Embrace the Chill: Wintertime Activities in Woodstock, NY

As the snow blankets the beautiful Catskill Mountains, Woodstock, NY, transforms into a winter wonderland, offering a plethora of activities that cater to both adventure seekers and those looking to relax. Whether you are local to

the area or planning your first visit, here’s a guide to some of the best wintertime activities to make the most of this picturesque season.

                1.Skiing and Snowboarding at nearby ski resorts (Hunter Mountain, Belleayre Mountain)

Just a short drive from Woodstock, Hunter Mountain is a popular destination for skiing and snowboarding enthusiasts.  With over 240 acres of skiable terrain and a variety of trails for all skill levels, it’s perfect for both beginners and seasoned pros alike. Hunter Mountain also offers skiing/ riding lessons, so if you’re new to the slopes, you can easily and safely get started.  If skiing or snowboarding are not in your wheelhouse, but you still want the “downhill” experience, check out their snowtubing park- it’s fun for all ages!

Belleayre Mountain is another Catskill Mountains ski resort in Ulster County, located a short distance from Woodstock.  Belleayre is known for its stunning natural beauty and offers a variety of outdoor activities year-round. In the winter, with over 50 ski trails, this state-owned mountain caters to all skill levels; beginner to advanced, and everything in between.  The resort features modern facilities, including ski rentals, lessons, and cozy mountain lodges for relaxing in between carving some turns.

                2. Snowshoeing and Cross-Country Skiing

For a more tranquil winter experience, while still enjoying the beauty of nature, there’s snowshoeing and cross-country skiing.  The nearby Overlook Mountain Trail and the Ashokan Rail Trail are excellent spots where you can immerse yourself in beautiful surroundings, while getting a great workout too!  Bearpen Mountain Sports in Prattsville is a popular destination for outdoor enthusiasts, offering sweeping, scenic views and plenty of fun and engaging outdoor activities.  Snowshoeing, cross-country skiing, fat tire bikes, ice skating, snow tubing, and so much more!  Equipment is available to rent, or you can bring your own.  Bearpen Mountain Sports often hosts events and community gatherings, creating a vibrant atmosphere for both visitors and locals. The combination of outdoor activities, beautiful landscapes, and community engagement makes it a noteworthy place in the region.  If you’re considering a visit, check out their schedule for events, hours of operation, and any seasonal activities that they are offering.

                 3. Ice Skating at the Kiwanis Ice Arena in Saugerties, NY

Located down the road in the nearby village of Saugerties, NY, the Kiwanis Ice Arena is a fun spot to enjoy a classic winter activity.  Public skate times, and ice skate rentals are available on site.  The rink often hosts community events and themed skate nights, including their new “Cosmic Skate” sessions which include music and colored strobe lighting.  A disco on ice.  Check out their website for public skate information and hours of operation.

4. Winter Hiking

Winter hiking in the Catskills offers a unique perspective on the stunning landscape.  Trails like Kaaterskill Falls and Giant Ledge provide breathtaking views, with the added beauty of frozen waterfalls and snow-covered trees.  Just be sure to dress appropriately and check trail conditions before heading out.  Crampons are necessary for ensuring your safety and ability to get to those gorgeous viewing points.  It’s never fun, having to traverse down on your backside due to icy and inclement conditions.  Spikes will solve that, while making you feel sure-footed and safe to boot. (pun intended).

                5. Visit Local Art Galleries and Shops

Woodstock is known for its vibrant art scene, and winter is a great time to explore local galleries and shops.  From Twin Gables, simply walk out the front door to stroll through town and discover unique art pieces, handmade crafts, and cozy boutiques.  Many galleries also feature winter-themed exhibits, making it a perfect way to enjoy the culture and creativity of the area. Check out the Woodstock Byrdcliff Guild, Elena Zang Gallery, Clouds Gallery, and WAAM (Woodstock Artist Association & Museum). 

                6. Checkout the Winter Farmers Market

From January to April, every other Saturday, the Woodstock Farm Festival farmer’s market moves indoors to keep fresh, local flavors and goods available to patrons year-round.  Woodstock’s beloved farmer’s market is located outdoors during the warmer months but relocates indoors to the Woodstock Community Center on Rock City Road.  The market features a variety of vendors offering fresh vegetables, fruits, dairy products, baked goods, specialty foods, and other products, like handmade soaps, teas, crafts, and more.  It’s a great opportunity for locals and visitors to support small farms and businesses while enjoying the community spirit.

Winter in Woodstock is not just about the snow; it's about embracing the season's unique charm and creating memorable experiences. Whether you're hitting the slopes, exploring art, or simply enjoying the cozy atmosphere, there's something for everyone. So bundle up, venture out, and discover the many winter activities in Woodstock, NY !