Meandering In: Windham, New York

Satisfy your skiing or snowboarding craving at Windham Mountain. Rent equipment right at the mountain or bring your own to ride down more than 285 acres of trails spread across the mountain. Dont forgot… when you get too cold, head into the lodge for a warm cup of hot chocolate and get ready for the next ride down.

A combination of hotel and golf course, Christman’s will keep you entertained in the summer or the winter. Reserve a cozy room just one mile away from Windham mountain and head over to ski, or just stop by during the summer and try out their 18 hole mountain course or their 18 hole valley course.

Take a walk on this 1.5 mile loop right off of Route 23 and see sights such as the Batavia Kill stream and the Northern Catskills looming high above you. You can bring your pets with you, just make sure they are on a leash.

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Right off of Route 23, take a moment to stop at the Five State Lookout, where on a clear day you can see the mountain ranges of five states. You’ll be able to see the White Mountains of New Hampshire, the Green Mountains of Vermont, the Berkshire Mountains of Massachusetts, the Helderberg Mountains of New York and the Connecticut Valley.

Founded by Antonia in 2006, the Windham Spa aims to use the best organic products and the latest technology to keep you refreshed and relaxed. Whether you need a deep massage or a cleansing facial, they will provide you with unpretentious service to make your stay amazing.

Sitting on 4 acres of land, the Windham Vineyard is the place to go to try not only their delicious wines, but selections from across New York State. Take a trip by yourself or invite friends to join you and dive into the tasting room, where you can have great wine and even better conversations.

Take a trip over to the local Windham Theatre and see some of the newest movies on the big screen. For seating, choose either the standard movie theater seats or sit down at a table and chairs and enjoy your snacks while the movie plays.

Displayed in an 1855 building that was restored and opened in 2003, the Windham Fine Arts gallery presents both locally and internationally acclaimed artists across 3,000 square feet. Visit and view the permanent collection, or enjoy the varying exhibitions throughout the year.

Specializing in homemade wooden crafts, you can find a unique gift for your loved one at the European Craft Store. They also have amber jewelry, nesting dolls, Polish pottery, and sheepskin baby booties, and many other items in their quaint shop.

Coined as the “go-to Indie bookstore in the heart of the Catskill Mountains,” Briars and Brambles has a large selection of tangible and audiobooks to choose from. Check in periodically for special events, and see what the staff are reading, and maybe you’ll find the book for you.

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Located in the northeast corner of the Catskill Forest Preserve, the 1,355 acre forest contains a 1.5 mile portion of the Escarpment Trail, the 1.1 mile Elm Ridge Trail, and others adding up to more than 25 miles in trails.

Owned by the Windham Mountain Club, this recently renovated country club is open to the public but provides a private club atmosphere amongst the Catskill mountains. Play 18 holes on the scenic course, and once you’re done head over to Mulligan’s Pub and have a much-deserved meal.

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Situated right at the bottom of Windham Mountain, the Chicken Run is a sprawling rustic restaurant that aims to serve comfort food that’ll keep you satiated. Combined with attentive service and quick turnaround, check out the four different rooms to sit in, the large u-shaped bar, or head outside to listen to live music and sit by the fire pit.

Presenting a selection of local and international beer, wine, and spirits, the Tap House Grille is the perfect place to watch a sports game, or just hang out with friends. Along with well-crafted food dishes, you will not leave hungry from this establishment. 

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A family owned tradition for nearly 40 years, Brandywine has been serving classic flavors to Italian food lovers for over three decades. Take a seat at the bar or sit at one of their many tables and enjoy a glass of wine that perfectly complements your meal.

Opening its doors in the fall of 1996, the Millrock has been an Italian staple ever since, located right on main street in Windham. Showcasing local ingredients in their fresh seafood, thin-crust pizza, and savory meats, you will have no problem finding a delicious entree to enjoy.

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