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Windham

Welcome to Windham, NY 12496—your cozy escape in the Catskills! This charming town is perfect for outdoor enthusiasts, boasting skiing in the winter and stunning hiking trails in the summer. Stroll through quaint shops, savor local cuisine, and soak in breathtaking mountain views. Whether you seek adventure or relaxation, Windham is your delightful getaway!

Recommendations

Landmark4.4/5

Zoom Flume Water Park

Zoom Flume Water Park offers thrilling water slides, a relaxing lazy river, and family-friendly attractions nestled in the scenic Catskills, making it a must-visit summer destination for fun and adventure.

Outdoor4.8/5

The Windham Path

Tucked away in the charming village of Windham, The Windham Path invites adventurers to explore its picturesque trails! Stroll through lush landscapes, breathe in fresh mountain air, and soak in stunning views of the Catskills. Perfect for leisurely walks, birdwatching, or a family picnic, this hidden gem is a must-visit for anyone seeking a dose of nature’s beauty!

Landmark4.6/5

Windham Theatre

Nestled in the scenic Catskills, Windham Theatre captivates audiences with its charming ambiance and diverse performances, making it a must-visit destination for culture enthusiasts seeking unforgettable entertainment in a picturesque setting.

Cafe$$$4.2/5

Higher Grounds Coffee Co.

At Higher Grounds Coffee Co., experience expertly crafted brews in a cozy, inviting atmosphere, while soaking in the vibrant community spirit of Windham, NY—a must-visit for coffee lovers and local charm seekers alike.

Stays

Stay4.7/5

Albergo Allegria Hotel

Nestled in the scenic Catskills, Albergo Allegria Hotel & Breakfast Restaurant offers a charming blend of warm hospitality and delicious homemade breakfasts, making it a perfect getaway for relaxation and culinary delight.

Stay4.65/5

The Winwood Condos

Nestled in the scenic Catskills, The Winwood Condos offer a unique blend of luxury and outdoor adventure, making it an ideal retreat for nature enthusiasts and those seeking relaxation amidst breathtaking mountain views.

Stay4.5/5

The Thompson House

Nestled in the scenic Catskills, The Thompson House offers a charming blend of history and hospitality, with breathtaking views and outdoor adventures, making it a beloved destination for relaxation and exploration in Windham.

Stay4.3/5

Windham Mountain Club

Calling all adventure-seekers and snow enthusiasts! Welcome to Windham Mountain Club, nestled in the charming town of Windham, NY. Get ready to hit the slopes and experience exhilarating ski runs, breathtaking mountain views, and top-notch amenities. With 19 Resort Dr as your address, indulge in the ultimate winter getaway, complete with cozy accommodations, lively après-ski, and memories that will last a lifetime.

Things To Do
Provided by

5/5

24 h

Windham Transportation Only from NYC

Ikon Pass holders love WIndham Mountain but you will have to visit the mountains website to reserve the day.With over thirty years of reliable NYC ski and snowboard bus trips to Hunter and Windham mountains, Urban Sherpa dominates today’s winter adventure industry and remains New York City’s most popular skiing and snowboarding bus operator. with varied options for purchasing lift tickets, rentals, and lessons. Join our experienced leaders aboard our Urban Sherpa luxury motor coaches for single-day adventures. Urban Sherpa is an online travel portal organizing seasonal-specific single and multi-day adventure coach tours from New York City. In winter enthusiasts who enjoy skiing, snowboarding, or just a trip to the mountains and need transportation from NYC, can board our own fleet of luxury motor coaches.

$69.00

5/5

2 h 30 mins

Upper East Side Icons Andy Warhol Truman Capote Tour

Explore the vibrant world of Andy Warhol and Truman Capote on this captivating 2.5-hour walking tour through Manhattan's Upper East Side. Discover the roots of their iconic friendship as you visit significant locations, including Warhol's first studio in an old firehouse and the exterior of the famed Breakfast at Tiffany's townhouse. Engage with their lasting influence on culture and the Swans and Superstars who inspired their work, all while strolling through the elegant streets that shaped their lives. This tour offers a unique blend of art, literature, and history, perfect for fans of both figures. - 2.5-hour walking tour focusing on the friendship of Warhol and Capote - Visit key sites including Warhol's townhouses and Tiffany’s exterior - Learn about their muses and ongoing cultural impact - Tour starts at 86th and Park Avenue, ending at the Plaza Hotel at 59th Street and 5th Avenue

$40.00

24 h

Transport to Hunter Mountain

Epic Pass holders love Hunter and Urban Sherpa Travel. With over thirty years of reliable NYC ski and snowboard bus trips to Hunter and Windham mountains, Urban Sherpa dominates today’s winter adventure industry and remains New York City’s most popular skiing and snowboarding bus operator. Join our experienced leaders aboard our Urban Sherpa luxury motor coaches for single-day adventures. Urban Sherpa is an online travel portal organizing seasonal-specific single and multi-day adventure coach tours from New York City. In winter enthusiasts who enjoy skiing, snowboarding, or just a trip to the mountains and need transportation from NYC, can board our own fleet of luxury motor coaches. We partner with industry leading gear partners Paragon Sports and Surefoot to guarantee expanded exceptional adventure service. LIFT TICKETS ARE AVAILABLE PLEASE CONTACT THE VENDOR.

$69.00

Hudson Valley Wineries- Private Transport- OR brewery/distillery

Benmarl Winery is America's oldest Vineyard! When you accompany that fact with a company that will bring you to and from your locations with professionalism, reliability and friendliness, you can't go wrong! We can't wait to book your reservations, make your itinerary, provide you with transportation (by us or one of our partnered transportation companies). You'll love all 3 of your winery stops for the day! Visit our website for more detailed information. Hotel accommodations are available upon request. Send us an email and we'll be happy to book you in a hotel or a private vacation rental (VRBO or Airbnb). Depending on availability, it may be necessary to visit different comparable local wineries than listed. Whichever winery we choose will also be enjoyable of course! We have lots of wineries in our area. We also can conduct your winery tour in other areas than what's listed such as Dutchess County, Ulster County, Columbia County and or Orange County. Email us for questions.

$235.00

48 h

Beginner Overnight Backpacking Adventure

This beginner-friendly overnight backpacking trip at Windham Mountain is designed for those eager to immerse themselves in the great outdoors. Set out on a manageable hike to a primitive campsite, where you’ll learn essential camping skills alongside fellow adventurers. Your experienced host, Al, will guide you through setting up camp and navigating the wilderness safely. After settling in, choose to embark on a 4-mile hike to a stunning Catskill summit or relax at camp, soaking in the tranquility of nature. This trip promises a supportive environment for first-time campers, ensuring everyone feels confident and included throughout the journey.

$199.00

6 h

Learn Survival Skills in the Catskill Wilderness

Our Survival School is considered among the best in the northeast because we go further than just skills to teach the psychology of survival - without learning to tame your stress response even the most finely honed skills won't save you. Your instructor has over 20 years of outdoor leadership. He founded Destination Backcountry in 2011 and has since grown it into NY’s largest wilderness guide service. Dave has been featured on the Today Show, in the Wall St Journal, Backpacker & Men's Health Magazines, and many more for his for his signature ADAPT survival methodology as well as his general outdoor expertise.