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Orange Heritage Trail, Dolsontown Road Crossing
4.8 ★★★★★ 26 Google reviews · Running trail in Middletown, New York · Open 24 hours
Runner's snapshot
- Surface
- Paved
- Distance
- Not reported
- Shape
- Not reported
- Shade
- Not reported
- Access
- Open 24 hours
Confirmed from Orange Heritage Trail, Dolsontown Road Crossing'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.
What runners say about Orange Heritage Trail, Dolsontown Road Crossing
Wonderful trail, nice calming walk and the scenery isn’t that bad. I walked with my four legged bestie!! I would recommend this place to anyone!!
Touro college students were doing a Earth day cleanup. So many people are enjoying the trail.
I love the trail nice place walk ride your bike The trail from Middletown goes all way Goshen
This trail is great for biking/dog walking/ walking you name it! But the 2 crucial issues first is the parking… they need to install more mini parking spaces for the heritage trail! 2nd is they need to clear the dead trees and trees leaning into one another.
Trail conditions & character
“But the 2 crucial issues first is the parking… they need to install more mini parking spaces for the heritage trail!”
Plan your run at Orange Heritage Trail, Dolsontown Road Crossing
The practical stuff
- AccessOpen 24 hours — no gate to beat, so a 5am or a 10pm run both work
- 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 — reported by runners
Hours
| Monday | Open 24 hours |
| Tuesday | Open 24 hours |
| Wednesday | Open 24 hours |
| Thursday | Open 24 hours |
| Friday | Open 24 hours |
| Saturday | Open 24 hours |
| Sunday | Open 24 hours |
Running trails near Middletown
Other trails within easy driving distance — useful when this one is flooded, gated, or just not the run you had in mind today.
Thrall Park
4 ★★★★☆ 165 reviews
Park with a playground, swings, slides, and jungle gyms, plus benches and picnic areas.
