Stories from the Chalet

The Ultimate Winter Bucket List in Windham

Winter in Windham

If you’re dreaming of snow-covered mountains, cozy nights, and winter fun that feels magical but still easy and relaxing, Windham, NY is the place to be. Tucked in the heart of the Catskills, this small mountain town turns into a peaceful winter wonderland every year. Whether you’re traveling as a couple, with friends, or planning a family getaway, Windham has something for everyone. If you’re building your winter bucketlist, this guide will help you plan the perfect cold-weather escape.

1. Start With the Slopes at Windham Mountain Club

Windham mountain club

No winter trip to Windham is complete without a day on the slopes. Windham Mountain Club is one of the most loved ski destinations in the Catskills, and for good reason. With 54 trails and 1,600 vertical feet, it offers something for every skill level—wide and gentle beginner runs, exciting blue trails, and challenging advanced routes for seasoned skiers and snowboarders.

The views alone make the visit worth it. On clear days, you can see snowy peaks stretching across the mountains. The lifts are fast, the runs are well-groomed, and the energy on the mountain is always fun and friendly. Whether you’re learning for the first time or perfecting your turns, this is the perfect spot to check off your first winter bucket listmoment.

2. Fun at Windham Mountain Adventure Park

windham mountain park

If skiing isn’t your thing—or if you just want something that’s pure fun—head to the Windham Mountain Adventure Park. This is where you can go snow tubing, ride the conveyor lift back up, and slide down again and again. It’s simple, easy, and guaranteed to make you smile.

There’s also an outdoor ice skating rink where you can glide under the winter sky. The Adventure Park is great for families with kids, couples on a weekend trip, or anyone who wants a break from the slopes. It’s a reminder that winter fun doesn’t have to be complicated.

3. Warm Up With Cozy Food & Local Drinks

windham restaurants

After a full day of cold, outdoor adventure, nothing feels better than settling into a warm restaurant or a cozy local spot. Windham is full of great places to unwind.

Grab a comforting meal at Babbler’s, enjoy classic and hearty dishes at Millrock, or sip a craft beer at Mountain King Brewing. Whether you’re craving pasta, a warm bowl of soup, or a drink by the fire, Windham has plenty of inviting spots to recharge. Good food is a big part of winter here—and it definitely deserves a spot on your bucketlist.

4. Peaceful Moments on the Windham Path

windham path

Winter doesn’t always have to be fast-paced or full of activities. Sometimes the best moments are the slow ones—especially in a place as quiet and beautiful as the Catskills.

The Windham Path is perfect for a peaceful walk or a snowshoeing session. Surrounded by soft snow and mountain views, it’s an easy trail that lets you breathe, slow down, and appreciate the beauty of winter. It’s also a wonderful spot for photos if you want to capture your trip.

5. Treat Yourself to Relaxation at The Windham Spa

windham spa

End your winter bucket list with something just for you: a relaxing treatment at The Windham Spa. Winter can be busy and stressful, and a spa day is the perfect way to reset. Whether you choose a massage, facial, or another service, it’s a calming experience that fits perfectly into a cozy mountain getaway.

Where to Stay: Unwind Windham

unwind windham

To make your winter escape truly special, stay somewhere that feels warm, inviting, and close to everything the town has to offer. Unwind Windham is the perfect home base—close to the slopes, restaurants, shops, and hiking paths. After a long winter day, you’ll love coming back to a space that feels calm, comfortable, and designed for relaxation.

Ready to Build Your Winter Bucket List?

Windham, NY has the perfect mix of adventure, comfort, and peaceful winter charm. Whether you’re here for skiing, snow tubing, good food, quiet walks, or simply relaxing, this mountain town has everything you need to make your winter feel unforgettable.

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