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Skiers enjoying sunny slopes in Sullivan Catskills, surrounded by snow-covered mountains.

A Winter Wonderland: Top Skiing Places in the Sullivan Catskills

Two men skiing together on a snowy slope in the Sullivan Catskills, surrounded by pine trees and mountains under a clear blue sky.

If you’re looking for an unforgettable winter adventure, skiing in the Catskills should be at the top of your list. The Sullivan Catskills, in particular, offers a diverse array of ski destinations, from family-friendly resorts to hidden gems for the seasoned skier. Whether you’re seeking gentle slopes or more challenging terrain, this region has it all. Here’s a guide to some of the best places to ski in the Catskills.

Best Places to Ski in the Sullivan Catskills:

Let’s explore each of them.

Perfect for Families and Beginners👍

Holiday Mountain in Monticello is a favorite for families and beginners. With a range of gentle slopes and dedicated areas for learning, it’s a great place to get started or to enjoy a laid-back day on the snow. Beyond skiing, Holiday Mountain offers snow tubing and even a snowboarding terrain park, making it a fun spot for all ages. Ski lessons and equipment rentals are also available, ensuring a hassle-free experience.

Ski and Stay

Villa Roma Resort & Conference Center, located in Callicoon, provides more than just a day of skiing. This all-inclusive resort offers a range of winter activities, including a ski hill right on the property. It’s ideal for those looking to combine skiing with luxury accommodations, dining, and après-ski activities. With a variety of slopes catering to different skill levels, you can hit the slopes by day and relax in comfort by night. The resort’s amenities like the spa, indoor pool, and dining options add to the overall appeal of a winter getaway.

The perfect option for cross country skiing

If you’re more into cross-country skiing be sure to visit the O&W Rail Trail which runs for 50 miles through the scenic heart of Sullivan County, and connects many hamlets, towns, and villages at the gateway to the Catskills. The Sullivan O&W Rail Trail transforms these historic rail towns to trail towns and makes it the perfect option for cross country skiing due to how well-groomed the trails are. 

Why is skiing in the Catskills a must?

The Sullivan Catskills offers a unique skiing experience, combining natural beauty, a range of ski terrains, and resorts that cater to different needs. Whether you’re traveling with family, looking for a romantic ski weekend, or seeking the thrill of the slopes, the Catskills is the perfect destination. Plus, it’s only a short drive from major cities, making it an easily accessible winter getaway.

From Holiday Mountain’s friendly slopes to the luxury of Villa Roma Resort, and the peaceful trails of the O&W Rail Trail, these places to ski in the Catskills provide something for everyone. Whether you’re a novice skier or an experienced one, the Sullivan Catskills will deliver a memorable skiing experience.

Want to discover more in the Sullivan Catskills? Explore our travel guide!

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