Windham & The Catskills

Things to Do

The Windham Guest Guide — curated for guests of Ascent 110. Good trails. Great tables. Snow days. Slow mornings.

Welcome to your Catskills escape. This is your invitation to get outside, eat well, and leave room for doing absolutely nothing. We've gathered memorable stops around Windham, Hensonville, Hunter, and the mountain top — so you can spend less time searching and more time enjoying your stay.

Snow Days

Chase the snow. First chair. Fresh air.

Windham Mountain Club

Make Windham your main ski or snowboard day. Public lift tickets are available online; reserve lessons and rentals ahead, especially for weekends and holidays. Some club facilities and experiences are members-only.

Lift tickets & planning →

Hunter Mountain

A strong alternative for another day on snow. Book tickets, lessons, and equipment through the resort. Check what your lesson includes before buying; lift access and rentals may be separate.

Tickets & lessons →

Windham Tubing Park

For a lighter adventure: Windham’s public daytime tubing sessions. Reserve ahead and check operating dates and participant requirements. Each rider needs their own tube.

Reserve tubing →

Trail Days

Choose your trail. A little walk. A bigger adventure.

Windham Path

Easy · 1.5-mile loop

Meadows, mountain views, and a covered bridge along the Batavia Kill. A lovely choice for a relaxed morning or a mixed-age group. Trail access: 4982 NY-23, Windham.

Trail details →

Elm Ridge

Flexible · Choose your route

Woodland trails for hiking and mountain biking. Pick a route that fits your group; download a map before you go and check DEC notices for current conditions.

Trails & alerts →

Windham High Peak

Challenging · About 6.6 miles return

From Peck Road, follow the Elm Ridge Trail to the Escarpment Trail and the summit. This is a full hiking outing: start early, carry water and layers, and turn around if conditions change.

Official route →

Waterfalls

The iconic Catskills stop.

Kaaterskill Falls

One of the tallest waterfalls in New York State. Make the viewing platform your first stop — the Laurel House Road approach is about 0.3 mile each way on a gravel trail with relatively little elevation change. The lower pools route is steeper and more demanding. Stay on marked trails, keep well away from cliff edges, and never climb around the falls.

Access & trail information →

Use designated parking. Roadside parking is restricted; check DEC’s current access notices. Snow, ice, and wet rock can make this a very different outing.

Scenic Escapes

Less rushing. More looking.

Mountain Top Arboretum

A quieter choice: gardens, meadows, woodland paths, and boardwalks. Explore at your own pace and check the calendar for seasonal programs.

Garden visits & events →

North–South Lake

Bring a picnic and build a day around the lake and nearby Catskill Mountain House overlook. Choose longer trails only if your group is ready for uneven ground and exposed viewpoints. Swim only at designated beaches when permitted.

Day-use access & details →

Food & Drink

Eat well, without a plan.

Matilda

The Special Dinner · Hensonville

Seasonal, farm-driven cooking in a warm, thoughtfully designed dining room. Our pick for a celebratory dinner or a leisurely date night. Reserve ahead, especially for weekend evenings. Menus evolve with the season.

39 Goshen Road, Hensonville · 518-734-4160

Menus & reservations →

Millrock

The Cozy Dinner · Windham Classic

Italian comfort, a welcoming dining room, and the kind of evening that pairs well with a glass of wine and no hurry to leave. A good choice after a day outdoors. For a large group, call ahead to discuss arrangements.

5398 NY-23, Windham · 518-734-9719

Menu & group dining →

Higher Grounds Coffee Co.

Coffee First

Coffee, breakfast, and lunch for a low-key start or a sandwich before heading out.

61 NY-296, Windham · 518-734-4120

Babbler's at Wylder

Slow Mornings

A restaurant and bakery at Wylder Windham. Consider it for a slow morning, a sweet treat, or a sit-down meal; check current service hours.

19 NY-296, Windham

Dining →

Catskill Mountain Country Store

All-Day Breakfast & Gifts

All-day breakfast, baked goods, gifts, and a playful family stop. Check which outdoor attractions are operating.

5510 NY-23, Windham

Store & restaurant →

Chicken Run

Family-Friendly Comfort

Family-friendly comfort food and steaks.

5639 NY-23, Windham · 518-734-5353

Families & Rainy Days

Small adventures. Big memories.

Windham Tubing Park

Windham’s tubing park makes a fun winter outing. Book public daytime sessions in advance. Each rider needs their own tube and must meet the park’s participation requirements.

Windham tubing →

Windham Fine Arts

Browse Windham Fine Arts downtown — a good rainy-day stop.

Gallery →

Zoom Flume

A seasonal waterpark in East Durham. Check opening dates, tickets, and attraction height rules before you go.

Zoom Flume calendar →

Weekend Plans

Borrow a plan. Four ways to spend a very good weekend.

01

The Snow Weekend

  • ·Friday: settle in and head to Millrock.
  • ·Saturday: ski Windham, then unwind at the house.
  • ·Sunday: coffee at Higher Grounds before checkout.
02

The Trails & Tables Weekend

  • ·Start with Windham Path.
  • ·Save a full day for High Peak if your group is experienced and conditions are right.
  • ·Book Matilda for the evening.
03

The Family Weekend

  • ·Country Store breakfast, an easy walk, and games back home.
  • ·In summer, swap in Zoom Flume; in winter, reserve a daytime tubing session.
04

The Slow Weekend

  • ·Sleep in.
  • ·Visit the arboretum or pack a lake picnic.
  • ·Leave an afternoon open for conversation, a good book, and mountain views.

These are flexible ideas, not timed schedules. Check operating hours and road conditions, and use your exact accommodation address for directions.

Your Stay

Make yourself at home.

The Essentials

Check-in4:00 PM
Checkout10:00 AM
Quiet hours10:00 PM – 7:00 AM

A Great Day at the House

  • ·Your reservation messages contain the specific arrival instructions, access details, and house rules for your stay.
  • ·Enjoy the hot tub, gym, and workspace; gather for pool, poker, darts, or arcade games.
  • ·Make time for the patio’s mountain views, the deck, and the pickleball area.
  • ·Follow the supplied instructions for each amenity.

Before Heading Out

  • ·Download maps where service may be limited.
  • ·Dress for changing mountain weather, check trail and road conditions, and arrange a designated driver for evenings out.
  • ·For an emergency, call 911 and provide the property address from your arrival instructions.

Questions? Message Out of Urban, your property manager, through Airbnb. Share your dates and guest count, and the team can help you explore availability and answer questions.

Tap-to-Plan Directory

All the good links.

Menus, hours, ticket policies, and seasonal access can change — use the links before you go.

Have a favorite spot we missed?

We're always updating our guidebook. Let us know your recommendations.

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