Vacation packages
Stays
Cars
Flights
Support
AARP Member Savings
My Trips
AARP.org
Join
Renew

Winwood Condominiums by Windham Mountain Club

3.0 star property
Ski hotel with a seasonal outdoor pool and a 24-hour front desk

Choose dates to view prices

Winwood Inn & Condominiums is ideal for outdoor enthusiasts in a picturesque setting. Families love the arcade/game room for friendly competition after skiing. Enjoy the 18-hole golf course, onsite spa with sports massages, free ski shuttles, and self-parking for easy adventures.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • 24/7 front desk
  • Laundry
  • Housekeeping
  • Free WiFi
  • Parking included

Room options

Available filters for rooms
Showing 6 of 6 rooms

View all photos for Condo, 1 Bedroom (Winwood)

Living area

Condo, 1 Bedroom (Winwood)

Highlights

Yard
Blackout drapes/curtains
Separate bedroom
Daily housekeeping
  • 1 bedroom
  • Sleeps 4
  • 1 Double Sofa Bed and 1 Queen Bed

View all photos for Condo (Windwood | Efficiency)

1 bedroom, blackout drapes, free WiFi, bed sheets

Condo (Windwood | Efficiency)

Highlights

Yard
Separate bedroom
Blackout drapes/curtains
Daily housekeeping
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

View all photos for Condo, 2 Bedrooms (Windwood)

1 bedroom, blackout drapes, free WiFi, bed sheets

Condo, 2 Bedrooms (Windwood)

Highlights

Yard
Blackout drapes/curtains
Separate bedroom
Daily housekeeping
  • 2 bedrooms
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

View all photos for Condo, 2 Bedrooms (Windwood)

Condo, 2 Bedrooms (Windwood) | Living area

Condo, 2 Bedrooms (Windwood)

Highlights

Yard
Blackout drapes/curtains
Separate bedroom
Daily housekeeping
  • 2 bedrooms
  • Sleeps 6
  • 1 Double Sofa Bed, 1 Queen Bed and 2 Twin Beds

Condo, 2 Bedrooms (Windwood)

Highlights

Yard
Blackout drapes/curtains
Separate bedroom
Daily housekeeping
  • 2 bedrooms
  • Sleeps 8
  • 1 Queen Bed and 4 Twin Beds

View all photos for Presidential Condo, 2 Bedrooms (Windwood)

Living area

Presidential Condo, 2 Bedrooms (Windwood)

Highlights

Yard
Blackout drapes/curtains
Separate bedroom
Daily housekeeping
  • 2 bedrooms
  • Sleeps 6
  • 1 Double Sofa Bed and 2 Queen Beds

About the neighborhood

Map
5220 NY-23, Windham, NY, 12496

What's nearby

  • Windham Country Club - 1 min drive - 1.1 miles
  • Windham Mountain Resort - 3 min drive - 1.8 miles
  • Windham Vineyards and Winery - 10 min drive - 8.2 miles
  • Hunter Mountain - 16 min drive - 12.4 miles
  • Zoom Flume - 21 min drive - 12.4 miles

Getting around

  • Albany Intl. Airport (ALB) - 80 min drive

Restaurants

  • ‪Chicken Run - ‬3 min drive
  • ‪Windham Diner - ‬9 min walk
  • ‪Catskill Mountain Country Store - Windham - ‬20 min walk
  • ‪Higher Grounds Coffee Shop - ‬17 min walk
  • ‪Matilda - ‬3 min drive

About this property

Winwood Condominiums by Windham Mountain Club

Family-friendly hotel near Windham Mountain Resort
At Winwood Condominiums by Windham Mountain Club , you can look forward to a garden, an arcade/game room, and laundry facilities. With amenities like a free ski shuttle and ski passes, this hotel is a great place to hit the slopes. Enjoy onsite activities like sledding and volleyball. Free in-room WiFi and a fireplace in the lobby are available to all guests.
You'll also find perks like:
  • A seasonal outdoor pool
  • Free self parking
  • An electric car charging station, express check-out, and concierge services
  • A billiards/pool table, ATM/banking services, and a TV in the lobby
Room features
All guestrooms at Winwood Condominiums by Windham Mountain Club have amenities such as free WiFi.
Extra conveniences in all rooms include:
  • Blackout drapes/curtains, restaurant dining guides, and window screens
  • Private yards and daily housekeeping

Similar properties

Lobby sitting area

Hunter Lodge, a Bluebird by Lark

  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
9.2 out of 10, Wonderful, 796 reviews
Hunter Lodge, a Bluebird by Lark

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Free ski shuttle
  • Free self parking on site
  • Free RV/bus/truck parking on site
  • Wheelchair-accessible parking available

