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Running trails in Winsted, CT
Winsted has 2 trails in the directory — 1 paved and 1 loop that returns to the trailhead. 1 of them posts opening hours, so you can check the gate before an early start. They're ranked here by rating weighted by review volume, across 117 Google reviews. Filter by surface, loop, distance, shade or lighting to get to the run you're actually planning — no made-up difficulty score, just the facts you'd check before driving out.
Sue Grossman Still River Greenway
4.4 ★★★★☆ 69 reviews
Scenic paved trail for strolling, running, cycling and scootering, with dog-friendly areas. Some sections run close to the road.
Platt Hill State Park Scenic Reserve
4.5 ★★★★★ 48 reviews
Quiet, easy-to-access loop trail featuring picnic tables amid a scenic landscape.
No trails match those filters.
How to pick a trail in Winsted
- Match the surface to your legs. Most of what's here is paved (1 of 2). Asphalt and concrete are fast, predictable and runnable year-round but the least forgiving; crushed limestone and dirt take the sting out of high mileage; boardwalk is flat and scenic but slick in the wet. If your shins or knees are complaining, the fix that actually works is varying the surface you run on rather than chasing one "best" one. More paved trails →
- Loop or out-and-back? 1 trail here is a loop, so you finish back at the car with no backtracking — the easiest way to run a set distance without thinking about it. On an out-and-back you turn round at half your target distance, which makes any trail fit any run.
- Check the hours before a 6am run. Plenty of trails sit inside parks that gate at dusk and don't unlock until well after sunrise, so a trail that's perfect at lunchtime can be locked at 6am. 1 of the 2 listing carries posted opening hours — worth a look before you set an alarm.
- The small things that decide it. 1 that runners describe as quiet and 1 dog-friendly. Busy or quiet isn't a good-or-bad thing here: a busy path is the safer choice for a solo run at dawn, a quiet one is better for intervals.
More on all of this in the trail-running guides.
Browse Winsted trails by type
Running trails near Winsted
Worth the short drive — the closest towns with trails in the directory.