Healthy Kids     K-12     Family Fun    

12 Hudson Valley winter trails for families



Get your kids out and about this winter

Get your kids out and about for a hike this winter


Looking for something fun, healthy and educational to do this weekend? Why not take a hike? The Hudson Valley is home to some of the most gorgeous views in the country, all year round. And while it may be better to keep the kids off of the steep, icy mountain trails right now, there’s plenty of relatively flat trails that can be enjoyed by the whole family no matter how low the temperature drops. 

DUTCHESS COUNTY

Dutchess County Rail Trail
Entrances in Hopewell Junction, Wappingers Falls, and Poughkeepsie
Open from dawn until dusk, seven days a week.

For rail trail fun on the eastern side of the valley, check out the 13 mile Dutchess County Rail Trail, which runs from the old train depot at Hopewell Junction all the way to the Walkway Over The Hudson in Poughkeepsie. Even if winter whipping winds keep you off the Walkway, there’s plenty of woodland views to enjoy for those who don’t make it all the way to the Hudson.

Roosevelt Farm Lane Trail
4097 Albany Post Road, Hyde Park
The trails are free and open from dawn to dusk, seven days a week.

Access to FDRs home is by guided tour only. Tickets are $15. Tickets for children ages 15 and younger are free. Open from 9 am to 5 pm, seven days a week. Credit cards are the only payment method accepted.

A madhouse in the summer, the buildings and grounds of the Franklin D. Roosevelt Estate are quiet and serene in January and February. It’s a perfect opportunity to relax and take your time touring the houses, as well as the packed-gravel trails that connect the historic sites. Watch for birds and wildlife along the way.

Norrie Point Trail
Staatsburgh State Historic Site, Old Post Rd., Staatsburgh. 845-889-8851
Open from dawn until dusk, seven days a week.

A great hike along the Hudson River, this trail is one-of-a-kind because of its proximity to the river’s edge. For about 2.5 miles, enjoy breathtaking views as you stroll along with the family. Make plans for before or after the hike to visit the Mill’s Mansion on the grounds—an elegant country estate built during America’s Gilded Age. There is a fee to tour the mansion.

SULLIVAN COUNTY

Delaware & Hudson Canal Interpretive Center and Linear Park
Rte. 209, Town of Mamakating. 845-794-3000 ext. 3072
Open 7 days a week from 8 am until dusk.

The canals might be frozen, but you can still step through history on the 45-acre Delaware and Hudson Canal Linear Park. Travel along three and a half miles of trail that passes the remains of original locks, drydock and waste weirs. Signs are located throughout the park to explain the different canal structures. 

ULSTER COUNTY

Minnewaska State Park Preserve
Route 44/55, New Paltz. 845-255-0752
Open from 9am to 5 pm throughout the winter.

Admission Fee: $10 per vehicle 

Found on the beautiful Shawangunk Mountain ridge, Minnewaska boasts some of the best views of the Hudson Valley. You won’t be able to enjoy the park’s famous swimming holes, but you can take advantage of plenty of hiking and cross-country skiing trails. The Ice Caves Trail, Gertrudes Nose, and Millbrook Mountain Footpaths are CLOSED until further notice.

Wallkill Valley Rail Trail
Entrance by Water Street Market, New Paltz
Open from dawn until dusk, seven days a week.

Transformed from an abandoned Railroad in 1983, the Wallkill Valley Rail Trail is now a linear park where people can enjoy hiking, biking, cross country skiing and other outdoor recreation. The path stretches from Rosendale to Gardiner, passing through scenic New Paltz, including Historic Huguenot Street.

Mohonk Preserve
New Paltz.  845-255-0919
Open from sunrise to sunset, seven days a week.

Admission Fee: $15 per hiker, children under 15 are free.

At the Preserve you’ll enjoy scenic beauty, outdoor activities, and peace & quiet. Save the rock climbing for the summer and instead take advantage of the miles of wide, flat carriage roads that lead throughout the Preserve. 

Esopus Meadows Preserve
269 River Road, Ulster Park 
Open from sunrise to sunset, seven days a week.

You won’t find any meadows here: The name refers to the tidal flats, once a feeding ground for local livestock. but you will find a network of easy trails, a pavilion with picnic tables. and a pedestrian-and boat-access-only beach with a great view of the lighthouse. Bring some binoculars along, as you may spy a bald eagle on the preserve as well.

Franny Reese Park
Macks Lane, Highland
Open from dawn until dusk, seven days a week.

