The Winwood Condominiums | Hotel in Windham, New York
5220 NY-23, Windham, 12496, USA
8.8 · Fabulous364 reviewsPoolChild FriendlyParkingDesignated Smoking Area
The Winwood Condominiums
At this property
Parking
Pool
Designated Smoking Area
Balcony/Terrace
Transportation/Shuttle
Sports/Activities
Skiing
Wellness Facilities
Fireplace
Guest Services
Child Friendly
Internet
Laundry
The Winwood Condominiums offers a convenient ski shuttle service; those who skip the slopes can take advantage of ski passes and complimentary wireless internet access. The Winwood Condominiums offers 26 accommodations with blackout drapes/curtains. This Windham hotel provides complimentary wireless Internet access. Housekeeping is provided daily. Recreational amenities at the hotel include a fitness center and a seasonal outdoor pool.
The recreational activities listed below are available either on site or nearby; fees may apply.
Arrivals & Check-in
Contactless check-in, practical layout, settle straight in
Hotel · Windham
Arrival
Check-in start time: 4:00 pm; check-in end time: 9:00 pm early check-in subject to availability late check-in subject to availability minimum check-in age: 18
Design
1 Bedroom
Bath products
1 Bathroom
Tech
WiFi and entertainment where listed in amenities
Bedrooms & Baths
Compact stay with a practical layout
Where you sleep
· 1 Bedroom
· 1 Bathroom
Property Amenities
Wellness and fitness at this stay
Laundry
Wellness Facilities
Pool
Sports/Activities
Skiing
Internet
Guest Reviews
The Winwood Condominiums Reviews
“I came here thirty years ago. And I came here thirty years later, and it's still run by a wonderful proprietor and it's a beautiful place to unwind, and enjoy breakfast in the morning will be a wonderful host if she's not busy. That is taking care of this amazing place. I very much enjoyed my stay”
Dorothy
·
Sep 12, 2026 05:31:50 AM
“Friendly staff, comfy and convenient clubhouse, nice little condo!”
Elizabeth
·
Jul 20, 2026 01:52:28 AM
“Small kitchenette fully equipped. Lots of parking and near gas station/market for essentials.
Great stay!”
Jean-Frédéric
·
Apr 21, 2026 07:53:57 PM
View more reviews
The Winwood Condominiums Reviews
“I came here thirty years ago. And I came here thirty years later, and it's still run by a wonderful proprietor and it's a beautiful place to unwind, and enjoy breakfast in the morning will be a wonderful host if she's not busy. That is taking care of this amazing place. I very much enjoyed my stay”
Dorothy
·
Sep 12, 2026 05:31:50 AM
“Friendly staff, comfy and convenient clubhouse, nice little condo!”
Elizabeth
·
Jul 20, 2026 01:52:28 AM
“Small kitchenette fully equipped. Lots of parking and near gas station/market for essentials.
Great stay!”
Jean-Frédéric
·
Apr 21, 2026 07:53:57 PM
“Great option for visiting Windham mountain! ”
Maria
·
Mar 11, 2026 12:00:00 AM
“It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights. ”
Nicoletta
·
Feb 18, 2026 11:12:49 PM
“Great staff ”
Sara
·
Feb 14, 2026 05:39:34 AM
“Great staff, shuttle to mountain ”
Charlie
·
Jan 28, 2026 07:15:00 AM
“The sofa bed does not have the full bedding - no comforter - so it can get cold (unless you crank up the heat).
The person who checked us in said she would allow late check out only for a different person at the desk not honor it. I would make sure you have the receptionist make a note of the late check out request (if accepted) so that it’s not lost in translation.”
Vikas
·
Jan 20, 2026 01:08:12 AM
“Clean rooms”
Christopher
·
Oct 11, 2025 08:25:00 PM
“This accommodation is very cosy and very close to Windham Mountain. The room we had has a kitchenette and the only complaint is the bathroom door would be better as a door not sliding door.
We went to see the fall foliage but please note Windham Mojntain does NOT do the skyrides anymore.
If you stay here for that, you’ll have to drive to Hunter mountain. ”
MD
·
Oct 7, 2025 04:48:50 AM
Good to know · before you book.
Check-in
Check-in start time: 4:00 pm; check-in end time: 9:00 pm early check-in subject to availability late check-in subject to availability minimum check-in age: 18
Check-out
A late check-out fee will be charged check-out before 10 am contactless check-out available express check-out available late check-out subject to availability
Pet Policy
Pets not allowed
Child Policy
Children are welcome. kids stay free! children 15 years old and younger stay free when using existing bedding. rollaway/extra beds are not available. cribs (infant beds) are not available.
Payment Policy
Late check-out is available for a fee (subject to availability) the above list may not be comprehensive. fees and deposits may not include tax and are subject to change.
Stay length
1 Night minimum.
Booking
Discover and compare here; reserve with a trusted partner.
Cashless transactions are available extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges safety features at this property include a smoke detector special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts credit cards; cash is not accepted this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
FAQs
Frequently asked questions
01 / 07
Is this The Winwood Condominiums pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
02 / 07
Does the The Winwood Condominiums have a swimming pool?
Yes, this The Winwood Condominiums has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
03 / 07
How much does it cost per night to stay in The Winwood Condominiums?
Best-rates for the The Winwood Condominiums starts from $183 per night with includes Parking, Pool, Designated Smoking Area, Balcony/Terrace, Transportation/Shuttle, Sports/Activities, Skiing, Wellness Facilities, Fireplace, Guest Services, Child Friendly, Internet, Laundry with all other facilities. Sonder is dedicated to ensuring every traveler enjoys a comfortable and exceptional stay, whether traveling solo, with a partner, with a pet, or with the whole family.
04 / 07
Is The Winwood Condominiums a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
05 / 07
Is the The Winwood Condominiums wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the The Winwood Condominiums has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
06 / 07
What is the minimum night stay policy for the The Winwood Condominiums?
Based on the information reported by the owner or manager, the The Winwood Condominiums indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
07 / 07
What cancellation policy is in place for The Winwood Condominiums?
Based on the information reported by the owner or manager, details for the cancellation policy for the The Winwood Condominiums are as follows: Cancellation Policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Yes, this The Winwood Condominiums has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
Best-rates for the The Winwood Condominiums starts from $183 per night with includes Parking, Pool, Designated Smoking Area, Balcony/Terrace, Transportation/Shuttle, Sports/Activities, Skiing, Wellness Facilities, Fireplace, Guest Services, Child Friendly, Internet, Laundry with all other facilities. Sonder is dedicated to ensuring every traveler enjoys a comfortable and exceptional stay, whether traveling solo, with a partner, with a pet, or with the whole family.
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Based on the information received from our partner, the The Winwood Condominiums has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
Based on the information reported by the owner or manager, the The Winwood Condominiums indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
Based on the information reported by the owner or manager, details for the cancellation policy for the The Winwood Condominiums are as follows: Cancellation Policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
5220 NY-23, Windham, 12496, USA
364 reviews
Pool
Child Friendly
Parking
Designated Smoking Area
Pool
Balcony/Terrace
Transportation/Shuttle
Sports/Activities
Skiing
Wellness Facilities
Fireplace
Guest Services
Child Friendly
Internet
Laundry
10.0
Hot Tub
View
Air Conditioner
Oceanfront
Ocean View
EV Charge Station
Spa
Kitchen
Security/Safety
