46 Mountain Bike Trails near Middle Island, NY 11953
first prev 1 2 3 next lastShowing Mountain Bike Trails within 50 miles Distance miles of Middle Island, NY 11953, USA City, Zip, or Address
Sans Souci Preserve
Sayville, New York
10.9 miles SWMostly 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
Hidden Pond Park
Hauppauge, New York
12.6 miles WDecent 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
Meadowlark Park
Fort Salonga, New York
18.9 miles WTight, technical singletrack with lots of logs and log-hopping — a still-developing trail in a small wooded enclave surrounded by suburbia.
Mountain Bike
Edgewood Preserve
Deer Park, New York
20.6 miles WMostly 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
Manetto Hills
Woodbury, New York
27.6 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
Caumsett State Park
Lloyd Harbor, New York
27.8 miles WA 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
Trail View State Park
Woodbury, New York
28.0 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
Stony Creek Quarry Preserve
Branford, Connecticut
28.7 miles NA network of trails at Stony Creek Quarry Preserve in Branford, primarily marked with painted or reflective colored blazes — a solid mountain biking destination in Connecticut.
Mountain Bike
Bethpage State Park
Bethpage, New York
28.8 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
Pequonnock River Valley State Park / Trumbull
Trumbull, Connecticut
28.9 miles NWTrumbull is Connecticut's premier mountain bike destination — a valley park with XC singletrack, drops from 2 to 20 feet, a 30-foot roller called the Green Monster, and four marked trails.
Mountain Bike
Brickyard
Bethpage, New York
28.9 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
Supply Ponds
Branford, Connecticut
29.6 miles NSteep hills, rocks, and at least one known fallen tree across the trail — a short but physical mountain bike ride that keeps you alert.
Mountain Bike
Cranberry Park
Norwalk, Connecticut
30.9 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
Trumbull Rail Trail
Trumbull, Connecticut
31.0 miles NWA family-friendly rail trail in Trumbull with 3 miles of unpaved and 3 miles of paved surface — a relaxed ride with plans to eventually extend to the Monroe town line.
Mountain Bike
Blue Trail
Easton, Connecticut
31.9 miles NWStart at the parking lot and work your way through the rocks on this easy-to-moderate mountain bike trail in Easton.
Mountain Bike
Trout Brook Valley
Weston, Connecticut
32.6 miles NWLots of really technical singletrack and a few fire roads through a hilly forest — some trails are off limits to bikes, and the park closes in winter.
Mountain Bike
West Rocks State Park
Hamden, Connecticut
33.0 miles NColor-coded trails in West Rock Park range from a grueling Yellow climb to a flat Red cruise, a White loop around Lake Wintergreen, and a tough Blue that rewards you with direct downtown New Haven views.
Mountain Bike
Farmington Canal Heritage Trail
Hamden, Connecticut
34.3 miles NA smooth, family-friendly rail trail perfect for an easy ride together through Hamden.
Mountain Bike
Timberlands
Guilford, Connecticut
35.1 miles NA network of singletrack and forest trails in Guilford — decent variety, though riders report it gets repetitive after a few visits.
Mountain Bike
Wilton Woods
Wilton, Connecticut
35.6 miles NWA small but fun network of technical singletrack tucked into the woods near Wilton, Connecticut — a quick, rewarding ride for technical enthusiasts.
Mountain Bike