The Walkway Over The Hudson in impressive enough when you’re on it, but it’s even more impressive when you’re overlooking it. That’s the main attraction at Franny Reese Park, an impressive bluff perched above the western shores of the Hudson. There’s 2.5 miles of trails to enjoy on your way to the view, as well as the ruins of an estate to pass by as well.

ORANGE COUNTY

Heritage Trail Entrances
Monroe, Chester, New Hampton, Harriman, 
and Goshen
Open from dawn until dusk, seven days a week.

Also known as the Orange County Rail Trail, the Heritage Trail follows the former Erie Railroad on a 19.5-mile trek. There’s a wide variety of things to enjoy, as the trail winds past bird/wildlife sanctuary, historic landmarks, murmuring streams, rolling meadows and friendly communities.

Bear Mountain State Park
Rte. 9W, Bear Mountain. 845-786-2701
Open from dawn to dusk, seven days a week. 

Admission Fee: $10 per vehicle 

Most hikers who come here tend to head straight up the park’s namesake mountain and leave the rest behind. But three of the park’s best all-weather attractions — the ice skating rink, the carousel, and the zoo  — are at opposite ends of the park. That lends itself to taking a great hike along the lake as you enjoy all the park has to offer. And if you need a break, you can stop at the Bear Mountain Inn halfway through for some hot chocolate. 

PUTNAM COUNTY

Manitoga: The Russel Wright Center
584 Rte. 9D, Garrison. 845-424-3812
Open from dawn until dusk, seven days a week.

Suggestion donation:$5

For a variety of unique and interesting hikes, visit the home of Russel Wright, American home-furnishings designer. Hike over 4 miles of paths through a 75-acre designed landscape with links to the Appalachian Trail. Each path was built to illuminate the beauty of nature and create an adventure through the forest. All of the paths were designed to go in one direction, and all begin at Mary’s Meadow, named for Wright’s wife. Pets are not permitted due to sensitive habitat. Note that the trails are closed the first few weeks of December, and the main entrance is not plowed in the winter.

Updated 1/6/2025



Other articles by HVP Top Lists


  • Hudson Valley Maple Sugar Events

    A round up of some of the best maple sugar tours and events in the Hudson Valley

    It's Maple Sugar season and many local sugar bushes are opening their doors for public events and tours read more »
  • Hudson Valley Sweet Shops

    Top places to grab a sweet treat, birthday cake and more

    Need a birthday cake? A sweet cookie reward for a great report card? Or just a break to indulge in a sweet treat? Find out where the favorite bakeries and candy shops are in the Hudson Valley. read more »
  • Hudson Valley Winter Farm Markets

    The very best in local, fresh produce and more

    If you're missing the summer farm markets, have no fear. You can still get fresh produce, eggs, and meat. Plus, you will find pastries, homemade products, jams, jellies, honey, cider, and lots more. read more »
  • Hudson Valley Valentine's Day Celebrations

    Local families are gearing up for a day of love with parties, gift making and more.

    Local families are gearing up for a Valentine's Day by attending parties, craft workshop, story times and more. Find out everything there is to do to get your family in the spirit this week. read more »
  • Top Hudson Valley Ice Skating Rinks

    Ice, Ice, Baby!

    Our roundup of the best indoor and outdoor skating rinks in the Hudson Valley. read more »
  • Top Places for sledding, tubing and skiing

    Skiing, Sledding, and Tubing... oh my! Hudson Valley families gear up for outdoor winter fun

    Enjoy various winter activities with the family at these amazing winter fun spots in Dutchess, Ulster, Sullivan and Orange County, NY read more »
  • Indoor Play Spots

    We've picked the best play spots in the Hudson Valley that your family is sure to love!

    When winter chills or rainy days keep you indoors, finding fun and engaging activities for your kids can be challenging. Our guide to the best indoor play spots for families ensures your children stay active, entertained, and happy all year round. read more »
  • Best places to bowl in the Hudson Valley

    Take the family and have a ball

    Bowling is one of America's favorite, family-friendly past times. read more »
  • Hudson Valley Holiday Light Displays

    Enjoy magical Christmas Light shows

    Light displays are often at the top of the list of many holiday traditions this season. There is something about the twinkling lights and magical dancing lights that brighten up the dark winter nights and put kids of all ages into the Christmas Spirit. read more »
  • Indoor spots for teens to play

    Older kids need to have some play time too

    Teens need places to go that aren't lame and won't bore them to tears. We have the best in the Valley listed just for you. read more »