The Winwood Condominiums

3.0 star property
3-star ski hotel near Windham Mountain Resort

Choose dates to view prices

Photo gallery for The Winwood Condominiums

Exterior
Room, Japanese Futon
Reception
Fitness facility
Living area

Reviews

8.8 out of 10
Excellent

Popular amenities

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

Explore the area

View in a map
5220 NY-23, Windham, NY, 12496
  • Place, Catskill State Park
    ‪5 min walk‬
  • Place, Windham Country Club
    ‪2 min drive‬
  • Place, Windham Mountain Resort
    ‪3 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪52 min drive‬

Room options

Room, Multiple Beds (Winwood)

  • Sleeps 4
  • 1 Double Sofa Bed and 1 Queen Bed
  • Free WiFi

Room (Windwood | Efficiency)

  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed
  • Free WiFi

Room, Multiple Beds (Windwood)

10.0 out of 10
Exceptional
(1 review)
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

Twin Room, 2 Bedrooms (Windwood)

  • Sleeps 6
  • 1 Double Sofa Bed, 1 Queen Bed and 2 Twin Beds
  • Free WiFi

Room, Multiple Beds (Windwood)

  • 2 bedrooms
  • Sleeps 8
  • 1 Queen Bed and 4 Twin Beds
  • Free WiFi

Presidential Room, Multiple Beds (Windwood)

  • 2 bedrooms
  • Sleeps 6
  • 1 Double Sofa Bed and 2 Queen Beds
  • Free WiFi

About the area

Windham

Mountain retreat .Stay at this Windham hotel and you'll be within half a mile (1 km) of Catskill State Park and 2 miles (3 km) of Windham Country Club. Also, Windham Mountain Resort is within 2 miles (3 km) and Elm Ridge Wild Forest is within 6 miles (10 km).

What's nearby

  • Catskill State Park - 5 min walk - 0.5 km
  • Windham Country Club - 2 min drive - 1.8 km
  • Windham Mountain Resort - 3 min drive - 2.9 km
  • Hunter Mountain - 16 min drive - 19.9 km
  • Kaaterskill Falls - 36 min drive - 38.0 km

Getting around

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

Restaurants

  • ‪Higher Grounds Coffee Shop - ‬17 min walk
  • ‪Brandywine - ‬4 min drive
  • ‪Mountain Express Cafeteria - ‬3 min drive
  • ‪Chicken Run - ‬3 min drive
  • ‪Catskill Mountain Country Store - Windham - ‬20 min walk

About this property

The Winwood Condominiums

3-star ski hotel near Windham Mountain Resort
As a guest of The Winwood Condominiums, you'll find a seasonal outdoor pool, an arcade/game room, and tour/ticket assistance. WiFi is free in public spaces. The family-friendly The Winwood Condominiums also features a garden, concierge services, and a fireplace in the lobby. Free self parking is available.

Smoking is allowed in designated areas at this 3-star Windham hotel.

  • 48 guestrooms or units
  • Ski lift tickets
  • Charging station for electric cars
  • Self-service laundry
  • Front desk (24 hours)
  • Express check-out
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Wedding services available
  • Game room or arcade
  • Pool or billiards table
  • Garden
  • Fireplace in lobby
  • Television in lobby
  • ATM
  • Smoking in designated areas
The Winwood Condominiums offers 48 accommodations with blackout drapes/curtains. This Windham hotel provides complimentary wireless Internet access. Housekeeping is provided daily.

Similar properties

Property amenities

Family friendly

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

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

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

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
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

  • 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.

Property payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Late check-out is available for a fee (subject to availability)

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. 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. This property accepts Visa, Mastercard, American Express, and Discover. Cash is not accepted. For guests' safety, the property includes a smoke detector in each accommodation. Cashless payment methods are available for all transactions.

We should mention

  • The seasonal pool will open in June and close in September.
  • Children 15 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • Registered guests are the only ones allowed to be in 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

How close is The Winwood Condominiums to the airport?

