19 Winter Walks on Long Island for Families

Explore the sprawling grounds of Sagamore Hill, former home of President Theodore Roosevelt, on a beautiful winter day. Photo by the Jaime Sumersille
Explore the sprawling grounds of Sagamore Hill, former home of President Theodore Roosevelt, on a beautiful winter day. Photo by the Jaime Sumersille
1/23/22 - By Jaime Sumersille

With the cold weather upon us, getting outside might seem like an impossible feat. But when the mercury hasn't dipped too low, bundle up the kids and fend off stir-craziness and winter blues with one of these winter walks on Long Island.

Long Island is home to several state parks, preserves, and historical grounds that provide family-friendly hiking trails, serene natural beauty, and breathtaking views—even in the middle of winter. So, grab your warmest coats and boots and head for the hills (so to speak).

Don't forget to check out our Winter Fun Guide for more ways to enjoy Long Island's breathtaking beauty in any season.


Garvies Point Preserve Winter Walks with Kids on Long Island
Garvies Point Preserve boasts a natural shoreline, meadow, and woodland environments along Long Island's Gold Coast. Photo by Malena Hoefling

Winter Walks For Families in Nassau County

1. Garvies Point Preserve — Glen Cove

50 Barry Drive
Take in the natural shoreline, meadow, and woodland environments at this 62-acre North Shore preserve. Marvel at the trees, shrubs, vines, and wildflowers until you reach the high cliffs. In addition to nearly 150 bird species, the preserve is home to woodchucks, opossums, and raccoons that can occasionally be seen along the meadow's edge. Grab a map and check out which trail is best for your family, as all are cleared and marked for visitors. If you visit in warmer months, don't forget to visit the butterfly garden near the front entrance. Tip: They're attracted to colorful clothing! Pop into the on-site museum, which illustrates the cultural and natural history of Long Island's North Shore through interactive exhibits and dioramas depicting the daily life of the Native Americans who lived here. The museum is also a research facility, and there is a large-scale model of archeological excavations from the area.

2. Sands Point Preserve — Sands Point

127 Middle Neck Road
Sands Point Preserve is home to six trails ripe for strolling, hiking, jogging, and exploring at a sprawling Gold Coast estate turned public sanctuary. Hop on the 1/4-mile-long Dino Trail located just across a drawbridge. Complete with two agility stations and a picnic area, this is a perfect trail for little striders. A rugged-wheel stroller could also make the trek. Climb on the two stationary dinos and explore bountiful nature on this clear trail. There are five other looping trails on the property, and pooches are welcome here.

3. Bailey Arboretum — Locust Valley

194 Bayville Lane
This 40-acre North Shore preserve houses its own Children's Habitat, allowing kids to explore, climb, build, create, and even make music, all outdoors. Picnicking, dog-walking, and cross-country skiing are allowed here. There is no charge during the winter months; however, donations are encouraged. Stage an impromptu photo session at the oversized rocking chair. Be sure to visit the Volunteers for Wildlife Outdoor Wildlife Garden during your visit; its resident animal ambassadors were wounded and treated by the center, but their injuries mean they cannot be re-released. One note: All buildings, including the bathrooms, are currently closed.

4. Sagamore Hill — Oyster Bay

20 Sagamore Hill Road
The historic home of our 26th president, Theodore Roosevelt, from 1885 until 1919, this estate boasts 83 acres of lush nature trails, woodlands, beaches, a salt marsh, and a chicken coop. Sagamore Hill’s boardwalk nature trail leads to scenic water views of a salt marsh and beach. Snowshoeing, cross-country skiing, and sledding are permitted in winter. Bring Fido along because Sagamore Hill is dog-friendly. Note:  Access is increasing in a phased approach. Masks are required in all indoor locations. Park grounds, the beach, and all trails are open. The Theodore Roosevelt Home, the Summer White House, is open by reservation only.

