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Routes
Hiking trails & Routes
United States
New York
Dutchess County
Hopewell Junction

Maybrook Trailway

Hard

3.3

(16)

78

hikers

Maybrook Trailway

22:21

86.4km

490m

Hiking

The Maybrook Trailway offers a remarkably accessible long-distance hiking experience, stretching for 53.7 miles (86.4 km) through varied landscapes of dense woodlands, open farm fields, and picturesque wetlands. Despite its difficult rating due to sheer length, the trail is predominantly flat and paved, built on a former railroad bed, making…

Last updated: June 9, 2026

Waypoints

A

Start point

Parking

Get Directions

13.3 km

Stormville Union Free Gospel Church

Place Of Worship

2

66.3 km

Whaley Lake

Highlight • Lake

Whaley Lake is the largest lake in Dutchess County. So nice to ride here!

Tip by

3

66.6 km

Whaley Lake

Highlight • Lake

Whaley Lake is the largest lake in Dutchess County. So nice to ride here!

Tip by

4

66.7 km

Lake view

Highlight • Lake

Pretty lake on one side and a marsh on the other

Tip by

5

74.3 km

Maybrook Trailway

Highlight • Trail

offers possible resting spots with shade. good for people watching as well :)

Tip by

6

78.6 km

Through the wetlands

Highlight • Cycleway

Great skies and good riding surface. Strong winds can be a challenge here.

Tip by

7

83.9 km

Maybrook Trailway

Highlight • Trail

running along old train tracks.

Tip by

B

86.4 km

End point

Parking

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Way Types & Surfaces

Way Types

85.6 km

617 m

237 m

Surfaces

83.5 km

2.81 km

141 m

114 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 (230 m)

Lowest point (80 m)

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Weather

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Wednesday 8 July

29°C

15°C

-- %

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Frequently Asked Questions

What is the terrain and surface like on the Maybrook Trailway?

The trailway is primarily an 8 to 10-foot-wide, asphalt-paved path. Built on a former railroad bed, the terrain is generally flat with only slight, gradual inclines and declines, making it suitable for a wide range of users.

Where are the main access points and parking for the Maybrook Trailway?

You can access the trail at various points. A notable northern access point is at the beautifully restored Hopewell Depot in Hopewell Junction, which also serves as a museum. Parking is generally available at these designated trailheads.

Is the Maybrook Trailway suitable for families and beginners?

Yes, its generally flat, asphalt-paved surface makes it very accessible and suitable for hikers of all ages and abilities, including families with children. It's an easy and comfortable trail for walking and running.

What kind of scenery and natural features can I expect to see?

The trail winds through diverse and picturesque scenery, including abundant wooded areas, rural landscapes, and natural swamp areas. You'll encounter views of three distinct bodies of water: Tonetta Lake, Ice Pond, and Whaley Lake, with long stretches running alongside the latter. Seasonal waterfalls and dramatic rock cuts also add to the scenic appeal.

What is the best time of year to visit the Maybrook Trailway?

The trail is enjoyable year-round. Spring and fall offer beautiful foliage and the chance to see seasonal waterfalls. In winter, its flat surface makes it suitable for cross-country skiing or snowshoeing. The remote nature of the trail provides a quiet experience in any season.

Are dogs allowed on the Maybrook Trailway?

Yes, the trail is dog-friendly. Please ensure your dog is kept on a leash and that you clean up after them to maintain the trail's natural beauty for all users.

Are there any permits or entrance fees required to use the trail?

No, there are no permits or entrance fees required to access and enjoy the Maybrook Trailway.

Does the Maybrook Trailway connect to other trails?

Yes, it's a vital link in the larger Empire State Trail. It also connects to other significant paths like the William R. Steinhaus Dutchess Rail Trail and the Putnam Trailway. At one point, it even intersects with the renowned Appalachian Trail.

What makes the Maybrook Trailway unique or historically significant?

It's a unique 'rail with trail' conversion, repurposing a portion of Metro-North Railroad's former Beacon Line, running alongside an inactive track. This allows access to remote areas. It also passes by historic sites like Ice Pond, where ice was once harvested, and the Hopewell Depot, a restored former station house.

What wildlife might I see along the Maybrook Trailway?

Due to its remote nature and passage through wooded areas and wetlands, the trail offers opportunities for wildlife spotting. You can often hear and see various bird species, and other local wildlife may be present.

What are some notable points of interest along the route?

Beyond the scenic views of Whaley Lake, Ice Pond, and Tonetta Lake, you'll find the historic Hopewell Depot at the northern end. The trail itself, known as the Maybrook Trailway, is a highlight, offering a journey through diverse landscapes and even a section through the wetlands.

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