Chestertown is a little community with a big presence. Here you can enjoy the offerings of world-class restaurants and inns. Enjoy miles of lighted cross-country ski trails. A free downhill ski and snowboard area with a rope tow is a local favorite. Relive your childhood with some old-fashioned sledding followed by a steaming mug of hot chocolate.

Summer in the Adirondacks isn’t complete without water. Loon Lake offers boating, waterskiing, swimming. Try your hand at bullhead fishing, or enjoy the shimmering sunset on a dock with a good book. The Schroon River and the Hudson offer opportunities for whitewater rafting, kayaking, or fly fishing.

Lodging

Pine Tree Motel
5537 State Route 8
Chestertown, NY 12817
(518) 494-3429

Majestic pine and birch trees surround this family-owned Adirondacks vacation retreat, which is nestled in the scenic Adirondack Mountain region of New York State. You can enjoy nature while you relax at the resort or hit the Adirondack Mountains, lakes and rivers for some action-packed outdoor fun.

The Chester Inn
6347 Main
Chestertown, NY 12817
(518) 494-4148

Listed on the National Register of Historic Places, the Chester Inn bed and breakfast is nestled in the quiet hamlet of Chestertown amid the Adirondack Mountains of Upstate New York. Nearby are summer and winter attractions at Lake George and the Gore Mountain ski area.

Restaurants

Angie's Restaurant
1 Carl Turner Rd
Chestertown, NY 12817
(518) 494-2280

This friendly eatery serves up delicious pizza and wings and even offers pasta nights for a one-of-a-kind Adirondack dining experience.

Anywheres
6332 State Rt 9
Chestertown, NY 12817
(518) 494-5888

This dining venue serves dinner year round, offering burgers, pizza, wings and more.