Hotels in Windham

Fri, Mar 20
Sat, Mar 21
March 2026
6
April 2026

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Mar 6 - Mar 7
Tomorrow
Mar 7 - Mar 8
This weekend
Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

Where to stay in Windham?

Inn at Valley Farms
Inn at Valley Farms
Walpole
  • A peaceful farm-stay close to local golf courses in charming Walpole countryside.
$148 nightly
$161 total
Mar 8 - Mar 9
Total with taxes and fees
Inn at Valley Farms
Chesterfield Inn
Chesterfield Inn
West Chesterfield
  • Escape to a serene country B&B with garden views and indulgent massages nearby.
$307 nightly
$334 total
Mar 9 - Mar 10
Total with taxes and fees
Chesterfield Inn
Harvest Barn Inn
Harvest Barn Inn
Bellows Falls
$144 nightly
$158 total
Mar 16 - Mar 17
Total with taxes and fees
Harvest Barn Inn
Rodeway Inn Bellows Falls
Rodeway Inn Bellows Falls
Bellows Falls
  • Wake up to cozy Vermont charm minutes away from Bellows Falls Station.
$110 nightly
$120 total
Apr 5 - Apr 6
Total with taxes and fees
Rodeway Inn Bellows Falls
The Putney Inn
The Putney Inn
Putney
$80 nightly
$89 total
Mar 15 - Mar 16
Total with taxes and fees
The Putney Inn
Best Western Springfield Hotel
Best Western Springfield Hotel
Springfield
  • Experience a tranquil retreat with easy access to outdoor attractions and amenities.
$135 nightly
$149 total
Mar 9 - Mar 10
Total with taxes and fees
Best Western Springfield Hotel
Riverside Hotel, an Ascend Collection Hotel
Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
$156 nightly
$169 total
Apr 6 - Apr 7
Total with taxes and fees
Riverside Hotel, an Ascend Collection Hotel
Hampton Inn Brattleboro
Hampton Inn Brattleboro
Brattleboro
  • Riverside comfort with fitness center and hot tub near United States Navy Seabee Bridge.
$106 nightly
$116 total
Mar 16 - Mar 17
Total with taxes and fees
Hampton Inn Brattleboro
Travelodge by Wyndham Brattleboro VT
Travelodge by Wyndham Brattleboro VT
Brattleboro
  • Perfect Vermont location for skiing and outdoor activities year-round.
$71 nightly
$78 total
Mar 9 - Mar 10
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
The Covered Bridge Inn
The Covered Bridge Inn
Brattleboro
  • Quaint Vermont escape near hiking trails with free daily breakfast and parking.
$75 nightly
$83 total
Mar 7 - Mar 8
Total with taxes and fees
The Covered Bridge Inn
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
Brattleboro
  • Convenient hotel near I-91, offering a restaurant and free amenities for travelers.
$113 nightly
$124 total
Mar 15 - Mar 16
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
Colonial Motel And Spa
Colonial Motel And Spa
Brattleboro
  • Relaxing Vermont retreat with spa services and two inviting indoor pools.
$100 nightly
$110 total
Mar 8 - Mar 9
Total with taxes and fees
Colonial Motel And Spa
Black Mountain Inn
Black Mountain Inn
Brattleboro
  • Serene Black Mountain retreat with outdoor pool and peaceful hiking trails nearby.
$111 nightly
$122 total
Mar 10 - Mar 11
Total with taxes and fees
Black Mountain Inn
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
  • Brattleboro retreat with indoor pool and proximity to local attractions.
$161 nightly
$177 total
Mar 15 - Mar 16
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG
The Hartness House
The Hartness House
Springfield
  • Historic Vermont inn near train station with trails nearby for adventurers.
$148 nightly
$163 total
Mar 16 - Mar 17
Total with taxes and fees
The Hartness House
The Inn at Weathersfield
The Inn at Weathersfield
Perkinsville
  • Just steps from Vermont's North Springfield Lake, this charming inn offers breakfast and dining.
$196 nightly
$214 total
Mar 10 - Mar 11
Total with taxes and fees
The Inn at Weathersfield
Four Columns Inn
Four Columns Inn
Newfane
  • Charming Vermont B&B with garden views and on-site tavern serving dinner.
$129 nightly
$141 total
Mar 10 - Mar 11
Total with taxes and fees
Four Columns Inn
Fullerton Inn
Fullerton Inn
Chester Depot
  • Soak in small-town Vermont charm with free breakfast and staff that wins rave reviews.
$129 nightly
$141 total
Mar 10 - Mar 11
Total with taxes and fees
Fullerton Inn
Colonel Williams Inn
Colonel Williams Inn
Brattleboro
  • Ski enthusiasts retreat in Brattleboro with local cuisine breakfast and cozy amenities.
$146 nightly
$161 total
Mar 17 - Mar 18
Total with taxes and fees
Colonel Williams Inn
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
Chester
  • Cozy Chester retreat with historic charm and outdoor adventures await you.
$200 nightly
$219 total
Mar 19 - Mar 20
Total with taxes and fees
Stone Hearth Inn and Eatery
View all properties

