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Running trails in Weston, CT
Weston has 4 trails in the directory — 1 on crushed gravel or dirt, 1 loop that returns to the trailhead, and 1 with a stated distance. 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 675 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.
Devil's Den Preserve
4.6 ★★★★★ 461 reviews
This 1,756-acre property features a variety of habitats & trails for wildlife viewing & hiking.
Trout Brook Valley Preserve
4.7 ★★★★★ 133 reviews
State park providing many well-maintained hiking and biking trails through the woods.
Bisceglie Park
4.6 ★★★★★ 53 reviews
No trails match those filters.
How to pick a trail in Weston
- Match the surface to your legs. Most of what's here is natural surface (1 of 4). 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 natural surface 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. The longest stated distance in Weston is Devil's Den Preserve at 20 mi. 1 trail is long enough for a 5-mile-plus run without repeating yourself.
- 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 4 listing carries posted opening hours — worth a look before you set an alarm.
- Long run? Check water and restrooms first. 2 have trailhead parking in Weston. Anything over an hour and those stop being nice-to-haves — and in summer, shade counts double.
- The small things that decide it. 3 with mile markers, 2 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 Weston trails by type
Running trails near Weston
Worth the short drive — the closest towns with trails in the directory.