CORKSCREW RAIL TRAIL:
NEW LEBANON-STEPHENTOWN, NEW YORK
-BIKE IT OR HIKE IT-
Last Updated: July 08, 2026
Length: Corkscrew Rail Trail; 2.1 miles [3.8 miles?]
Difficulty: Moderate. Flat hard packed dirt, grass and gravel rail trail.
Directions:
To Start from Knapp Road in Stephentown [Northern End]; From the junction of Routes 22 & 43 in Stephentown travel south on Route 22 for 1.2 miles, then turn right on Knapps Rd. Travel less then 0.5 miles to the trailhead on your left. Road side parking.
The Corkscrew Rail Trail follows the rail bed of the former Rutland RR, which ran from Bennington, VT to Chatham, NY. Due to the tight turns between the hills this section was nicknamed "The Corkscrew". The trail travels from Stephentown South, to New Lebanon. For more information visit; CORKSCREW RAIL TRAIL .
Stephentown Section:
Starting from Knapp Road in Stephentown [Northern End]; Trail Maps located here. Mile Markers every 0.5 miles along the trail. The hard packed dirt, gravel and grass trail travels South, through deep woods. Arrow straight. A bit bumpy at times. Come to Berkshire Way at 0.5 miles, where you'll utilize this gravel road straight out to Wyomanock Road at 1 mile. Parking area here along with trail Maps. This section a bit more open, with some fields. Head back into deep woods at 1.5 miles. At 2.1 miles the trail officially ends next to Wyomanock Creek. Bench overlooking the creek.
New Lebanon Section:
Starting from Tilden Road in New Lebanon [Southern End]; The old New Lebanon RR Depot is located here.
Note; The are working on restoring this old RR station. If you'd still like to make a gift, please visit the donate page on our there website: https://www.corkscrewrailtrailny.org/donate .
A short section travels West, 0.25 miles from Tilden Rd, along the old rail bed to Lovers Lane. See; Map Below.
Note; They working on a few longer segments on Cemetery Rd and a few sections off of Route 20, near County Route 9.
Note; They are currently, as of 2026, working on extending the trail to Chatham.
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