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AREA LODGING
Your home away from home starts in Windham, NY. Our local hotels & inns, restaurants, unique shops, and the people behind them are the heart and spirit of this special town. We welcome you and your loved ones to experience it for yourselves.
Just steps away from Windham’s Main Street, The Winwood Condos offers effortless access to the charm of the Catskills, from unique shops and art galleries to local dining and memorable mountain adventures.
Recognized as a One Key ‘very special stay’ by the MICHELIN guide 2025, Eastwind blends contemporary comfort with alpine serenity, offering a relaxing retreat just moments away from Windham Mountain Club.
Unwind at family-owned and operated Hotel Vienna, where warm hospitality, relaxing accommodations, and direct access to the Windham Path provide a peaceful escape to slow down, reconnect, and create everlasting mountain memories with loved ones.
Step into the timeless charm of Wylder Windham, where the historic Thompson House Resort has welcomed guests since 1880. Beautifully reimagined while honoring its rich heritage, it’s an inviting retreat for family getaways and unforgettable Windham experiences.
Escape to The Henson, an award-winning Inn in nestled in Hensonville, the hamlet of Windham. Newly renovated with notes of modern simplicity, light-filled interiors, and peaceful gathering spaces create a refreshing escape in the Catskills.
Experience the “Catskill’s Inn of Happiness” at Albergo Allegria. Nestled on Main Street in Windham, this second-generation, family-owned inn blends over 44 years of hospitality with the historic charm of the Osbourn House, carrying on the traditions that have shaped Windham into the special mountain area it is today.