Check out reviews of Windham hotels guests love

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"Clean, amazing hot tub, great breakfast"
Tim 1-night trip
Posted 5 hours ago
Hampton Inn and Suites Manchester
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

10/10 Excellent
"Excellent stay "
Kimberly 3-night trip
Posted 13 hours ago
The Equinox Golf Resort & Spa
The Putney Inn

The Putney Inn

10/10 Excellent
"clean room. Quiet place."
Bruce 2-night trip
Posted 20 hours ago
The Putney Inn
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"I liked it a lot for the one night stop "
Jakub 1-night trip
Posted 20 hours ago
Comfort Inn & Suites Brattleboro I-91
Best Western Springfield Hotel

Best Western Springfield Hotel

8/10 Good
"Everything was great except I could hear the neighbors "
Diane 1-night trip
Posted 2 days ago
Best Western Springfield Hotel
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

8/10 Good
"nice lobby"
Jeff 3-night trip
Posted 2 days ago
Pointe at Castle Hill Resort
The Manchester View

The Manchester View

10/10 Excellent
"This place worked out wonderfully. Clean, comfortable and a great value. Location around 5 min to downtown Manchester. 20 minnto Stratton. Highly recommend "
Jeffrey 1-night trip
Posted 3 days ago
The Manchester View
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Shuttle if very efficient and the wait is never long to get to the slopes and village area. Great area for walks and/or with dogs. Although I was hoping for pancakes or waffles with the continental breakfast but was great nonetheless. Had dinner reservations in the village and the shuttle was the way to go on a super cold night. It’s just what you need to be comfortable. Hot tub and sauna was refreshing. I’d would deff recommend staying there again. "
Cherish Kae 1-night trip
Posted 4 days ago
The Black Bear Lodge at Stratton Mountain Resort
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent
"Great location…. Walk right onto 2 ski lifts from the hotel, full ski service, great amenities "
Justin 2-night trip
Posted 4 days ago
Grand Summit Resort, A Vail Resorts Property

Frequently asked questions

How much does a hotel room cost in Windham?
You can find top hotels in Windham from $78 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 12 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 Key™, our rewards program, you will be able to earn and use OneKeyCash™* 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

Whispers of the Valley: Unveiling Windham's Enchanted Landscapes

Nestled in the enchanting Green Mountains, Windham, Vermont, is a nature lover's paradise that offers a perfect blend of outdoor adventure and serene relaxation. With its pristine forests, picturesque valleys, and the sparkling waters of nearby lakes, this charming town invites visitors to explore hiking trails, ski slopes at Windham Mountain, and the tranquil beauty of state parks. Discover the rich local culture through artisanal shops and cozy eateries, or unwind at the Windham Country Club for a round of golf amidst stunning landscapes. Whether seeking adventure or tranquility, Windham is a hidden gem waiting to be explored.

Discover great hotels in Windham

Windham, Vermont offers a variety of hotel accommodations, from cozy inns and charming bed and breakfasts to luxurious lodges. Whether you're seeking a romantic getaway or a family-friendly retreat, you'll find comfortable guest rooms and inviting atmospheres throughout the area, perfect for unwinding after a day of exploration. Here are some of our travelers' favorite hotels in Windham:

  1. The Upper Pass Lodge at Magic MountainOpens in a new window: This inviting 2.5-star motel is ideal for adventure seekers looking for a distinctive getaway. With a range of adventure sports available onsite and nearby, including ziplining, fishing, and skiing lessons, it promises action-packed experiences. The pet-friendly policy adds charm, allowing travelers to bring their furry companions along for the journey. The combination of recreational activities and the welcoming atmosphere makes it a favored choice for those who thrive on adventure and exploration.
  2. Blue Gentian Lodge at Magic MountainOpens in a new window: This charming 2.5-star bed and breakfast offers a cozy retreat for those keen on skiing and adventure vacations. Located conveniently close to ski shuttles and lifts, it provides easy access to downhill skiing, snowboarding, and hiking. The property’s welcoming ambiance and focus on providing a memorable outdoor experience create an inviting environment for leisure travelers. The combination of adventure and comfort ensures a delightful stay for those looking to unwind after an exhilarating day on the slopes.
  3. Grafton InnOpens in a new window: This delightful 3.5-star hotel is a sophisticated choice for those seeking adventure with family in a pet-friendly environment. It features a blend of outdoor recreation and family amenities, including skiing, hiking, and mountain biking, ensuring an energetic yet comfortable experience. The availability of an arcade game room adds an entertaining element for younger visitors. With its emphasis on adventure and relaxation, this hotel stands out as a well-rounded option for travelers looking to create lasting memories in a vibrant setting.

Top locations to stay in Windham

When visiting Windham, Vermont, great areas to stay include Londonderry, Stratton, and Weston. Londonderry offers mountain charm and outdoor activities, Stratton is renowned for skiing and vibrant mountain culture, while Weston is perfect for a relaxing getaway with ski options. For first-time visitors, Stratton is best suited, providing a lively atmosphere and excellent access to winter sports and amenities.

