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Heritage Trail - Chester
4.9 ★★★★★ 97 Google reviews · Running trail in Chester, New York · Posted hours
Runner's snapshot
- Surface
- Paved
- Distance
- Not reported
- Shape
- Not reported
- Shade
- Not reported
- Access
- Posted hours
Confirmed from Heritage Trail - Chester's own listing, the park or land manager's website, and runner reviews. Blank cells mean we could not verify that fact — we would rather say "not reported" than invent one. There is no Easy / Moderate / Hard rating on this page on purpose: a one-word difficulty score tells you nothing about whether a trail suits your run. Surface, distance, shade and hours do.
Park featuring a paved trail that's popular for walking, running, and biking.
What runners say about Heritage Trail - Chester
“It's mine and my dog's happy place 🐾 Very well-kept and I have found the other people walking are always been friendly.”
“It's long, safe, many parking areas available, lots of portable johns on the trail, nearby places to eat & relax, it's very scenic this time of year when leaves changed colors.”
Great spot for a bike ride. My tire had an issue too and I was grateful for the bike tool station at the entrance to the trail where I was able to repair it.
The Heritage Trail is a paved rail-to-trail linear Park shared by walkers and bicycle riders. It runs from Goshen to Monroe New York for approx 11 miles. The Monroe side was recently extended a mile or two. Chester NY is at the midpoint of the trail. where there is very nice ice cream store.
We love the Heritage trail. We use multiple entries, Middletown, Goshen , and Chester. Regardless of where we enter, there are down trees, sometimes too close to the trail. Maintenance should be increased to remove debree. The culverts need to be cleaned to allow water runoff.
Awesome trail, i like how there is joe fix it bike repair stations along the heritage trail, that’s nice! Pavement is in pretty good shape but definitely needs a repaving job from bus parking lot (in Monroe) to gray court road, pavement is tearing, and it’s extremely bumpy because of it that section needs needs help…
Trail conditions & character
“The Heritage Trail is a paved rail-to-trail linear Park shared by walkers and bicycle riders.”
“It's long, safe, many parking areas available, lots of portable johns on the trail, nearby places to eat & relax, it's very scenic this time of year when leaves changed colors.”
“It's long, safe, many parking areas available, lots of portable johns on the trail, nearby places to eat & relax, it's very scenic this time of year when leaves changed colors.”
Plan your run at Heritage Trail - Chester
The practical stuff
- AccessPosted hours — posted hours below; park gates sometimes close earlier than the listing says
- SurfacePaved — asphalt or concrete. Fast and predictable, runnable year-round, and fine with a stroller
- DistanceNot reported. Trail systems often quote total path mileage rather than a single loop, so measure the route you actually want before you drive out.
- ShadeNot reported. Assume some of it is exposed and carry water in summer.
- At the trailheadparking, restrooms — reported by runners
Hours
| Monday | 8 AM–7 PM |
| Tuesday | 8 AM–7 PM |
| Wednesday | 8 AM–7 PM |
| Thursday | 8 AM–7 PM |
| Friday | 8 AM–7 PM |
| Saturday | 8 AM–7 PM |
| Sunday | 8 AM–7 PM |
Running trails near Chester
Other trails within easy driving distance — useful when this one is flooded, gated, or just not the run you had in mind today.
Goosepond Mountain State Park
4.2 ★★★★☆ 186 reviews
State park featuring over 1,500 acres of dense woods, with established trails for hiking & biking.
LEGO Friends Nature Trail
2.7 ★★★☆☆ 3 reviews
Heritage Trail - Goshen
4.8 ★★★★★ 116 reviews
Paved hiking trail with scenic views, suitable for walking, biking, and dogs.
