82 Mountain Bike Trails near Bennetts Pond
first prev 1 2 3 4 5 next lastShowing Mountain Bike Trails within 50 miles Distance miles of 550 Bennetts Farm Rd, Ridgefield, CT 06877, USA City, Zip, or Address
Tarrywile Park
Danbury, Connecticut
3.9 miles NA scenic loop trail through Tarrywile Park featuring Parks Pond, a lookout at Mootry Peak, and a killer downhill — with two serious hike-a-bike climbs for the adventurous.
Mountain Bike
Farringtons Woods
Danbury, Connecticut
5.4 miles NWSingletrack mixed with fire trails, hiking paths, and ATV jump areas — some technical sections keep things interesting in Danbury's Farrington's Woods.
Mountain Bike
Collis P Huntington State Park
Redding, Connecticut
6.3 miles EHuntington State Park in Redding offers something for everyone — killer climbs, natural stunts, and the nationally famous Rock and Roll Trail.
Mountain Bike
Wilton Woods
Wilton, Connecticut
6.9 miles SA small but fun network of technical singletrack tucked into the woods near Wilton, Connecticut — a quick, rewarding ride for technical enthusiasts.
Mountain Bike
Trout Brook Valley
Weston, Connecticut
9.2 miles SELots 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
Blue Trail
Easton, Connecticut
9.8 miles SEStart at the parking lot and work your way through the rocks on this easy-to-moderate mountain bike trail in Easton.
Mountain Bike
Gurski Farm
Brookfield, Connecticut
11.0 miles NEDouble track and singletrack trails through pricker-bush-lined paths — a quick, easy ride great for introducing kids to trail riding.
Mountain Bike
Dingle Brook Trail
Brookfield, Connecticut
11.3 miles NETechnical mountain biking on old ATV and equestrian trails through Dingle Brook in Brookfield — a good workout on unmarked forest paths.
Mountain Bike
Funny Farm North
Newtown, Connecticut
11.3 miles NEA fun singletrack loop in Newtown between railroad tracks and the river — linking the Bone Yard Trail and Newtown Trailway through green-blazed woods.
Mountain Bike
Monroe Rail Trail
Monroe, Connecticut
11.9 miles EA family-friendly rail trail in Monroe, Connecticut with some singletrack branches — easy and enjoyable for all skill levels.
Mountain Bike
Michael Ciaiola Conservation Area
Patterson, New York
12.1 miles NOften rocky, swampy, and hilly mountain biking terrain at the Michael Ciaiola Conservation Area in Patterson — raw and natural riding that rewards experienced riders.
Mountain Bike
Upper Paugussett State Forest
Newtown, Connecticut
12.1 miles NETechnical mountain biking along the water at Upper Paugussett State Forest near Newtown, with the legendary Kissing Oaks as a midpoint landmark and unmarked trails to explore throughout.
Mountain Bike
Cranberry Park
Norwalk, Connecticut
12.1 miles SA 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
Sunny Valley
Bridgewater, Connecticut
13.1 miles NEA network of trails offering serious climbs and very technical singletrack — a destination for riders who want to push their skills.
Mountain Bike
George C. Waldo State Park
Southbury, Connecticut
13.8 miles NEA family-friendly trail in Southbury with ramps kids will love, leashed-dog access, and a well-marked red trail through the trees.
Mountain Bike
Trumbull Rail Trail
Trumbull, Connecticut
13.9 miles EA 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
Ninham
Carmel Hamlet, New York
14.7 miles NWVast, unmapped trail network with extremely technical terrain, no clear route, and one brutal climb — an adventurous but challenging ride for experienced MTBers.
Mountain Bike
Pequonnock River Valley State Park / Trumbull
Trumbull, Connecticut
15.5 miles ETrumbull 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
Lower Paugussett State Forest
Newtown, Connecticut
15.7 miles EA 6.5-mile loop of extremely technical singletrack in Newtown with forest road connectors — ATV and MX riders also frequent the gas line sections nearby.
Mountain Bike
North Country Trailway
Yorktown Heights, New York
16.1 miles WA smooth rail trail perfect for family rides and single-speed cruising through the Hudson Valley.
Mountain Bike