  1. StrattonOpens in a new window: Stratton is a top choice for travelers seeking a mountain getaway, especially if you love skiing and outdoor adventures. Known for its extensive ski slopes and vibrant village atmosphere, you can enjoy a range of activities year-round, from hiking in the summer to snowboarding in the winter. The area boasts charming shops and cozy lodges, making it a great base for exploring the beautiful Green Mountains. Don’t miss the chance to unwind with some après-ski fun or indulge in local cultural offerings, including art exhibits and live music events.
  2. LondonderryOpens in a new window: Londonderry offers a charming and laid-back atmosphere, perfect for those looking to escape the hustle and bustle. Nestled in the mountains, it’s an excellent spot for outdoor enthusiasts with ample hiking and biking trails. The town is also known for its scenic views and close-knit community vibe. Explore local shops that showcase handcrafted goods and enjoy seasonal festivals that celebrate the area’s heritage. Londonderry is ideal for a relaxing retreat amidst nature while still being close to exciting activities.
  3. WestonOpens in a new window: Weston is a delightful village that embodies the quintessential New England charm. It’s an ideal place for those seeking a peaceful retreat with access to beautiful landscapes and historic sites. The town is famous for its cultural attractions, including local art galleries and classic Vermont theaters, where you can enjoy performances and events. Stroll through quaint streets lined with unique shops and enjoy the tranquil surroundings. Weston is perfect for a relaxing getaway, allowing visitors to connect with the local culture and nature.

Things to do in Windham

Nestled in a stunning valley surrounded by majestic mountains and lush forests, this destination offers a variety of outdoor activities year-round. Visitors can enjoy thrilling skiing on pristine slopes in winter, while warmer months invite hiking, golfing, and boating on serene lakes. With its breathtaking landscapes, it's a perfect spot for nature lovers and adventure enthusiasts alike.

  • Jamaica State ParkOpens in a new window – Dive into the beauty of Jamaica State Park, where lush forests and serene lakes invite you to explore. Enjoy hiking trails that wind through the mountains, perfect for a day of adventure or a peaceful picnic by the water. The park’s vibrant wildlife adds to the tranquil atmosphere, making it an ideal spot for nature lovers.
  • Townshend State ParkOpens in a new window – Head over to Townshend State Park, a stunning expanse of natural beauty. With its picturesque valleys and scenic mountain views, it’s perfect for hiking, bird watching, or simply soaking in the sights. Pack your camera to capture the breathtaking landscapes that surround you.
  • Weston PrioryOpens in a new window – Visit Weston Priory, a serene monastery that offers a glimpse into spiritual life amidst the beautiful Vermont countryside. Wander the peaceful grounds, reflect in the gardens, and enjoy the calming atmosphere that invites quiet contemplation. It’s a unique stop for those seeking peace and introspection.
  • Lowell Lake State ParkOpens in a new window – Experience the tranquility of Lowell Lake State Park, where you can paddle across calm waters or hike along scenic trails. The park is a great spot for fishing or simply enjoying a leisurely day in nature. Don’t forget to bring your binoculars for some wildlife spotting!
  • Stratton Tennis SchoolOpens in a new window – If you’re looking to improve your game, the Stratton Tennis School offers a fantastic opportunity to learn from skilled instructors. Engage in friendly matches or take lessons in a beautiful setting surrounded by nature. It’s a fun way to stay active during your visit!

5 tips for savvy savings when booking a hotel in Windham

  1. Book for the cheapest times: The most budget-friendly time to visit Windham is during April, May, and November, when hotel prices are lower. For a great value for money, planning a stay of at least 2 to 3 days allows you to explore the area's key landmarks and cultural attractions. You can enjoy the scenic beauty of state parks, national parks, and recreational areas, as well as engaging in activities at local golf courses, lakes, and ski resorts. This timeframe not only offers affordability but also gives you a chance to immerse yourself in Windham's rich history and natural beauty.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals for hotels in Windham, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted rates as your travel date approaches. Consider enabling email alerts or push notifications from Hotels.com to stay informed about flash sales and exclusive promotions, helping you save on hotel stays. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows you to compare hotel prices and amenities, increasing your chances of securing the best hotel deal. If prices drop or rooms become available, you could be among the first to know, making it easier to book that spontaneous getaway.
  3. Be flexible with dates: Prices can fluctuate depending on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay at a Windham hotel. If you're seeking something unique, boutique hotels can provide a more personalized experience and often offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend more affordable dates that could help you secure a better deal.
  4. Consider your location: Staying near key attractions or city centers can be convenient, but it often comes with higher prices. For more budget-friendly options, you might want to look at hotels in less central areas or neighborhoods, striking a balance between cost and accessibility to the sites you want to visit. You could also consider independent hotels a bit further out, which are usually more likely to be affordable and can offer a more authentic experience.
  5. Become a Member: Joining our membership program is completely free and allows you to book your next stay in Windham at exclusive member prices! With access to over 100,000 hotels worldwide, you can save significantly on your accommodations. As a member, you'll not only enjoy immediate savings but also have the opportunity to progress through our tiers, unlocking additional perks along the way. These perks may include complimentary room upgrades when available and discounts on food and beverages at select VIP Access properties. Sign up today and start enjoying all the benefits!

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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