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Routes
Hiking trails & Routes
United States
New York
Orange County

Appalachian Trail, Long Path, and Lemon Squeezer Loop

Routes
Hiking trails & Routes
United States
New York
Orange County

Appalachian Trail, Long Path, and Lemon Squeezer Loop

Hard

3.3

(6)

35

hikers

Appalachian Trail, Long Path, and Lemon Squeezer Loop

08:40

28.2km

980m

Hiking

Embark on the difficult Appalachian Trail, Long Path, and Lemon Squeezer Loop, a demanding hike covering 17.5 miles (28.2 km) with an elevation gain of 3230 feet (985 metres). This route typically takes around 8 hours and 40 minutes to complete. You will navigate diverse terrain, from rugged mountain sections…

Last updated: April 23, 2026

Waypoints

A

Start point

Parking

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1

6.62 km

Fingerboard Shelter

Highlight • Mountain Hut

A small, well-protected shelter along the trail, perfect for an overnight stay. The shelter is basic but has everything you need for camping in the forest. Fingerboard Shelter tends to get busier on weekends.

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2

13.2 km

Lemon Squeezer

Highlight • Natural Monument

The Lemon Squeezer is a very fun section of the trail. You walk through openings created by various rock formations and will need to "squeeze" to make it through a …

Tip by

3

13.5 km

The Lemon Squeezer

Highlight • Natural Monument

The Lemon Squeezer is a small but famous narrow rock passage on the Appalachian Trail (AT) in Harriman State Park, NY, near Island Pond. Hikers on the Appalachian Trail (AT) …

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B

28.2 km

End point

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Way Types & Surfaces

Way Types

27.4 km

451 m

346 m

< 100 m

Surfaces

27.7 km

371 m

179 m

< 100 m

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Elevation

Elevation

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Weather

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Friday 22 May

19°C

8°C

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Appalachian Trail, Long Path, and Lemon Squeezer Loop?

Parking for this loop is typically available at various trailheads within Harriman State Park. Popular starting points often include areas near Arden Valley Road or Seven Lakes Drive, which provide access to sections of the Appalachian Trail and other connecting paths. Arriving early, especially on weekends, is recommended as parking lots can fill up quickly.

Are there any permits or fees required to hike in Harriman State Park?

Generally, there are no specific permits required for day hiking on the trails within Harriman State Park, including this loop. However, some parking areas may have fees, particularly during peak season. Always check the official Harriman State Park website for the most current information on parking fees and any specific regulations.

Is this loop dog-friendly?

Yes, dogs are generally allowed on trails in Harriman State Park, including sections of the Appalachian Trail and Long Path, but they must be kept on a leash at all times. Please ensure you pack out all waste and respect wildlife and other hikers.

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

The best time to hike this loop is typically during the spring and fall. Spring offers lush greenery and blooming wildflowers, while fall provides spectacular foliage. Summer can be hot and humid with more bugs, and water sources might dry up. Winter hiking is possible but requires appropriate gear for snow and ice, as conditions can be challenging.

What kind of terrain can I expect on this route?

This loop covers a diverse and challenging terrain. You'll encounter rough, single-track trails with almost constant steep ascents and descents, characteristic of the Appalachian Trail. Sections of the Long Path also feature rugged mountains, forests, and rolling hills. The Lemon Squeezer itself is a very narrow passage between massive rocks, followed by a steep rock scramble.

What are the main points of interest along the trail?

The most notable highlight is the Lemon Squeezer, a unique rock formation that requires hikers to squeeze through a tight passage. You'll also pass by the Fingerboard Shelter, a common stop for Appalachian Trail hikers. The route offers numerous viewpoints with expansive vistas of Harriman State Park and the surrounding Hudson Valley.

How challenging is the 'Lemon Squeezer' section?

The Lemon Squeezer is considered a moderate challenge. It involves navigating a very tight rock passage and then a steep rock face that often requires using your hands and feet to scramble up. For those who prefer to avoid the scramble, there is an 'Easy Way' bypass available.

Does this route connect with other trails?

Yes, this loop extensively uses sections of the Appalachian Trail. It also incorporates parts of the Ramapo Dunderberg Trail, Arden - Surebridge Trail, Hurst Trail, and Bottlecap Trail, offering a comprehensive experience of Harriman State Park's trail network.

What should I know before attempting this hike?

This is a difficult hike covering over 28 kilometers with significant elevation changes. Be prepared for strenuous conditions, especially in the rocky sections and the Lemon Squeezer. Carry plenty of water, as sources can be unreliable, especially in summer. Wear sturdy hiking boots, and bring a map and compass or a GPS device, as trail markings can sometimes be tricky.

Are there any less strenuous alternatives or family-friendly options nearby?

While the full Appalachian Trail, Long Path, and Lemon Squeezer Loop is challenging, Harriman State Park offers many shorter, less strenuous trails. You can find moderate 5-6 mile loops that include the Lemon Squeezer, or explore other areas of the park that are more suitable for families or those seeking an easier hike. Look for trails around lakes like Island Pond for gentler options.

What kind of scenery will I encounter on the loop?

The loop offers diverse and beautiful scenery. You'll hike through dense woodlands, pass by serene lakes, and enjoy expansive views from rocky ridgelines. The trail provides classic Appalachian scenery with tunnels of trees, and in the fall, vibrant foliage. The unique rock formations, especially the Lemon Squeezer, add a distinctive element to the natural beauty.

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