5. Massapequa Preserve — Massapequa

Bethpage Bikeway
Located in the heart of the community, the Massapequa Preserve is a 432-acre oasis that transports you to a forest-covered greenway. Its bike path is used by walkers, runners, and, of course, cyclists. Enjoy the path from the Long Island Expressway to the north, all the way to Cedar Beach. The miles-long path is paved and filled with interesting scenery to satisfy curious kids, plus plenty of bridge crossings and ducks.

6. Norman J. Levy Preserve — Merrick

Department of Sanitation entrance off of Merrick Road
This converted landfill serves as a plant and wildlife sanctuary, complete with two human-made ponds. A three-mile, winding hiking trail offers 18 exercise stations. On a clear day, you can spot the New York City skyline from the path's 115-foot peak. Wildlife such as egrets, turtles, snakes, and foxes call this preserve home; goats help keep the grass trimmed, and Guinea fowl are employed to keep the ticks controlled. There's a 500-foot fishing pier that extends into Merrick Bay. Admission is FREE. If you're planning to bring a stroller, be warned: This trail does have some stairs.

7. Tanglewood Preserve — Rockville Centre

Tanglewood Road between Lakeview Road and Ocean Avenue
This 11-acre Nassau County park and preserve features a mostly flat, very short trail that meanders through the woods and around a pond. The pond is stocked, and fishing is allowed. Leading down to the trail is a rolling green that kids will enjoy racing down. The Center for Science Teaching & Learning is also on-site, and kids can enjoy indoor and outdoor animal habitats, such as peafowl, emus, and owls, as well as its outdoor dinosaur exhibit. The trail is free, however, there is an admission fee for CSTL exploration.

8. Twin Lakes Preserve — Wantagh

200 Park Ave.
Twin Lakes Preserve in Wantagh offers a 1.5-mile loop with semi-rugged terrain and stunning pond views from every point on the trail. The 58-acre preserve features five freshwater ponds and an extensive section of freshwater wetlands and transitional stage woodlands. Bring a fishing pole or hike the trails. Beware: Parking is quirky. There are a few roadside spots at the base of the Park Avenue Bridge, but side streets are more optimal.

RELATED: Stroller-Friendly Park Walks on Long Island  

Connetquot River State Park includes a pond, streams, fish hatchery, paved paths, and narrow woodsy trails. Photo by Mary Anne Esposito

Winter Walks in Suffolk County for Families

9. Connetquot River State Park Preserve — Oakdale

3525 Sunrise Highway
You'll find bathrooms, a pond, streams, and even a fish hatchery at this unique South Shore park. It boasts stroller-friendly paved paths, as well as narrow, woodsy trails. There are bridle trails, too, so you might catch someone trotting by. Note: Bicycling, picnicking, and pets are not allowed, as this is a nature preserve.

10. Bayard Cutting Arboretum — Great River

440 Montauk Highway
This 691-acre park overlooking the Connetquot River is described as an "oasis of beauty and quiet." Trees along the trail are labeled for educational purposes. Be sure to find the hidden maze under a weeping willow tree. There is so much going on at this arboretum that it's ripe for a scavenger hunt. The Hidden Oak Cafe, which offers a quaint tea and sandwich menu, has reopened, but the Manor House is closed until further notice. Grounds and house tours are canceled as well.

11. South Shore Nature Center — East Islip

With an engaging wigwam on-site, the South Shore Nature Center boasts a salt marsh with a boardwalk trail, a pond, and wooded trails all in one spot. The park is not huge, so it offers decent-length hikes with kids. Be ready to remain still because, at any moment, you could see deer walking around close by. The trails are not stroller friendly, so pack the baby carrier. The bathrooms are not always open either. The center also offers several programs, including a fully outdoor preschool.

12. Blydenburgh County Park — Smithtown

New Mill Road
The possibilities are endless at this lush, forested, 627-acre park that is open year-round to Suffolk residents (and their guests). The head of the Nissequogue River is also located in the park. Hiking, fishing, camping, rowboats, horse paths, a playground, and a dog run are all available. A collection of historic buildings dating back to the 1700s is also located on the property. If you enter via Jericho Turnpike, you'll face more rugged trails.

