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The Maybrook Trailway is a paved multiuse trail stretching across Putnam and Dutchess counties in New York state. The trail, which is owned and was built by Metro North Rail, occupies the former secondary track of the Beacon Line. It was once a two-track freight line, but one track was removed in 1962; which is where the bike path is situated. The trail parallels the other set of Metro North-owned disused Beacon Line tracks as it travels over 23 miles from Brewster through Southeast, Patterson, Pawling, Beekman and East Fishkill to the hamlet of Hopewell Junction. A previously existing segment of approximately five miles heads east from Brewster towards Danbury, Connecticut via the East Branch Reservoir.
The trail is paved and generally flat, making accessible to a wide range of users, including walkers, cyclists, skaters, cross-country skiers and snowshoers. The trail delivers on attractive scenery and storied railroad history of the Hudson Valley, running through woodlands, along picturesque lakes and across iron truss bridges. In Hopewell Junction, the trail ends at the Hopewell Depot, standing since 1873, which now houses a museum and historical photo gallery.
The 23 miles between Brewster and Hopewell Junction opened in 2021, and is one of several trails that make up the Empire State Trail across New York State, 750 miles of walking and bikeways running from New York City to the Canadian border, as well as from Albany to Buffalo. The trail all but completes the connection to the Putnam Trailway, which in turn connects to the North County Trailway on its way down to NYC. At Hopewell Junction, it provides a seamless link to the William R. Steinhaus Dutchess Rail Trail , and onward to the Walkway over the Hudson State Park and the Hudson Valley Rail Trail in Ulster County.
In Pawling, just north of Whaley Lake, the trailway intersects with the Appalachian Trail.
Southeast Town Park on Tonetta Lake acts as the trailhead on the Brewster end. Using I-84 take exit 21 towards Rt 202. Make a right on Main St/Rt 6 followed by a right onto Peaceable Hill Rd. Turn right on Tonetta Lake Rd and make the first left onto Pumphouse Rd.
In Holmes, the trailhead can be found near the intersection of State Route 292 and Holmes Road. Parking is at the Community Center at 239 SR-292, Holmes, NY 12531, 700 feet north of the intersection. Please do not park at the apartment building at the corner of SR-292 and Holmes.
And in Hopewell Junction, parking is available at the Hopewell Depot (36 Railroad Ave, Hopewell Junction).
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