Not Only For Sleeping, But Play Time Too!

Winwood Inn and Condominium Address: 5220 NY-23, Windham, NY 12496

Tavern 23

A warm fire and a wide selection of NYS sourced libations and craft beer pair with inventive twists on classic comfort food.  Stay tuned for the full menu! Tavern 23 adjoins the Winwood Inn lobby.

Click here for Tavern 23’s Hours of Operation.

Continental Breakfast

Due to our ongoing Covid-19 response, Continental Breakfast will not be offered for Winter 2020-2021


Fitness Center

The fitness center at the Winwood Inn and Condominiums is available to all guests at the hotel and open to the public for a membership fee. The center includes a stationary bike, treadmill, stair climber, and weight stations. Open 6:00 a.m. – 10:00 p.m. daily.


It’s time to dive into summer with a pool membership at The Winwood Inn.

Now open with modified operations. Capacity limits in place and no groups larger than 10 or more. PLEASE NOTE THAT DUE TO CAPACITY RESTRICTIONS, MEMBERSHIPS ARE SOLD OUT AT THIS TIME AND WE ARE TAKING NAMES ON A WAITING LIST.  

Family or individual memberships are available for summertime fun at the pool, open 7 days a week, from 10am to 7pm, Memorial Day Weekend through Labor Day. Stop by The Winwood Inn at 5220 Rt. 23 in Windham for details, or give us a call at 734-3000. Lock in your pool membership right now for the whole season. Long, hot summer days will be here before we know it, so make sure you’re staying cool by the pool at the Winwood Inn.

Individual Membership:  $199
Couples Membership: $299
Family Membership $399
Member Guest $12 per visit


Movie Theater

We have 100 person movie theater on site! Check with the Front Desk to see movie selection and times.

Free Wi-Fi

The Winwood Inn and Condominiums has complimentary Wi-Fi throughout the complex.

Shuttle Service

Complimentary transportation to and from Windham Mountain, Windham Country Club, and Windham Mountain Bike Park.