Search Chalets in Windham from CA $236

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Browse Select Windham Chalets

Hotel Vienna
2.5 star property
9.2 out of 10, Wonderful, (428)
"Tranquil setting and they welcome dogs. Continental breakfast was ok but you need to get there early if you want their delicious muffins before they are gone."
Hotel Vienna
Eastwind Windham
2.0 star property
9.2 out of 10, Wonderful, (25)
"Very comfortable room, nice meadow to walk in - we enjoyed the lights for night walking. "
The price is CA $258
CA $288 total
includes taxes & fees
Oct 2 - Oct 3
Eastwind Windham
Winwood Inn & Condominiums
3.0 star property
8.6 out of 10, Excellent, (294)
"The comfy bed was my favorite part. After dancing at a wedding all night, I got into bed and didn’t wanna move. It was the most comfortable bed I’ve ever slept in. "
The price is CA $213
CA $231 total
includes taxes & fees
Sep 29 - Sep 30
Winwood Inn & Condominiums
Wylder Hotel Windham
3.5 star property
8.8 out of 10, Excellent, (21)
"Would have like ability to purchase snacks in building where room was located"
The price is CA $191
CA $264 total
includes taxes & fees
Oct 20 - Oct 21
Wylder Hotel Windham
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (245)
"Albergo Alegria Hotel is lovely (although the name is hard to remember). The room was very comfortable. Breakfast on the porch is fantastic. "
The price is CA $215
CA $232 total
includes taxes & fees
Sep 30 - Oct 1
Albergo Allegria Hotel & Breakfast Restaurant
Antique Rose Inn Windham
3.0 star property
9.2 out of 10, Wonderful, (113)
"The owner or manager was quite accommodating with early checkin for our luggage and let us use her mini refrigerator. She was very friendly and gave us a tour of this 1889 home. She made a delicious breakfast accommodating my gluten and dairy intolerance. The bed and room were totally comfortable! The only drawbacks were sharing the bathroom with the three other rooms making six people using the one bathroom. A water filter is also needed for the brown water."
The price is CA $181
CA $196 total
includes taxes & fees
Sep 30 - Oct 1
Antique Rose Inn Windham
Cave Mountain Motel
2.5 star property
9.4 out of 10, Exceptional, (119)
"Rustic very rustic but clean right on rt.23. "
The price is CA $173
CA $187 total
includes taxes & fees
Sep 30 - Oct 1
Cave Mountain Motel
Beds on Clouds
3.0 star property
7.6 out of 10, Good, (65)
"Loved the quirky decor and the coziness. I slept like the dead when I stayed here. It was awesome."
The price is CA $276
CA $298 total
includes taxes & fees
Sep 27 - Sep 28
Beds on Clouds
Vintage Charm Farmhouse Retreat
10.0 out of 10, Exceptional, (5)
"The inside is gorgeous and has lots of room for guests. Backyard was perfect and served us well. The neighboring horse was a big highlight."
Vintage Charm Farmhouse Retreat
Farmhouse Chic with Mountain and Lake Views
9.4 out of 10, Exceptional, (3)
"The property was perfect for our extended family to attend a wedding at Windham Manor. The location, accommodations, and amenities were exactly what we needed for our stay. The stunning view and outdoor firepit added to the great atmosphere."
Farmhouse Chic with Mountain and Lake Views
The Haüs Windham
2.0 star property
The Haüs Windham
Georgian Garden Inn
3.0 star property
9.0 out of 10, Wonderful, (28)
"We had a comfortable and lovely stay. The hostesses Viktoria and Irina were very hospitable, friendly and helpful, if you have any questions feel free to ask them. The property has a great location, it is close to the center of Windhem. Our room was clean, comfortable, with beautiful view and excellent internet service. Glad we chose Georgian Garden, highly recommended."
Georgian Garden Inn
Windham Farmhouse Escape w/hot tub
10.0 out of 10, Exceptional, (1)
"The place is exactly as described and clean, You can find anything you need there The owner was very friendly and he solved our problem very fast… I will definitely recommend"
Windham Farmhouse Escape w/hot tub
The Henson
3.0 star property
6.8 out of 10, (58)
"Hotel was closed, poor show Expedia, please refund me the money (now more than 2 wks)"
The Henson
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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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Other property types in Windham

Tuscan Year Round Beauty - Pickleball Court
10.0 out of 10, Exceptional, (94)
"Hard to decide where to begin…one of the nicest rental homes in the Windham area! Outside amenities are incredible - the firepit is amazing, the outdoor kitchen provides so many wonderful options (outdoor pizza oven was a hit) The inside provides fabulous space for all - even when the weather doesn’t cooperate. Rick and Alan were a pleasure to deal with. We look forward to a return trip!"
Tuscan Year Round Beauty - Pickleball Court
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (140)
"Great stay. Come here every year."
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
9.8 out of 10, Exceptional, (6)
"We could not have had a more comfotable stay! Bridget was quick to respond and ver helpful. The place easily fit our party of 13. We all had a restful weekend. Lots to do nearby but also no reason to want to leave this beatiful home. Highly reccomend!!!"
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
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.