Windham Hotels from S$100

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Top 10 trending Windham hotels

Our top choices for Windham hotels

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1003)
"Very enjoyable stay"
The Putney Inn

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (373)
"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

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (317)
"We stayed in the cactus room and we loved the green bathroom. There is a lounge (a HUGE hit with my kiddo too) and the staff was great. WiFi was good (I worked from the room). We would stay there again."
The price is S$183
includes taxes & fees
1 Sept - 2 Sept
Brittany Motel

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very good, (656)
"Good place "
The price is S$134
includes taxes & fees
26 Aug - 27 Aug
The Upper Pass Lodge at Magic Mountain

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (21)
"Staff was so knowledgeable and welcoming. A great stay!"
The price is S$176
includes taxes & fees
25 Aug - 26 Aug
Inn At Mount Snow

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (315)
"I enjoyed my stay and found the room more than adequately furnished. Wished the bed could be firmer and they could supply meals other than just breakfast."
The price is S$215
includes taxes & fees
2 Sept - 3 Sept
Colonel Williams Inn

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (589)
"Lovely, and very peaceful stay nestled beside the Connecticut River"
The price is S$212
includes taxes & fees
26 Aug - 27 Aug
Riverside Hotel, Ascend Hotel Collection

Best Western Springfield Hotel

2.5 star property
8.8 out of 10, Excellent, (781)
"Would stay here again"
The price is S$252
includes taxes & fees
31 Aug - 1 Sept
Best Western Springfield Hotel

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (74)
"Teh staff were friendly and helpful. Immediately upon booking I received a text message from the staff letting me know someone was there to help with any questions. checking in was easy and the hotel was very clean. The room, beds and bathroom were all clean and well kept. The free breakfast was a plus. "
The price is S$190
includes taxes & fees
25 Aug - 26 Aug
Chalet 239

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 S$265
includes taxes & fees
30 Aug - 31 Aug
COHO Inn & Motor Lodge

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (867)
"Will definitely stay here again! Very clean room nice and quiet and staff were very personable!"
The price is S$186
includes taxes & fees
25 Aug - 26 Aug
Pointe at Castle Hill Resort

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1001)
"Was great for the price "
The price is S$190
includes taxes & fees
29 Aug - 30 Aug
The Covered Bridge Inn

Aerie Inn of Vermont

2.0 star property
9.4 out of 10, Exceptional, (162)
"So quaint and staff was super friendly and accommodating! We are looking forward to coming back again! "
The price is S$152
includes taxes & fees
25 Aug - 26 Aug
Aerie Inn of Vermont

Blue Gentian Lodge at Magic Mountain

2.5 star property
9.2 out of 10, Wonderful, (106)
"Quaintly decorated. Lisa and Ken were very good hosts. Not a modern high tech property, but very homey and welcoming. "
The price is S$186
includes taxes & fees
26 Aug - 27 Aug
Blue Gentian Lodge at Magic Mountain

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (224)
"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

Hampton Inn and Suites Manchester

2.5 star property
9.6 out of 10, Exceptional, (1001)
"Excellent hotel!!! "
The price is S$215
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn and Suites Manchester

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (677)
"Really good staff! "
The price is S$184
includes taxes & fees
2 Sept - 3 Sept
Comfort Inn & Suites Brattleboro I-91

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (1000)
"Good room, great breakfast options "
The price is S$240
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (459)
"The bed was super comfortable and the sheets were very soft and also comfortable. "
The price is S$176
includes taxes & fees
26 Aug - 27 Aug
Black Mountain Inn

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (870)
"Great beach and nice rooms Breakfast can improve and pool is small "
The price is S$170
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn Brattleboro
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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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

Where is the best place for a stay in Windham?

Located 17.6 mi (28.3 km) from the heart of Windham, The Equinox Golf Resort & Spa is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Colonial Motel And Spa and Kimpton Taconic Hotel by IHG. See all available top hotels, or vacation rentals in Windham.

If I need to cancel my hotel reservation in Windham, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Windham.

What are some accommodation options with pools in Windham?

The Equinox Golf Resort & Spa: Offers a seasonal outdoor pool, an indoor pool and 4 restaurants. Colonial Motel And Spa and Kimpton Taconic Hotel by IHG are a couple of other choices that feature an on-site pool. View all hotels with pools in Windham.

What's staying in Windham like?

Travellers to Windham will find plenty to explore and enjoy. In Windham, there are 16 hotels and other accommodation options to choose from. Find out more about Windham.

What should I do while I'm visiting Windham?

Places to visit in the wider area include Magic Mountain Ski Resort, Lowell Lake State Park and Jamaica State Park. You'll also find Viking Nordic Center and Plummer's Sugar House in the area. Take a look at what more there is to see and do in Expedia's Windham guide.

What's the weather like in Windham?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windham are January, March, November and February, with each month seeing an average of 35 cm of snowfall.