Waterfront
Pine Pond is an approximately 80 acre natural lake central to life at the Gipsy Trail Club. Fed by the East and West brooks and natural springs, water from Pine Pond flows into the West Branch Reservoir of the Croton water system. The Gipsy Trail Club owns and carefully manages all of the land surrounding Pine Pond.
 
Beach
The Gipsy Trail Club beach is a focal point for summer swimming, sun bathing, volleyball and cookouts. The large sand beach, 50 feet deep and over 100 feet long, is groomed daily and life guards are on duty seven days a week from Memorial Day to Labor Day. There’s also a separate shallow-water children’s beach. Lunch, snacks and beverages are available at the Snack Bar located directly on the beach.
 
Boathouse
The Gipsy Trail Club boathouse has recently been lovingly restored. This classic “Adirondack style” building provides storage for over 50 sail boats, canoes and paddleboards as well as changing rooms and private lockers. Sailing lessons and races are a regularly scheduled activities from June to August. Sunfish boats, canoes, paddleboards and kayaks are also available for member use without charge.
 
The Commodore’s Club, located on the second floor of the boathouse, offers a breathtaking vantage point of Pine Pond from its balcony porch. The space features a large stone fireplace for warm winter gatherings.
 
Please click here for all Waterfront Safety Rules and Lifeguard Hours.
Please click here for more information about Sailing.