The Winwood Condominiums is 35 mi (52-min drive) away from the Hudson, NY (HCC-Columbia County) airport, the closest popular airport to the property.

How much does it cost to stay at The Winwood Condominiums?

As of Jun 7, 2026, prices found for a 1-night stay for 2 adults at The Winwood Condominiums on Jun 8, 2026 start from CA $236, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does The Winwood Condominiums have an airport shuttle?

Airport shuttle services are not available at The Winwood Condominiums.

Does The Winwood Condominiums offer free breakfast?

The Winwood Condominiums does not offer free breakfast.

Is there a casino at The Winwood Condominiums?

No, there is no casino at this hotel.

What time is check-in at The Winwood Condominiums?

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

Is there free parking at The Winwood Condominiums?

This hotel offers free self parking.

Does The Winwood Condominiums have a pool?

The Winwood Condominiums features a seasonal outdoor pool.

Does The Winwood Condominiums have a spa?

There are no spa services available at this hotel.

How close is The Winwood Condominiums to downtown Windham?

The Winwood Condominiums is 0.6 mi away from Windham.

The Winwood Condominiums Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 184 out of 353 reviews
Rating 8 - Good. 119 out of 353 reviews
Rating 6 - Okay. 33 out of 353 reviews
Rating 4 - Poor. 8 out of 353 reviews
Rating 2 - Terrible. 9 out of 353 reviews

8.8/10

Cleanliness

9.0/10

Staff & service

8.0/10

Amenities

8.4/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Nicoletta

Liked: Cleanliness, amenities, property conditions & facilities
It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Charlie

Great staff, shuttle to mountain
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Sara

Liked: Cleanliness, amenities, property conditions & facilities
Great staff
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Nicole

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great rooms and amazingly warm pool..Awesome stay!!
Stayed 1 night in Jul 2024
Verified

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
Verified

10/10 Excellent

Joel

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

10/10 Excellent

David

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Winwood Inn is great.
Stayed 1 night in Aug 2024
Verified

10/10 Excellent

Irina

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

10/10 Excellent

Jatin

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
convenient nice and clean residence with kitchen and market nearby.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Gary

Liked: Cleanliness, staff & service, property conditions & facilities
Decent accommodation reasonable price nice restaurant and the discounted lift tickets make it very worthwhile
Stayed 1 night in Jan 2023
Verified

8/10 Good

Reni

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I've stayed here before & it's my go to place to stay while I'm in Windham
Stayed 1 night in May 2023
Verified

8/10 Good

Suzanne

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

10/10 Excellent

Rose

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

What we needed

Friendly Staff, clean and comfortable room. Mountain vibe and close to the venue where we were attending a wedding.
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Katayoun

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place was very clean with comfortable beds. Very kind front desk.
Stayed 1 night in May 2025
Verified

10/10 Excellent

John

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice place
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Gary

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

Great place

Condo was excellent. Two bedrooms and two full bathrooms. Great spot on Rt23. Close to the center of town and surrounding golf courses.
Stayed 2 nights in Aug 2025
Verified

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
Verified

6/10 Okay

jorge

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

10/10 Excellent

Anthony

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place was nice and quiet
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Christopher

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

10/10 Excellent

Megha

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing place withba kitchenette. Its definitely a good deal for the price. And excellent room (clean linen) and big windows in thr dinning area. Loved our stay, definitely coming back!
Stayed 1 night in Jan 2025
Verified

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
Verified

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
appreciate the ease. also great that it was right next to Hickory Hill market/gas station.
Stayed 1 night in Jan 2025
Verified

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
Verified

10/10 Excellent

Maria

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

Great stay!

We stayed in a condo on this property with two teenagers. It had two bedrooms and two bathrooms which was ideal. It was quite comfortable and spacious. Would definitely stay here again!
Stayed 1 night in Jun 2024