Craving a peaceful mountain escape that works in every season? Let me introduce you to Windham. Tucked into the Catskills, Windham has that just-right blend of cozy village vibes and outdoor adventure. I’ve come here to ski in the winter, hike through blooming trails in spring, admire fiery foliage in the fall, and unwind at a spa any time of year. Whether you're after adrenaline or total relaxation, this spot never disappoints. It’s the kind of place I return to again and again.

Best Time to Visit

Windham is honestly a year-round gem—it just depends on what you’re in the mood for. Winter (December through March) is perfect if you're into skiing and snowboarding. I’ve spent entire days on the slopes and evenings by the fire. Fall (September through October) is absolutely stunning, with leaf-peeping drives that’ll blow you away. And in spring and summer, I’ve hiked wildflower-covered trails, biked scenic routes, and enjoyed local festivals that give the whole town a lively, welcoming buzz.

How to Get There

  • By Car: I usually make the drive up NY-23—Windham is about 2.5 hours north of NYC and just an hour from Albany. It’s a beautiful drive, especially as you start climbing into the mountains.
  • By Air: If you’re flying, the closest airport is Albany International (ALB). From there, it’s an easy 1-hour drive, and you’ll be breathing that crisp mountain air before you know it.
  • By Bus: Trailways has routes from NYC to nearby towns like Hunter and Cairo. I’ve used that route before, and from there, you can grab a local taxi or rideshare to get the rest of the way to Windham.

Where to Stay

  • Albergo Allegria Hotel & Breakfast Restaurant – I stayed here for a weekend and still dream about the gourmet breakfast. The rooms are cozy and full of country charm—it feels like a home-away-from-home with a touch of luxury.
  • Windham Mountain Club Lodging – If you’re skiing, this is the way to go. You can roll out of bed and hit the slopes. It’s upscale, super convenient, and perfect if you want to stay close to the action.
  • Hotel Vienna – I’ve recommended this place to friends for years. It’s got chalet vibes, beautiful mountain views, and it’s just minutes from the heart of Windham. Great for couples, families, or a relaxing solo trip.

Top Attractions

Ski, Snowboard, or Hike Year-Round at Windham Mountain

Don Landwehrle/stock.adobe.com

Ski, Snowboard, or Hike Year-Round at Windham Mountain -                                    

Stay and Play at Christman's Windham House Country Inn and Golf Resort

patrick rioux EyeEm/stock.adobe.com

Stay and Play at Christman's Windham House Country Inn and Golf Resort -                                    

Shop and Dine with Charm at The Catskill Mountain Country Store & Restaurant

The Catskill Mountain Country Store & Restaurant

Shop and Dine with Charm at The Catskill Mountain Country Store & Restaurant -                                    

Unwind with a Glass at the Cozy Ze Windham Wine Bar

Ze Windham Wine Bar

Unwind with a Glass at the Cozy Ze Windham Wine Bar -                                    

In Summary...

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