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Routes
Hiking trails & Routes
United States
New York
Westchester County

Deer Hollow, Cross River, and Fox Hill Trail Loop

Routes
Hiking trails & Routes
United States
New York
Westchester County

Deer Hollow, Cross River, and Fox Hill Trail Loop

Easy

4.7

(8535)

17,517

hikers

Deer Hollow, Cross River, and Fox Hill Trail Loop

00:51

3.29km

20m

Hiking

This easy 2.0-mile (3.3 km) loop in Ward Pound Ridge Reservation offers tranquil hiking past Boutonville Oaks and views of the Cross River.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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B

3.29 km

End point

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Way Types & Surfaces

Way Types

2.98 km

301 m

Surfaces

2.60 km

375 m

211 m

< 100 m

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Elevation

Elevation

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Weather

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Today

Friday 29 May

23°C

9°C

0 %

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Max wind speed: 18.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to complete the Deer Hollow, Cross River, and Fox Hill Trail Loop?

This loop is approximately 5.3 miles (8.5 km) long and generally takes about 2 hours and 19 minutes to complete. This estimate is for an average hiking pace, so your time may vary depending on your speed and how often you stop to enjoy the scenery.

What is the difficulty level and terrain like on this trail?

The Deer Hollow, Cross River, and Fox Hill Trail Loop is considered a moderate hike. You can expect a varied terrain with a mix of hills and flat sections, primarily traversing through wooded areas. The trail system is dense but well-marked, making navigation manageable.

What natural features or viewpoints can I expect to see along the way?

As you hike, you'll encounter significant Boutonville Oak trees, which are vital to the local ecosystem. The trail also guides you close to the tranquil Cross River, offering opportunities to enjoy the sounds of flowing water, and provides scenic views of the Cross River Reservoir.

Is the Deer Hollow, Cross River, and Fox Hill Trail Loop suitable for families or beginners?

Given its moderate difficulty and varied terrain, it's a good option for active families or beginners looking for a bit more of a challenge. The well-marked paths help with navigation, but be prepared for some hills and a 5.3-mile distance.

Does the loop connect with other trails in Ward Pound Ridge Reservation?

Yes, this loop combines sections of several official trails within Ward Pound Ridge Reservation. You'll hike along portions of the Brown Trail, Fox Hill Trail, Deer Hollow Trail, and even a small section of the Blue Trail, offering a diverse exploration of the park.

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

The trail is enjoyable year-round, but spring and fall offer particularly pleasant conditions with mild temperatures and beautiful foliage. Summer can be warm and humid, while winter hiking is possible but may require appropriate gear for snow or ice.

Are dogs allowed on the Deer Hollow, Cross River, and Fox Hill Trail Loop?

Yes, dogs are generally allowed on trails within Ward Pound Ridge Reservation, including this loop. However, they must be kept on a leash at all times to protect wildlife and ensure the safety and enjoyment of all visitors.

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

Yes, Ward Pound Ridge Reservation, where this trail is located, typically charges an entrance fee per vehicle, especially on weekends and holidays during peak seasons. It's advisable to check the official Westchester County Parks website for current fee schedules and operating hours before your visit.

Where is the best place to park for this trail?

The Deer Hollow, Cross River, and Fox Hill Trail Loop is located within Ward Pound Ridge Reservation. You can typically find parking at one of the designated parking areas within the reservation, which provide access to the trail system. Check the park's map for the most convenient trailhead access.

What should I bring for a hike on this loop?

For this moderate 5.3-mile loop, we recommend bringing plenty of water, comfortable hiking shoes, and a map or GPS device (like the komoot app) to help navigate the dense trail system. Depending on the season, insect repellent and sun protection are also good ideas.

Are there any specific considerations for winter hiking on this loop?

While the trail is accessible in winter, conditions can vary. Be prepared for snow and ice, especially on shaded sections. Traction devices for your boots (like microspikes) and warm, layered clothing are highly recommended. Always check weather and trail conditions before heading out.

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