19 Mountain Bike Trails near Chatham, NY 12037
first prev 1 next lastShowing Mountain Bike Trails within 50 miles Distance miles of Chatham, NY 12037, USA City, Zip, or Address
Beebe Hill
Chatham, New York
6.4 miles EThree trails of interest in a forested area, ranging from a serene pond out-and-back to an expert fire-tower climb to a technical white diamond singletrack loop.
Mountain Bike
Harvey Mountain Trail
Austerlitz, New York
8.3 miles EA short out-and-back ride through the woods that opens into a large blueberry field before climbing to Harvey Mountain and the New York/Massachusetts state line.
Mountain Bike
Greenport Conservation
Hudson, New York
11.2 miles SWFlat meadow XC riding with Hudson River views transitions to twisty, rooty singletrack through the woods at Greenport Conservation in Hudson.
Mountain Bike
Round Top MTB Trails
Round Top, New York
23.4 miles WA mountain bike trail network near Round Top ranging from beginner to expert, with singletrack trails and doubletrack connector roads through the Hudson Valley hills.
Mountain Bike
Overlook Mountain
Bearsville, New York
33.8 miles SWSteep double track climbs to a fire tower atop Overlook Mountain near Bearsville, with a fast, waterbar-dotted descent — watch for hikers on the way down.
Mountain Bike
Red Trail
Kingston, New York
34.4 miles SWA well-maintained network of small, technical single-track loops that rewards riders who know how to read the trail.
Mountain Bike
Ohayo Mountain
Woodstock, New York
35.1 miles SWA not-too-hard climb to the Ohayo Mountain summit near Woodstock, followed by a fast, race-it-down descent with a few steep technical sections.
Mountain Bike
Jockey Hill
Kingston, New York
35.3 miles SWSingletrack with a little fire road near Kingston featuring bridges, a nice ridge climb, and tight rocky descents — classic Jockey Hill fun.
Mountain Bike
Mohawk Mountain State Park
Cornwall, Connecticut
39.6 miles SA 15-mile backcountry route of logging roads and singletrack climbing to the top of Mohawk Mountain, with trail junctions, river sections, and cross-country ski terrain.
Cross-country Ski, Hike, Mountain Bike
Wilson State Park
Mount Tremper, New York
39.8 miles SWA fun loop to goof off with near Mount Tremper — just avoid the section that floods in spring (it goes up past the handlebars).
Mountain Bike
Gilbert Mountain / Winsted Woods
Winchester, Connecticut
40.3 miles SEA mountain bike trail with remnants of old race markings and newer connecting singletrack winding through Gilbert Mountain — expect some washout and route-finding between segments.
Mountain Bike
The Wallkill Valley Rail Trail
Kingston, New York
42.0 miles SWA scenic rail trail through a few small towns near New Paltz, New York — smooth, flat, and welcoming for beginners and kids alike.
Mountain Bike
Taconic-hereford
Pleasant Valley, New York
43.8 miles SRolling hardwood hills and fire roads with challenging singletrack spurs near Pleasant Valley — fast and smooth to technical, roots and loose rocks throughout.
Mountain Bike
Granville Gorge
Southwick, Massachusetts
44.2 miles SEGranville Gorge is a magical little slice of the southern Berkshire Hills — a lush, green gorge where the Hubbard River carves a series of mini waterfalls and clear swimming holes through the...
Mountain Bike, Swim
Carpenter's Falls
Granby, Connecticut
47.9 miles SERough dirt road and rooty singletrack near Granby with a waterfall tucked off to the left about half a mile in — a rewarding find for riders who explore.
Mountain Bike
Franny Reese State Park
Highland, New York
49.2 miles SStellar Hudson River views on singletrack trails in a centrally located Scenic Hudson park, ideal for a quick pre- or post-work ride with easy connections to rail trails and the Walkway Over the Hudson.
Mountain Bike
Provin Mountain
Southwick, Massachusetts
49.6 miles SEA moderate climb with fun descents and great views — a well-rounded mountain bike ride at Provin Mountain in western Massachusetts.
Mountain Bike
Robinson state park
Agawam, Massachusetts
49.7 miles EA fun two-hour MTB network with trails ranging from technical singletrack to fast smooth descents — watch for unmarked trails that drop off cliffs near Robinson State Park.
Mountain Bike
Vassar Farms
Poughkeepsie, New York
49.8 miles SA convenient, flowing trail system just minutes from downtown Poughkeepsie — mostly smooth with short technical sections, great for quick after-work laps or cyclocross riders.
Mountain Bike
