Perfect Winter Hikes to Take on Long Island

For outdoorsy folks, the wintertime may put a pause on certain activities. But the cold weather doesn’t mean all outdoor exploration needs to end. Dress warm and enjoy any of these Long Island hikes that are just as beautiful in the winter. And don’t forget the camera!

Related Content
Best Places to Bike Ride on Long Island
10 Terrific Walks to Take on Long Island

Mashomack Preserve, Shelter Island

One of the richest habitats in the Northeast, Mashomack Preserve features 12 miles of beauty. There are five trails to choose from, including a wheelchair-accessible one. Expect to see flora and fauna, which the park works hard to preserve by forbidding jogging, bicycling, horseback riding and pets. Take the hike on a day when the Mashomack Preserve also offers winter activities like group bird watching where one will catch bluebirds and buffleheads roaming. Phone: 631-749-1001 | Address: 79 S Ferry Rd Click to hike

Blydenburgh County Park, Smithtown

Richly forested, this 627-acre park is a scenic place to explore no matter the time of year. A hike around the 100-acre Stump Pond is another plus. (Hikes are led by Long Island Greenbelt Trail Conference.) Open year-round, the park is also home to the New Mill Historic District giving visitors more to take in, including a gristmill. The park’s main entrance is on the north side of Veterans Memorial Highway across from the H. Lee Dennison County Center. Phone for Greenbelt Trails Conference Office: 631-360-0753 | Address: Veteran’s Memorial Highway Click to hike

Garvies Point Museum and Preserve, Glen Cove

Take in 62 acres of forest, thickets and meadows with any trip to the Garvies Point Preserve. Hikers can embark on about five miles of nature trails. Don’t be frightened if woodchucks, opossums or raccoons pop out to say hello. Keep in mind, guided tours aren’t offered in the winter. Phone: 516-571-8010 | Address: 50 Barry Drive Click to hike

Caleb Smith State Park Preserve, Smithtown

This place is picturesque with pond views and rare plants like Pink Lady Slipper, Trailing Arbutus and Indian Pipe. Come wintertime, hikers can spot animal footprints, cross country skiers and snowshoe tracks in the snowy paths. The Caleb Smith State Park Preserve also offers nature programs all winter long, including weekend seal walks and guided hikes for adults. Phone: 631-265-1054| Address: 581 West Jericho Turnpike Click to hike

West Hills County Park, Melville

More than 800 acres, the West Hills County Park is filled with wildlife and a variety of trees, including Black Birch, Pignut Hickory and Red Oak. This park is memorable for the Walt Whitman Trail, which takes hikers to Long Island’s highest natural point known as Jayne’s Hill. It sits at 400.9 feet. Phone: 631-854-4423 | Address: Sweet Hollow Road Click to hike

Caumsett State Historic Park Preserve, Lloyd Harbor

This diverse nature paradise is situated on a peninsula that extends into the Long Island Sound. There are miles of trails designed for an array of activities, including jogging, biking, cross-country skiing and of course hiking. Trails go through meadows, woodland, salt marsh and rock shoreline giving hikers much to marvel at. Phone: 631-423-1770| Address: 25 Lloyd Harbor Road Click to hike

Connetquot River State Park Preserve, Oakdale

This preserve features 3,473 acres of land filled with wildlife like deer, waterfowl and rare nesting birds. Beautiful pond views add to this park’s appeal. Take it all in with 50 miles of trails, some of which are also accessible via wheelchair. Phone: 631-581-1005| Address: 3525 Sunrise Hwy Click to hike

anna halkidis

anna halkidis

Anna Halkidis is a senior web editor at Long Island Pulse. Feel free to reach out at or on Twitter @annahalkidis.