compare pricesOpens in a new window and know you're getting a good deal before you commit.
  5. Think beyond the city center: Central hotels may come with a central price tag. A well-connected neighborhood a little further out may cut your hotel bill and can often give you a more local experience. Use Hotels.com's map view to find the sweet spot between location and value, and filter by price to see what's available across Windham.

Best time to go to Windham

Windham experiences its lowest average temperature in January, at 19.8°F (-6.8°C), while July is the hottest month, with an average temperature of 68.2°F (20.1°C). July is usually the wettest month. March, July, and September are the peak travel months in Windham, attracting a higher number of tourists. During this peak period, the weather is mostly sunny to mostly cloudy, accompanied by light rainfall. On the other hand, February, October, and December tend to be quieter times to visit, marked by light rainfall and mostly cloudy conditions.

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