Your 48-Hour Guide to Relaxation, Adventure, and Mountain Charm
Looking for the perfect weekend escape from the city? The Catskills are calling — and they’re just a short drive away. In only 2.5 hours from NYC, you can trade car horns for birdsong, skyscrapers for mountain peaks, and crowded sidewalks for cozy cabin porches.
Whether you’re craving fresh air, outdoor adventures, or evenings curled up by the fire, this ultimate Catskills weekend itinerary will help you make the most of your getaway.
Friday Evening: Depart NYC and Arrive in Windham
Drive Time: ~2.5 hours (avoid rush hour by leaving after 7 PM or before 3 PM)
- 6:00–9:00 PM: Hit the road and watch the city skyline fade into rolling hills.
- Where to Stay: Book a stay at a cozy Catskills rental like Unwind Windham — a modern mountain cabin with 4 bedrooms, game room, sauna, hot tub, and breathtaking views. Perfect for couples, families, or a friends’ weekend.
- Settle In: Light the fireplace, unpack, and enjoy your first taste of mountain air with a glass of wine under the stars.
Pro Tip: Stop at Hickory Hill Market or Windham Fine Arts Market on your way for local cheeses, snacks, and breakfast supplies.
Saturday Morning: Coffee & Mountain Views
- 7:30–8:30 AM: Brew a fresh pot of coffee and watch the sunrise from the deck — the crisp Catskills air will wake you up better than any alarm.
- Breakfast Idea: Whip up an easy cabin breakfast (think eggs, bacon, and fresh bagels from Higher Grounds Coffee in Windham).
Saturday Midday: Explore the Outdoors
Option 1 — Hiking:
- Head to Kaaterskill Falls, one of New York’s tallest waterfalls. It’s a short, rewarding hike with photo-worthy views.
- For something gentler, try the Windham Path, a 1.5-mile loop with stunning meadow and mountain vistas.
Option 2 — Winter Activities (Seasonal):
- In ski season, hit the slopes at Windham Mountain for skiing, snowboarding, or snow tubing.
Saturday Afternoon: Local Eats & Village Charm
- Lunch: Grab a casual bite at Chicken Run Family Restaurant for hearty comfort food
- Or try Millrock Restaurant for a cozy Italian meal.
Spend some time strolling through Windham’s main street — you’ll find charming shops, art galleries, and small-town hospitality.
Saturday Evening: Fireside Relaxation
- Head back to your cabin for a hot tub soak or sauna session before dinner.
- Cook dinner in or order takeout from Ze Windham Wine Bar (perfect for a tapas-style night).
- End the evening with board games or stargazing — the Catskills night sky is a show you won’t want to miss.
Sunday Morning: A Slow Start
- Sleep in and savor a relaxed breakfast — think pancakes with Catskills maple syrup.
- Enjoy one last walk around the property or a quick drive to a scenic overlook for farewell photos.
Sunday Midday: The Scenic Drive Back
Leave around noon to avoid traffic, making a few last stops:
- Phoenicia Diner — A Catskills classic with retro charm.
- Antique Shops in Saugerties for a unique souvenir.
By the time you’re back in the city, you’ll already be dreaming of your next Catskills weekend escape.
Why the Catskills Are the Perfect NYC Weekend Getaway
- Close to the City: Just 2–3 hours by car.
- Year-Round Fun: Hiking, skiing, leaf-peeping, and more.
- Cozy Stays: Cabins like Unwind Windham give you the perfect balance of rustic charm and modern comfort.
Ready to plan your Catskills weekend?
Book your stay at Unwind Windham and start packing for your perfect mountain escape.
Unwind Windham Blog 
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