WINSTED RAIL TRAIL:
WINSTED, CONNECTICUT
-BIKE IT OR HIKE IT-
Last Updated:
July 17, 2025Length: Winsted Rail Trail; 0.3 miles
Difficulty: Easy. Paved trail.
Directions:
Take Route 8 north to Winsted and follow Route 44 west into downtown Winsted. Turn left on Bridge St and cross over the Mad River. Just before Prospect St turn right behind a brick building down a dirt road to a small parking lot where the trail begins.
The Winsted Rail Trail follows the abandoned rail bed of the New York-New Haven & Hartford RR. Be sure to check out the STILL RIVER GREENWAY just South, of Winsted.
From the parking lot; The paved trail follows the old rail bed along a narrow ledge above the Southern Side of the Mad River. There are benches and informational signs along this short trail, as well as, old signals from the RR days. The trail heads up to Prospect St where it ends, however, turn right and travel over the Mad River via a pedestrian bridge to Route 44 and downtown Winsted.
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CLICK HERE FOR MAP
BEFORE YOU SET OUT BE SURE TO READ THE
WAIVER OF RESPONSIBILITY AND DISCLAIMER
BIKE IT OR HIKE IT