Winter Activities in the Catskills: Your Sullivan County Guide
Winter in the Catskills carries its own quiet magic—snow-dusted evergreens, crisp mountain air, and cozy hideaways that invite you to slow down and savor the season. Here in Sullivan County, that magic feels even more personal. Whether you're looking for outdoor adventure, festive small-town charm, or peaceful moments by the fire, winter is one of the most rewarding times to visit.
To help you make the most of the season, we’ve rounded up our favorite winter activities right here in Sullivan County and the surrounding Catskills.
❄️ Hit the Slopes & Trails
Holiday Mountain Ski & Fun Park – Monticello
A longtime local favorite offering skiing, snowboarding, and snow tubing for all ages. It’s perfect for families or anyone wanting to ease into winter sports without the overwhelming crowds.
Cross-Country Skiing & Snowshoeing
Sullivan County is filled with peaceful wooded trails that transform into winter wonderlands:
Walnut Mountain Park (Liberty) – Great for beginner-friendly snowshoeing and wide-open views.
Delaware & Hudson Canal Linear Park (Wurtsboro) – Ideal for scenic winter walks and cross-country skiing through quiet forest paths.
Mongaup Pond Area – Pristine, quiet, and perfect for immersing yourself in nature.
🔥 Warm Up at Local Breweries, Cideries & Distilleries
A Catskills winter isn’t complete without a cozy drink in hand.
Seminary Hill Cidery (Callicoon) – A stunning hilltop cidery with warm interiors, panoramic winter views, and incredible orchard-to-glass drinks.
Upward Brewing (Livingston Manor) – Sit beside their iconic fireplace with a craft beer and enjoy the warm cabin-lodge ambiance.
Catskill Brewery (Livingston Manor) – A community hub offering year-round favorites perfect for après-adventure sipping.
⛸️ Ice Skating, Winter Walks & Small-Town Charm
Holiday Ice Skating Rinks
Many towns set up seasonal rinks or host winter events—keep an eye on:
Rock Hill Winter Carnival
Local community centers & parks
Narrowsburg, Callicoon & Livingston Manor
These beloved Sullivan County towns feel straight out of a snow globe in winter.
Browse local shops, warm up with a latte from your favorite café, or enjoy a quiet riverside stroll wrapped in winter stillness.
🛁 Cozy Cabin Moments & Fireside Relaxation
There’s something special about winter in the Catskills when you’re staying in the perfect getaway. Hot tubs under the stars, crackling fireplaces, woodsy views dusted with snow—our Casskell Stays properties make the season feel luxurious and serene.
Whether you spend your day hiking or simply soaking in the quiet, winter is the perfect excuse to unwind.
🎄 Holiday Events & Seasonal Festivities
Winter in Sullivan County also means festive fun:
Light displays
Holiday markets
Cookie- and cake-decorating classes at the brand-new Cuppie Cakes location
Community tree lightings
Workshops and family-friendly celebrations
Each town has its own traditions, and exploring them is one of the simplest joys of the season.
🌲 Outdoor Adventures for the Bold
For those who crave fresh air regardless of the temperature:
Hiking at Jensen Ledges, Tusten Mountain Trail, or Walnut Mountain—bundle up and enjoy quiet trails and sweeping winter views.
Wildlife watching near the Delaware River, where you may spot winter eagles.
Snow tubing at local hills and parks.
Winter reveals the Catskills in a new light—peaceful, introspective, and beautifully wild.
✨ Plan Your Winter Getaway
Sullivan County’s blend of adventure, warmth, and small-town charm makes it one of the most magical winter destinations in the Catskills. Whether you’re hitting the slopes, exploring snowy trails, or cozying up in one of our Casskell Stays homes, this season invites you to slow down and savor the moment.
Looking to book a winter retreat? Explore our properties and find the perfect place to hibernate in style.
