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Hiking trails & Routes
United States
New York
Westchester County

Ward Pound Ridge loop

Hard

4.7

(8865)

17,858

hikers

Ward Pound Ridge loop

05:28

19.7km

360m

Hiking

The Ward Pound Ridge loop offers a deep dive into Westchester County's largest park, guiding you through a rich tapestry of hardwood forests, serene ponds, and dramatic rock outcroppings. You'll experience varied terrain, from rolling hills to steep ravines, with picturesque views of the Cross River and Waccabuc River. Keep an eye out for remnants of old stone walls and the impressive glacial erratics scattered throughout the landscape, hinting at the park's geological past.

This is a difficult hiking route, covering 12.3 miles (19.7 km) with 1184 feet (361 metres) of elevation gain, typically requiring about 5 hours and 28 minutes. The park's extensive trail system is well-marked, but given the length, it's best to start early and carry plenty of water. Check the Westchester County Parks website for any entrance fees or specific park regulations before your visit.

Ward Pound Ridge Reservation is not just about the trails; it's a designated Biodiversity Reserve Area and an Audubon Important Bird Area, home to nearly 1,000 cataloged species. Its history includes a Civilian Conservation Corps camp, with CCC-era lean-tos still available for camping. This route provides a comprehensive experience of the park's natural beauty and historical significance, making it a standout option for a challenging day hike in the region.

Last updated: June 9, 2026

Waypoints

A

Start point

Parking

Get Directions

1

223 m

Covered Bridge Trail

Highlight (Segment) • Trail

This tranquil trail offers lush green scenery. It's well-marked, and there are plenty of opportunities to extend your hike, with clear signage guiding the way for various extensions.

Tip by

2

6.40 km

Deer Hollow Trail

Highlight (Segment) • Trail

This trail guides you close to Cross River, allowing you to immerse yourself in the sights and sounds of the flowing water. You'll find yourself around Boutonville Oak trees, which play a crucial role in the ecosystem by providing acorns that serve as a food source for turkeys, jays, rabbits, and various other animals.

Tip by

3

11.4 km

Raven Rock Overlook

Highlight • Viewpoint

From here, you'll have the opportunity to observe the Ward Pound Ridge area and its lush green surroundings, along with several distinctive rock formations.

Tip by

4

17.3 km

The Leatherman's Cave

Highlight • Cave

One of the area's most renowned landmarks is The Leatherman's Cave. It received its name from a man in the late 1800s who earned his nickname due to his distinctive attire made entirely of raw leather. He became known for his impressive feat of embarking on a 34-day, 365-mile journey on foot across Connecticut, during which he would seek refuge in caves for shelter along the way.

Tip by

B

19.7 km

End point

Parking

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Way Types & Surfaces

Way Types

14.4 km

3.58 km

1.40 km

351 m

Surfaces

9.86 km

5.95 km

3.50 km

407 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 (200 m)

Lowest point (110 m)

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Weather

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Today

Wednesday 8 July

28°C

15°C

0 %

Additional weather tips

Max wind speed: 6.0 km/h

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Frequently Asked Questions

What is the terrain like on the Ward Pound Ridge loop?

The terrain on this loop is quite varied and can be challenging. You'll encounter hilly sections, dense hardwood forests, hemlock and laurel groves, and areas with significant rock outcroppings and steep ravines. Expect uneven ground with rocks and roots, especially in steeper parts. The route also passes through wetlands and open meadows, offering a diverse hiking experience.

Are there any notable viewpoints or landmarks along the route?

Yes, the loop features several points of interest. You'll pass by the scenic Covered Bridge Trail and the Deer Hollow Trail. A highlight is the Raven Rock Overlook, which provides expansive views of the Ward Pound Ridge area. You can also explore The Leatherman's Cave, and observe historical stone walls crisscrossing the forest.

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

The Ward Pound Ridge loop is beautiful year-round. In spring and summer, the landscape is lush and green, with the Cross River flowing vibrantly. Autumn brings stunning fall foliage. Winter offers a different, equally beautiful perspective with snow and ice-covered trails, though conditions can be more challenging. Always check trail conditions before heading out, especially in winter.

Is the Ward Pound Ridge loop dog-friendly?

Yes, dogs are generally welcome on trails within the Ward Pound Ridge Reservation. However, they must be kept on a leash at all times to protect wildlife and ensure the safety of other hikers. Please remember to clean up after your pet.

What are the parking options and fees for the Ward Pound Ridge Reservation?

The Ward Pound Ridge Reservation has designated parking areas. There is an entrance fee to access the park, which typically varies by season and residency (Westchester County residents often pay a lower fee). It's advisable to check the official Westchester County Parks website for the most current fee schedule and operating hours before your visit.

Does the trail intersect other well-known paths?

Yes, this route utilizes sections of several trails within the reservation. You'll hike along parts of the Deer Hollow Trail, Blue Trail, Brown Trail, and Red Trail. Other smaller segments include the Leatherman's Loop, Fox Hill Trail, and Green Trail, among others, contributing to the extensive network of paths in the park.

What kind of wildlife can I expect to see along the Cross River section?

The Ward Pound Ridge Reservation is a Biodiversity Reserve Area and an Audubon Important Bird Area, so wildlife spotting is common. Along the Cross River and throughout the park, you might see whitetail deer, various species of songbirds, and other small mammals. The diverse habitats support nearly 1,000 cataloged species of birds, butterflies, and plants.

Is this loop suitable for beginners?

This specific Ward Pound Ridge loop is rated as difficult due to its length (nearly 20 km) and significant elevation changes (over 360 meters up). It requires very good fitness and sure-footedness. While the Ward Pound Ridge Reservation offers trails ranging from easy to hard, this particular route is not recommended for beginners.

Are there any specific regulations or permits needed for hiking or camping in Ward Pound Ridge Reservation?

Beyond the entrance fee, general hiking does not typically require a separate permit. However, if you plan to use the Civilian Conservation Corps (CCC)-era lean-tos for camping, you will need to reserve them and obtain a permit in advance. Always check the park's official website for the latest regulations on activities like camping, fires, and group sizes.

What should I consider bringing for a hike on this trail?

Given the trail's length and difficulty, it's essential to be well-prepared. Bring plenty of water, snacks, a map (or a fully charged phone with the komoot app), and appropriate footwear for varied terrain, including rocky and potentially muddy sections. Layers of clothing are recommended, especially during shoulder seasons, and insect repellent can be useful in warmer months.

How busy is the Ward Pound Ridge loop typically?

Despite its proximity to New York City, the Ward Pound Ridge Reservation is often described as quiet, offering a sense of solitude, especially on longer loops like this one. While popular areas might see more visitors, the extensive trail network allows for a peaceful experience. Weekends and holidays will generally be busier than weekdays.

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