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Windham, New York, combines marked trails, seasonal outdoor activities, and winter sports. The difference between the 1.5-mile Windham Path and the 23.9-mile Escarpment Trail provides a concrete point of reference for choosing a route: the trails represent very different distances.

Trails Between Village and Wilderness

The public, family-friendly Windham Path is a 1.5-mile loop on Route 23, just outside the village. It passes through meadows and wooded areas, crosses bridges, and offers views of the Great Northern Catskills. The trail is suitable for leisurely cycling and walking, and for all ages. It also provides the only public access to Batavia Kill Stream in Windham. Check current trail conditions before setting out.

The Windham Multi-Use Path offers walking and cycling in summer; cross-country skiing and snowshoeing are planned there in winter. Its design aims to connect the residential, business, and activity centers of Windham, Hensonville, and Maplecrest along the Batavia Kill corridor.

The Escarpment Trail runs through the Windham-Blackhead Range Wilderness, is 23.9 miles long, and is marked with blue blazes. Cross-country skiing is permitted in the Wilderness in winter. Windham High Peak is 3,524 feet high and can be reached from the Peck Road Parking Area.

Winter Sports and Seasonal Activities

Windham Mountain Club offers lift tickets and lessons to the public. Its ski trails span 1,600 vertical feet and cover 285 acres of ski terrain; 97 percent of the terrain is served by modern snowmaking. Check the club’s information for current conditions and operations.

Windham Mountain Club’s Ski & Ride School offers snow sports lessons for guests of all ages and abilities. Group lessons are for adults aged 13 and older who are new to skiing or snowboarding or are beginners. A lift ticket is required and must be purchased at the same time as the lesson. Programs and conditions may vary; check the club for current lesson details.

In the Town of Windham, the club offers three tiered terrain parks for skiers and snowboarders, from beginners to freestyle experts. Its Snow Tubing Park is in Windham, about a mile and a half from the lodge. Snow tubing is seasonal and conditions-dependent; check with the operator for current operations before making plans.

History and Other Activities

Those who want to explore local history as well as trails and winter sports can visit the Windham History Trail. It leads to historic homes and scenic spots. Windham Outfitters is another option for custom road-cycling routes; confirm current offerings directly with the provider before making plans.

Nearby, in the hamlet of Maplecrest within the Town of Windham, is CD Lane Park. Swimming is allowed only in designated areas and only when a lifeguard is on duty. Access is seasonal and subject to these conditions; check current conditions before your visit.

Discover more destinations: Palenville, Prattsville, Hensonville, Hunter, Cairo, Athens, Acra, Catskill.

View the main travel overview: Greene.

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