13. Cold Spring Harbor State Park — Cold Spring Harbor

95 Harbor Road
Take in the scenic vistas of Cold Spring Harbor from 40 acres of hilly terrain in this park. Keep your eyes peeled for songbirds, great horned owls, and red-tailed hawks. Enter at the northern trailhead of the Nassau Suffolk Greenbelt Trail (which extends to Bethpage State Park and eventually the South Shore of Nassau County.) Visitors are welcome to snowshoe or cross-country ski as well. Bring Fido along, but make sure he's leashed and remains on the trails with you. Pets are not permitted in playgrounds, boardwalks, or beaches.

14. Prosser Pines — Yaphank

67 Yaphank Middle Island Road
A small, forest-like space west of the twin forks of Long Island, Prosser Pines began as pine seedlings in 1812 and its trees have grown to nearly 100 feet tall. It's one of the oldest surviving White Pine Plantations to exist on the Eastern Seaboard. Leashed dogs are also welcome on this 0.7-mile loop. While it isn't very stroller friendly, and there are no bathrooms on-site, with some planning your family will be grateful to have made this trek.

RELATED: 15 Long Island State Parks Worth a Visit

South Fork Natural History Museum and Nature Center winter walks long island
Take a winter walk with experts from the South Fork Natural History Museum and Nature Center. Photo courtesy of the center

Family-Friendly Winter Walks on Long Island's East End

15. South Fork Natural History Museum & Nature Center — Bridgehampton

377 Bridgehampton/Sag Harbor Turnpike
This animal- and nature-fueled natural history museum offers kids hands-on experiences and immerses them in nature. Reservations are currently required to enter the building. Once inside, you're surrounded by murals of the natural world, including forests and freshwater ponds. Kids love sinking their hands into the downstairs touch tank to feel prickly sea urchins and other sea creatures. Reptiles, frogs, and more live animal exhibits are available, too, and so is an outdoor butterfly garden. Take a guided nature walk on the grounds or check out one of the many family-friendly events and workshops happening at the museum.

16. Elizabeth A. Morton National Wildlife Refuge — Sag Harbor

2595 Noyac Road
Established in the mid-1950s, this refuge is home to diverse habitats, including an expansive and majestic bay-facing beach. If you love getting up close with feathered friends, bring along some birdseed. Birds will use you as a perch and eat the seed right from your hands. Hike the trails and set up camp at the beach, but note that portions of the Amagansett and Morton Refuge beaches might be closed for short periods in the spring and summer to protect migratory bird nesting areas.

17. Mashomack Preserve — Shelter Island

75 South Ferry Road
Located 3 miles from the south ferry to North Haven, Mashomack Preserve boasts 12 miles of coastline and acres of creeks, woodlands, and fields. There are several trail options, from one to 10 miles, so choose wisely the one you think your brood will handle best. We managed to do 2 miles with my boys, ages 7½ and 10. The terrain was steep at times and bumpy, so tread carefully. The visitors center and restrooms are currently closed, and the trails are open only on weekends from 9am to 4:30pm.

18. Sagg Swamp Preserve — Bridgehampton

Sagaponack Road
Considered one of the most beautiful nature walks on the East End by Hamptons Magazine, this 105-acre preserve boasts an array of oak, red maple, and Atlantic white cedar trees. There is also a 700-foot boardwalk that curves out over the swamp, where you might spot some of the 14 species of mammals that live there, as well as 84 species of birds. It's open from dusk to dawn.

19. Montauk Point State Park — Montauk

200 Montauk Highway
Nature trails and sweeping water views are abundant at this state park. Cross-country skiing and dog walking are also permitted. You can visit the state's oldest lighthouse, the Montauk Point Lighthouse, which is open seasonally. 

This post was originally published in 2014 and has been updated annually.

Places featured in this article: