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Routes
Bike touring routes & trails
United States
New York
Orange County
Woodbury

Chester Erie Depot Museum – Orange Heritage Trail loop from Harriman

Routes
Bike touring routes & trails
United States
New York
Orange County
Woodbury

Chester Erie Depot Museum – Orange Heritage Trail loop from Harriman

Moderate

2.8

(20)

96

riders

Chester Erie Depot Museum – Orange Heritage Trail loop from Harriman

02:54

48.7km

240m

Cycling

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: May 18, 2026

Tips

Cycling is not permitted along parts of this route

After 2.68 km for 167 m

After 6.68 km for 175 m

After 45.9 km for 167 m

Waypoints

A

Start point

Train Station

Get Directions

1

2.84 km

Orange Heritage Trail

Highlight (Segment) • Trail

The Orange Heritage Trail stretches a total of 19.5 miles from Middletown to Harriman, New York. The path is entirely paved and is super popular among runners, walkers, and cyclists. There are a bunch of different trailheads and parking areas, so you can start your walk from a number of spots and make it as long as you want.

Tip by

2

6.76 km

Crane Park Pond

Highlight • Lake

Crane Park (sometimes referred to as Millpond Park) is home to a couple small ponds, a gazebo, paved walking paths, and lots of open green space. There is easy access over to the Orange Heritage Trail from the park and a couple different parking areas that you can utilize.

Tip by

3

6.89 km

Monroe Ponds

Highlight • Lake

You can bike a road loop all the way around these ponds, or consider linking in to the nearby Orange Heritage Trail.

Tip by

4

13.6 km

Orange Heritage Trail

Highlight (Segment) • Trail

The Orange Heritage Trail is an almost 20-mile long rail trail that runs from Middletown to Harriman. It is paved and traffic-free. This section is used by the Long Path to take you from Monroe to Chester.

Tip by

5

33.1 km

Chester Erie Depot Museum

Highlight • Historical Site

1915 railway station converted to a museum. Interesting exhibit and very friendly staff! Leave a few bucks as a donation, if you can. Open from May to October.

Tip by

6

41.5 km

Orange Heritage Trail

Highlight (Segment) • Trail

Once the location of the Erie Railroad's Main Line, this is now a paved multi-use trail that runs 19.5 miles in total.

Tip by

45.8 km

Mill Pond

Lake

B

48.7 km

End point

Train Station

Loading

Way Types & Surfaces

Way Types

37.5 km

3.69 km

3.34 km

3.10 km

927 m

167 m

< 100 m

Surfaces

44.2 km

2.60 km

1.11 km

803 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (190 m)

Lowest point (120 m)

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Weather

Powered by Foreca

Today

Sunday 5 July

27°C

20°C

86 %

Additional weather tips

Max wind speed: 7.0 km/h

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Description

If you're looking for a solid day out on two wheels, the Chester Erie Depot Museum – Orange Heritage Trail loop from Harriman offers a moderate touring bicycle route that's definitely worth your time. This 30.3-mile (48.7 km) cycling adventure features 786 feet (239 metres) of elevation gain and can be completed in about 2 hours and 54 minutes, making it a great option for cyclists ready for a longer, yet manageable, ride.

What to expect on Chester Erie Depot Museum – Orange Heritage Trail loop from Harriman

This route takes you along the Orange Heritage Trail, which, as a former rail line, promises a generally smooth surface and a gentle elevation profile, perfect for touring bicycles. You'll experience a pleasant journey through the Orange County landscape, with the trail providing a consistent and enjoyable ride. The moderate difficulty comes from the distance rather than steep climbs, making it suitable for those who enjoy longer, steady efforts.

Planning your visit

The loop starts from Harriman, offering convenient access to the Orange Heritage Trail. Parking is available, and while specific public transport details aren't provided, planning your arrival to the Harriman area is straightforward. The best time to visit for cycling is typically during spring, summer, or fall, when the weather is mild and the scenery is at its best.

Trail details

  • Distance: 30.3 miles (48.7 km)
  • Elevation gain: 786 feet (239 metres)
  • Difficulty: moderate
  • Estimated time: 2 hours and 54 minutes

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