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Seasonal outdoor pool
  • Ski passes
  • Sledding
  • TV in common areas
  • Volleyball

Family friendly

  • Arcade/game room
  • Laundry facilities
  • Seasonal outdoor pool

Conveniences

  • 24-hour front desk
  • ATM
  • Laundry facilities
  • Luggage storage

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Tour and ticket assistance
  • Wedding services

Outdoors

  • Garden
  • In the mountains

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 4 accessible parking spaces
  • No elevator
  • Pool hoist on site
  • Stair-free path to entrance
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible pool
  • Wheelchair-accessible public washroom

More

  • Designated smoking areas
  • Fireplace in lobby
  • Reception hall

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes

Food and drink

  • Restaurant dining guides

More

  • Window screens

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: anytime
Early check-in subject to availability
Contactless check-in available
Minimum check-in age: 18

Check-out

Check-out before 10 AM
Contactless check-out available
Late check-out subject to availability
A late check-out fee will be charged
Express check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Access methods

Staffed front desk

Pets

Pets not allowed

Children and extra beds

Children are welcome
Children up to the age of 15 years can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Optional extras

  • 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.

You need to know

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
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
Cashless transactions are available
Safety features at this property include a smoke detector
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

We should mention

This property does not have elevators
The seasonal pool will be open from June to September
Only registered guests are allowed in the guestrooms

Property is also known as

Winwood Inn Condominiums Windham
Winwood Inn Condominiums
Winwood Windham
Winwood Resort Windham
Winwood Inn & Condos Hotel Windham
Winwood Hotel Windham
Winwood Inn & Condos Windham NY - Catskill Region
Winwood Inn And Condos
Winwood Inn Condominiums
Winwood & Condominiums Windham
Winwood Inn & Condominiums Hotel
Winwood Inn & Condominiums Windham
Winwood Inn & Condominiums Hotel Windham

Frequently asked questions

Does Winwood Condominiums by Windham Mountain Club have a pool?

Yes, this property has a seasonal outdoor pool.

Is Winwood Condominiums by Windham Mountain Club pet-friendly?

No, pets are not allowed at this property.

How much is parking at Winwood Condominiums by Windham Mountain Club ?

Self parking is free at this property.

What time is check-in at Winwood Condominiums by Windham Mountain Club ?

Check-in start time: 4:00 PM; Check-in end time: anytime.

What time is check-out at Winwood Condominiums by Windham Mountain Club ?

Check-out is at 10 AM. Late check-out is available for a fee (subject to availability).

Where is Winwood Condominiums by Windham Mountain Club located?

Located near the slopes, this Windham hotel is in the mountains, within 1 mi (2 km) of Catskill State Park and Windham Country Club, and close to winter sports such as skiing lessons and snow tubing. Windham Mountain Resort is 1.4 mi (2.3 km) away.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Winwood Condominiums by Windham Mountain Club Reviews

8.8

Excellent

8.8

Cleanliness

8.8

Location

9.0

Staff & service

8.6

Eco-friendliness

8.4

Property conditions & facilities
Rating 10 - Excellent. 175 out of 341 reviews
Rating 8 - Good. 119 out of 341 reviews
Rating 6 - Okay. 32 out of 341 reviews
Rating 4 - Poor. 8 out of 341 reviews
Rating 2 - Terrible. 7 out of 341 reviews

Reviews

10/10 Excellent

Joel

Liked: Cleanliness, staff & service, property conditions & facilities
Great location and great property
Stayed 2 nights in Mar 2025

10/10 Excellent

Cliodna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A great place to stay in Windham.
Stayed 1 night in Aug 2023

8/10 Good

Suzanne

Beautiful setting - close to all amenities.
Stayed 1 night in Jun 2024

10/10 Excellent

Bella

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean and comfortable with all the kitchen amenities and beautiful grounds.
Stayed 2 nights in Aug 2024

8/10 Good

Noreen

Liked: Property conditions & facilities
Will definitely b back again… might b back for Thanksgiving
Stayed 3 nights in Jul 2024

10/10 Excellent

Deborah

Liked: Cleanliness, staff & service, amenities
Nice condo. Great bed! Very comfortable.
Stayed 1 night in Oct 2024

10/10 Excellent

Gladys

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Confortable

This place was amazing!
Stayed 2 nights in Sep 2023

10/10 Excellent

Joseph

Liked: Staff & service, property conditions & facilities
Very fast check-in
Stayed 1 night in Jun 2024

10/10 Excellent

Ran

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great for family for ski trips

It was an amazing stay for our ski trip. Very clean and comfortable beds. Convenient with a good quality food market next door. Kids love the game room as an after ski activity. Only wish the kitchen was equipped with dishwasher and stocked with cooking oil.
Stayed 3 nights in Dec 2023

