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Top 10 Windham hotels and places to stay

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1001)
"Very enjoyable stay"
The Putney Inn

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (371)
"After working an entire weekend with festivities in the area checking into here for some much needed rest was the best decision we made very comfortable very nice and very clean "
Bromley View Inn

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (310)
"Excellent. Wonderful breakfast. "
The price is £116
includes taxes & fees
17 Aug - 18 Aug
Colonel Williams Inn

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very good, (655)
"Good place "
The price is £54
includes taxes & fees
7 Sept - 8 Sept
The Upper Pass Lodge at Magic Mountain

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (313)
"The location was perfect. "
The price is £106
includes taxes & fees
10 Aug - 11 Aug
Brittany Motel

Aspen At Manchester

2.5 star property
8.8 out of 10, Excellent, (575)
"Awesome stay"
The price is £81
includes taxes & fees
13 Aug - 14 Aug
Aspen At Manchester

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (70)
"Perfect Chaet!!! Will definitely come back and highly recommend."
The price is £91
includes taxes & fees
10 Aug - 11 Aug
Chalet 239

Blue Gentian Lodge at Magic Mountain

2.5 star property
9.2 out of 10, Wonderful, (103)
"The most comfortable stay I have had in a long time. I look forward to visiting the Blue Gentian Lodge again!"
The price is £103
includes taxes & fees
10 Aug - 11 Aug
Blue Gentian Lodge at Magic Mountain

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1000)
"Very comfortable and affordable room for late night traveling and just needing a place to rest before hitting the road again. "
The price is £110
includes taxes & fees
6 Sept - 7 Sept
The Covered Bridge Inn

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (858)
"People at the front desk were very nice; hotel was very clean. Ended up being further away than we thought, but well worth the extra time/drive. Would definitely stay here again. AC was cold as well- all around fantastic stay!! "
The price is £109
includes taxes & fees
12 Aug - 13 Aug
Pointe at Castle Hill Resort

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (909)
"Nice area"
The price is £111
includes taxes & fees
17 Aug - 18 Aug
The Black Bear Lodge at Stratton Mountain Resort

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (664)
"Great place for a quick stay with my son on the way to Maine. "
The price is £107
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn & Suites Brattleboro I-91

Hampton Inn and Suites Manchester

2.5 star property
9.6 out of 10, Exceptional, (1001)
"We really enjoyed our stay at this property. It's nicely kept.. and EV charging is included in stay. Great breakfast, too. "
The price is £124
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn and Suites Manchester

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (454)
"The bed was super comfortable and the sheets were very soft and also comfortable. "
The price is £92
includes taxes & fees
10 Aug - 11 Aug
Black Mountain Inn

Best Western Springfield Hotel

2.5 star property
8.8 out of 10, Excellent, (779)
"We loved our stay. "
The price is £147
includes taxes & fees
17 Aug - 18 Aug
Best Western Springfield Hotel

The Manchester View

2.5 star property
9.4 out of 10, Exceptional, (736)
"Great place "
The Manchester View

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (588)
"Lovely, and very peaceful stay nestled beside the Connecticut River"
The price is £123
includes taxes & fees
11 Aug - 12 Aug
Riverside Hotel, Ascend Hotel Collection

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (859)
"Great place for a quick over night stay. "
The price is £100
includes taxes & fees
4 Sept - 5 Sept
Hampton Inn Brattleboro

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (223)
"A refurbished old Vermont home with a beautiful view of the Connecticut river. The young couple who own the home were delightful and very attentive. It was comfortable and very unique. I would certainly stay here again."
Harvest Barn Inn

COHO Inn & Motor Lodge

2.0 star property
9.6 out of 10, Exceptional, (33)
"It was a great stay. The young family that owns the place now is very friendly, offers a great breakfast and the place is very cute. "
The price is £152
includes taxes & fees
17 Aug - 18 Aug
COHO Inn & Motor Lodge
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Learn more about Windham

Venture to Magic Mountain Ski Resort and Lowell Lake State Park—just two of the sights around Windham.

Top Windham Hotel Reviews

Frequently asked questions

When is the best time to go to Windham?
The most popular time to visit Windham is March, when the winter season is still in full swing, and the area is alive with outdoor activities. With temperatures typically ranging from -5 to 5 Celsius, March offers a brisk yet invigorating atmosphere, great for skiing and snowboarding on the area's renowned slopes. The snow-covered landscapes provide a stunning backdrop for a variety of winter sports, suiting both seasoned adventurers and those new to the snow.

As you plan your trip, it's important to note that the peak season in Windham runs from July to September. During these months, the warmer weather invites visitors to explore hiking trails, mountain biking, and enjoying the natural beauty of the surrounding Catskill Mountains. While this is a bustling time filled with outdoor events and festivals, many appreciate the vibrant atmosphere and the chance to engage with fellow nature enthusiasts.

For those who prefer a quieter experience, consider visiting Windham in December. This month often sees fewer crowds, allowing you to savour the tranquility of the snowy landscape while still enjoying winter activities. The festive spirit around the holidays adds an extra charm, making it a lovely time for a cozy getaway.
Where can I find the best nightlife in Windham?
Windham is a charming town situated in the Green Mountains of Vermont, superb for those seeking outdoor adventures by day and a relaxing atmosphere by night.

While Windham itself is a tranquil spot primarily known for its natural beauty, nearby towns like Londonderry and Jamaica offer some nightlife options. In Londonderry, you can find a few local pubs and taverns where you can unwind with a craft beer or a hearty meal after a day on the slopes or hiking trails.

For a livelier scene, head to the small town of Jamaica, where you might discover seasonal events and local live music at community venues. These places often highlight local talent, creating a warm and friendly atmosphere that's superb for a casual night out.

If you're looking for a more vibrant nightlife experience, the nearby town of Stratton also offers some options, including bars and restaurants that cater to both locals and visitors.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Windham hotel for you.
How can I save on a Windham hotel booking with Expedia?
Before booking your Windham hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
How much is the nightly rate at a Windham hotel?
Prices for hotels in Windham often vary, but you can find a great deal from £54 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.