Let’s make this your best trip ever. We want you to venture beyond the four walls of our homes to explore everything each destination has to offer. From amazing restaurants, to outdoor activities, to local treasures around Wander Windham Slopes. Continue below to view our local activity guide video, travel guides, restaurant recommendations and more.
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Welcome to Windham, New York
Nestled in the heart of the Catskill Mountains, Windham offers an ideal mix of outdoor adventure and small-town charm. In the warmer months, visitors can enjoy scenic hiking and biking along the Windham Path or take on the Windham High Peak Trail for breathtaking mountain views. During winter, the area transforms into a snowy paradise with skiing, snowboarding, and snow tubing at Windham Mountain Club, a top destination for winter sports. The town also boasts a vibrant cultural scene—Main Street is lined with art galleries like Windham Fine Arts, cozy cafés, and unique shops. Guests can catch a live magic performance at Magic on Main or attend one of the many seasonal festivals, such as the lively Autumn Affair. Whether you're looking for outdoor thrills, artistic inspiration, or quiet relaxation, Windham offers something for everyone year-round.
Restaurant Matilda offers a vibrant blend of fresh, locally sourced dishes inspired by Mexican and Tuscan flavors, all served in a cozy, family-owned setting that brings warmth and authenticity to every meal. Its unique fusion and inviting ambiance make it a memorable dining spot.
Windham Mountain Club offers an exclusive dining experience with diverse options from signature roasts and seafood to Michelin-quality Italian dishes, all set against stunning mountain views and a refined, members-only ambiance.
The Henson offers a refined dining experience with a menu celebrating fresh, local produce and seasonal vegetables, set in an elegant yet comfortable Catskill retreat perfect for relaxing and savoring natural wines, craft beers, and creative cocktails.
The Vineyard at Windham offers a unique blend of wine tasting experiences, from casual flights to guided tours of the vineyard and winery, perfect for wine lovers and anyone looking to savor local flavors in a relaxed, scenic setting. It's ideal for those who appreciate good wine and a welcoming atmosphere.
The Windham Path is a scenic, family-friendly 1.5-mile loop perfect for leisurely walks, biking, or winter sports, offering peaceful views of meadows, woodlands, and the picturesque covered bridge over Batavia Kill Stream—ideal for nature lovers and all ages seeking easy outdoor fun.
C D Lane Park in Maplecrest offers a perfect blend of outdoor fun and natural beauty, featuring a beach, playground, sports courts, walking trails, and kayak rentals. It’s ideal for families, sports enthusiasts, and nature lovers seeking a vibrant day out in the Catskills.
Main Street Market specializes in natural, organic, and specialty foods sourced locally and globally, featuring chef-crafted grab-and-go dishes alongside artisan groceries, specialty wines, and cheeses for a unique shopping experience.
Hickory Hill Market offers a unique blend of upscale convenience with fresh produce, artisan cheeses, a full-service deli, and brick-oven pizzas baked in an 800-degree oven. Their extensive selection of craft beers and welcoming atmosphere make it a must-visit for locals and visitors alike.
Paracasa is a modern Catskills general store offering unique global delicacies like Spanish tinned seafood, French Comté cheese, and New Mexican wagyu beef, alongside local farm-fresh produce and a popular self-serve olive oil station. It’s a cozy community hub with curated home goods and specialty flavors.
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Wander Explore
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Explore all the best restaurants, museums, trails, parkings, pharmacies, and more. Save your favorite picks, create lists, make reservations - all from the Wander app.