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
I was very happy with the accommodations. The room was spacious and comfortable. I like the kitchen area! There were plenty of parking spaces close to the room. I did notice some cobwebs on the light fixtures and some hairs in the sink.
Stayed 2 nights in Sep 2024

10/10 Excellent

Josephine

Liked: Cleanliness, staff & service, property conditions & facilities
Such a great value for the price. We were pleasantly surprised because the room we got was actually a lot nicer than the pictures shown online. Love the location - right next to Hickory Hill Market and just 5 minutes to Windham Mountain and restaurants in town. Another bonus - they have electric car chargers! We’d definitely stay here again!
Stayed 1 night in Nov 2022

8/10 Good

MARCEL

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Good trip. Clean venue. Good service. I would recommend.
Stayed 1 night in Aug 2023

8/10 Good

Raymond

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Nice place overall

Overall, it is a nice and comfortable place with plently of parking and a nice warm pool. My only real complaint was that the carpets were dirty to the point where your feet were black when you walked on them barefoot.
Stayed 2 nights in Jul 2023

6/10 Okay

Matthew

Liked: Cleanliness, staff & service, room comfort
Real nice staff, unit was clean and well kept. Negitive was no restaurant, property is in rough shape. Tough times
Stayed 3 nights in Dec 2023

10/10 Excellent

Adele

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The mattresses were the best I have ever slept on. Room had a lot of space, nice sofa and spacious closet. Staff is 24 7 which is nice. Wish there was a microwave in the room. There is a refrigerator and it is larger than the usual dorm size. They need to have something in writing to say there is free coffee and tea in the lobby area for guests
Stayed 3 nights in Jul 2024

8/10 Good

Karen

Its needs a microwave in the room. The only complaint i uave . The refrigerator had a really bad smell when i open it. couldn't use it.
Stayed 1 night in Sep 2024

6/10 Okay

Judy

Liked: Cleanliness, staff & service, property conditions & facilities
I recently had a meeting in Windham , and chose this hotel because it had a restaurant. After a 3 1/2 drive I come to find at the hotel it does not have a restaurant. Needless to say it was very disappointing since the website said they did. Therefore, after checking in i had to find somewhere else. Not what I had planned on at all.
Stayed 1 night in Nov 2023

2/10 Terrible

Stavroula

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities, room comfort

Needs upgrading and a real cleaning.

The rooms were dingy. They smelled bad. We cut our stay short. Jason at the front desk was fabulous but everything else in the hotel was horrible. Room smelled. Stains all over the place. I couldn’t fathom sleeping there ever again. Bed was horrible. Pillows smelled like the sweat of the previous person that stayed there. Never again.
Stayed 3 nights in Dec 2022

10/10 Excellent

Christopher

Liked: Cleanliness, staff & service, property conditions & facilities
Clean rooms
Stayed 1 night in Oct 2025

10/10 Excellent

MD

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Room at Winwood Condiminum
Windham Mountain views
Stayed 1 night in Oct 2025

6/10 Okay

jorge

Liked: Cleanliness
Disliked: Amenities
No restaurant in property.only place for resting,sleeping.
Stayed 1 night in Sep 2025

8/10 Good

John

Liked: Property conditions & facilities
Bathroom door handle was loose. Parking lot light was shining in the room all night. Windows need curtains.
Stayed 3 nights in Aug 2025

10/10 Excellent

Verushka

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
I've been coming to Winwood Comdo
Stayed 1 night in Jul 2025

10/10 Excellent

Irina

Liked: Cleanliness, staff & service, property conditions & facilities
Wonderful property
Stayed 1 night in Jul 2025

8/10 Good

David

Liked: Cleanliness, staff & service

Go for the views and town, stay for the pool

Interesting place. Obviously a ski condo, so not too busy in the summer. Top-notch pool in a gorgeous setting. Rest of the complex was surprisingly ramshackle and of motel-like construction, unusual for a condo.
Stayed 1 night in Jul 2025

  • † More information about the $50 gift card with flight package benefit may be found at: https://www.expedia-aarp.com/lp/b/vacationpackages50prepaid

  • English Copyright 1995 – 2025. All rights reserved. Use of this Web site constitutes acceptance of the Expedia User Agreement and Privacy Policy. Expedia pays a royalty fee to AARP for the use of AARP’s intellectual property. These fees are used for the general purpose of AARP. All goods or services and discounts offered via the AARP® Travel Center powered by Expedia ®, are provided by third-party suppliers. AARP and its affiliates do not endorse and are not responsible for the goods or services and discounts made available on this site. Offers are subject to change and may have restrictions. Please contact the AARP® Travel Center powered by Expedia® directly for full details. AARP and its affiliates are not insurers.