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United States
New York
Dutchess County

Appalachian Trail: Hoyt Road to Leather Hill Road

Routes
Hiking trails & Routes
United States
New York
Dutchess County

Appalachian Trail: Hoyt Road to Leather Hill Road

Easy

3.3

(15)

98

hikers

Appalachian Trail: Hoyt Road to Leather Hill Road

00:50

2.67km

140m

Hiking

The Appalachian Trail: Hoyt Road to Leather Hill Road offers a delightful, easy hiking experience through varied forested terrain, perfect for a quick escape into nature. As you walk, you'll be surrounded by classic AT woodland, with the path winding gently between Hoyt Road and Leather Hill Road. Keep an…

Last updated: June 9, 2026

Waypoints

A

Start point

Parking

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B

2.67 km

End point

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Way Types & Surfaces

Way Types

2.56 km

108 m

Surfaces

2.58 km

< 100 m

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Elevation

Elevation
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Highest point (250 m)

Lowest point (130 m)

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Weather

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Today

Thursday 5 November

23°C

11°C

64 %

Additional weather tips

There’s a fairly high chance of rain. Consider packing a waterproof jacket.

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Frequently Asked Questions

What is the difficulty level of the Appalachian Trail from Hoyt Road to Leather Hill Road?

This segment of the Appalachian Trail is generally considered to have a moderate difficulty. While komoot rates it as 'easy' overall, hikers will encounter an initial incline with rock stairs from Hoyt Road, followed by a descent towards the Housatonic River. There's also a gradual but steady ascent up Ten Mile Hill, reaching about 1,000 feet. Some sections, especially when wet, can be rocky and hazardous.

Where can I park to access this section of the Appalachian Trail?

Access to this section of the Appalachian Trail typically begins at Hoyt Road. While specific parking lot details are not provided, hikers usually find parking available near designated trailheads along the Appalachian Trail. It's advisable to check local regulations or signage upon arrival for the most current parking information.

Is the Appalachian Trail from Hoyt Road to Leather Hill Road dog-friendly?

Yes, the Appalachian Trail is generally dog-friendly. However, it is always recommended to keep dogs on a leash to protect wildlife and ensure a pleasant experience for all hikers. Please practice Leave No Trace principles and pack out all pet waste.

What is the best time of year to hike this trail?

The best time to hike this section of the Appalachian Trail is typically during spring, summer, and fall. Spring offers lush greenery and blooming wildflowers, while fall provides stunning foliage views, especially around Ten Mile Hill. Summer is also pleasant, but be prepared for warmer temperatures and potential humidity. Winter hiking is possible but requires appropriate gear for snow and ice.

Are there any permits or entrance fees required for this trail or the Pawling Nature Preserve?

No, there are no specific permits or entrance fees required to hike this section of the Appalachian Trail, which passes through the Pawling Nature Preserve. The Appalachian Trail is publicly accessible. However, always respect the natural environment and follow Leave No Trace principles.

What kind of scenery and natural features can I expect along the route?

Hikers can expect diverse scenery along this route. The path meanders through marshlands and wooded swamps, home to various bird species. You'll be rewarded with views from Ten Mile Hill and enjoy peaceful stretches alongside the Ten Mile River and the Housatonic River. The trail also passes through woodlands and occasional open fields, showcasing the natural beauty of the region.

Are there any notable points of interest or shelters along this section?

Yes, key features include the ascent of Ten Mile Hill, which offers views from its summit. The trail also passes by the Ten Mile River Lean-to, an open field offering a potential resting or lunch spot. The proximity to the Housatonic River is a significant draw, with parts of the trail running alongside it. Leather Hill Road itself is a waypoint, and the Wiley Shelter is located north of it.

Does this trail connect with other paths or trails?

Yes, this route is part of the larger Appalachian Trail system. Specifically, it follows sections of the Appalachian Trail (100%), Appalachian Trail (12%), and Appalachian Trail (13%), and Appalachian Trail (12%) as it traverses the area.

What should I know about potential trail changes or detours?

Hikers should be aware that trail conditions can change. A previous report indicated a bridge outage over the Duell Hollow Brook, which necessitated a roadwalk detour involving Hoyt Road and Route 55 to rejoin the trail. It's always a good idea to check for current trail advisories before heading out.

Is public transportation available to access the Appalachian Trail in this area?

While not directly at Hoyt Road or Leather Hill Road, the Appalachian Trail in this region of New York is accessible via Metro-North Railroad. Hikers often use the Metro-North stations in nearby towns like Wingdale or Pawling to access different sections of the AT. From these stations, further local transport or a short taxi ride might be needed to reach specific trailheads.

Are there any cafes, pubs, or accommodations near the trail?

While this specific trail segment is quite rural, nearby towns like Wingdale and Pawling, New York, offer options for cafes, pubs, and accommodations. These towns serve as common resupply points or overnight stops for Appalachian Trail hikers. You can find more information on local amenities by checking resources for Dover, NY, or general Connecticut tourism sites like ctvisit.com or doverny.gov.

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