Welcome to the Winwood Inn & Condominiums, your cozy retreat nestled in the scenic town of Windham, New York! Just a hop and a skip (about 0.6mi) from the bustling city center, this charming 3-star hotel offers the perfect mix of comfort and adventure. With prices starting at just $325, you’ll find a delightful home-away-from-home in this stunning location.

Whether you’re here to hit the slopes or unwind in nature, the Winwood Inn has you covered. You can gear up for skiing right from your doorstep, followed by some post-piste relaxation in the lush garden or on the tennis court, available at no extra charge! Enjoy free Wi-Fi to share your adventure on social media and relish our complimentary shuttle service to whisk you away to the nearby attractions. After an exhilarating day outdoors, retreat to your impeccably appointed room with air conditioning, free toiletries, and, for the chefs among us, convenient kitchenware in your kitchenette.

Don't just take our word for it—guests rave about their stays with an average of 22 glowing reviews, highlighting the comfortable rooms and exceptional service from our friendly 24-hour front desk staff. Plus, families will love the children's playground, ensuring everyone has a blast! Come stay with us at the Winwood Inn & Condominiums, where every moment is an adventure waiting to unfold!

After a day filled with mountain escapades or leisurely strolls through the quaint streets of Windham, there’s no better way to wind down than in the comfort of our delightful accommodations. The Winwood Inn offers a choice of spacious Studio and One-Bedroom Apartments, perfect for small groups or families eager to experience a cozy haven in the hills. Imagine yourself curling up on the sofa bed with a steaming cup of cocoa, the day’s adventures playing like a highlight reel in your mind as the night wraps its comforting arms around you. Each apartment is designed to provide a homely atmosphere, complete with a kitchenette that invites you to whip up your favorite meals or snacks.

But the fun doesn’t stop there! Our expansive property boasts beautiful outdoor space where you can bask in the fresh mountain air. Whether you want to engage in a spirited match on our well-maintained tennis courts or let the kiddos run wild on the playground while you soak up the sun, there's a little something for everyone. And of course, don’t forget about our lush garden, ideal for sipping a morning coffee or indulging in an evening picnic as you soak in the natural beauty surrounding you. Unplug, unwind, and rejuvenate; the ambiance here encourages you to embrace the simple pleasures of life!

And when it comes to planning your next adventure, our friendly team at the 24-hour front desk is always ready to help you navigate the best local hotspots or assist with any last-minute inquiries. Whether you’re looking for recommendations on nearby hiking trails or the best spots for après-ski, you’re never far from a friendly face. As you settle into the rhythm of your vacation, relish the thought that at Winwood Inn & Condominiums, every detail is crafted to strengthen those unforgettable travel memories. So pack your bags and get ready—your exciting Windham getaway is only just beginning!