79 Things to do near Hauppauge, NY
first prev 1 2 3 4 next lastShowing results within 50 miles Distance miles of Hauppauge, NY, USA City, Zip, or Address
Hidden Pond Park
Hauppauge, New York
1.9 miles EDecent climbs, some technical singletrack, and shared terrain with hikers and horses make this beginner-to-intermediate mountain bike trail at Hidden Pond Park worth the trip near Hauppauge, New York.
Mountain Bike
Edgewood Preserve
Deer Park, New York
6.6 miles SWMostly wide singletrack and doubletrack on a flat beginner loop, with newer intermediate-to-advanced diamond sections adding steep climbs and off-camber challenge.
Mountain Bike
Meadowlark Park
Fort Salonga, New York
7.3 miles NWTight, technical singletrack with lots of logs and log-hopping — a still-developing trail in a small wooded enclave surrounded by suburbia.
Mountain Bike
Sans Souci Preserve
Sayville, New York
8.8 miles SEMostly singletrack trails in Sayville with a few hills and tight wooden bridges over swamps in the back section — new signage on the way.
Mountain Bike
True Skatepark
Port Jefferson Station, New York
10.7 miles NEA street-course-focused skate park in Port Jefferson Station with quarterpipes, banks, a pyramid, and flat bars — pads required, membership fee, and a skate shop right on site.
Skateboard
Manetto Hills
Woodbury, New York
13.4 miles WA short, advanced-beginner singletrack surrounded by suburbia in Woodbury, NY — tight switchbacks, some technical climbs, and easy bailing access make it a great local gem.
Mountain Bike
Trail View State Park
Woodbury, New York
14.1 miles WA 6-to-8-mile south-running trail from Woodbury toward Bethpage State Park — mostly easy, with a technical stretch between the two parkways and a few road crossings.
Mountain Bike
Prosser Pines
Middle Island, New York
14.3 miles EMajestic white pines tower in hushed silence over this Long Island 'forest cathedral,' where sweet pine scent fills the air and a strong breeze creates an almost mystical mood.
Cross-country Ski
Bethpage State Park
Bethpage, New York
14.6 miles WA beginner-to-intermediate trail network in Bethpage with mixed singletrack and fire roads — marked trails that are manageable for most riders with connections to the paved Massapequa path.
Mountain Bike
Brickyard
Bethpage, New York
14.7 miles WRutty, highly technical singletrack on the eastern side of the park — more demanding than the western half and a solid challenge for skilled riders.
Mountain Bike
Caumsett State Park
Lloyd Harbor, New York
15.5 miles NWA multi-trail network in Lloyd Harbor at Caumsett State Park — all two-way routes including fire roads, single track, and double track for cyclists of varied abilities.
Mountain Bike
Compo Beach Skatepark
Westport, Connecticut
21.1 miles NAn outdoor street course with quarterpipes, a fly box, a funky quarter-bowl, spines, launch ramps, and every type of rail imaginable at this Westport, Connecticut skatepark right at Compo Beach.
Skateboard
Jennings Beach Skatepark
Fairfield, Connecticut
22.0 miles NA 16-foot mini ramp spines into a street course with a big pyramid, ledges, quarter pipes, flatbanks, and grind boxes — a well-equipped YMCA skatepark in Fairfield requiring pads and a small fee.
Skateboard
Oyster Shell Park
Norwalk, Connecticut
22.3 miles NWA short free disc golf course tucked between I-95 and Norwalk Harbor, with roads and water as out-of-bounds — bring the map, no tee signs.
Disc Golf
Fairfield University
Fairfield, Connecticut
23.2 miles NOpen hilly terrain with mowed fairways, mature trees, a beautiful lake hole, and challenging slope baskets — guests welcome on this private Connecticut university course.
Disc Golf
Waveny Park Disc Golf
New Canaan, Connecticut
25.4 miles NWTen wooded holes with elevation plus two open holes with out-of-bounds — three sets of tees give players of all levels something to work with.
Disc Golf
Cranberry Park
Norwalk, Connecticut
25.6 miles NWA medium-sized multi-use trail park in Norwalk with roots, stream crossings, and rock gardens in classic New England style — home to the Jack Rabbit Run race.
Mountain Bike
Cranbury Park
Norwalk, Connecticut
25.6 miles NWA scenic disc golf course with wooded paths, elevation changes, two sets of baskets, and a Sunday morning league in a beautiful Norwalk park.
Disc Golf
Greenwich Skate Park
Greenwich, Connecticut
25.8 miles NWA safe, supervised skatepark in Greenwich open to skateboarders and inline skaters age 6 and up — full protective gear required, and children under 10 must have an adult present.
Skateboard
Mianus River Park
Stamford, Connecticut
26.4 miles NWA heavily used Metro-area singletrack web straddling the Greenwich-Stamford border on the Mianus River, with short technical sections and flat terrain ideal for riders of any level — you can't really get lost here.
Mountain Bike
