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Routes
Hiking trails & Routes
United States
New York
Westchester County
Ossining

Briarcliff-Peekskill Trailway and Three Lakes Loop

Routes
Hiking trails & Routes
United States
New York
Westchester County
Ossining

Briarcliff-Peekskill Trailway and Three Lakes Loop

Moderate

3.2

(12)

89

hikers

Briarcliff-Peekskill Trailway and Three Lakes Loop

03:29

12.9km

170m

Hiking

Hike the moderate 8.0-mile Briarcliff-Peekskill Trailway and Three Lakes Loop in Teatown Lake Reservation, featuring lakes and wildlife.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

4.08 km

Briarcliff Peakskill Trail

Highlight (Segment) • Trail

The Briarcliff Peakskill Trail is a 12-mile hiking trail that runs from Ossining north to Blue Mountain Reservation. This section is a particularly beautiful wooded section. It leads you to Teatown Lake Reservation, a wonderful green area surrounding a large lake.

Tip by

2

5.20 km

Teatown Lake Boardwalk

Highlight (Segment) • Bridge

Get out and personal with the lily pads and walk along with the turtles and frogs on this boardwalk spanning the southern edge of Teatown lake with great views of the surrounding hills.

Tip by

3

6.13 km

Teatown Lake

Highlight • Lake

Enjoy a walk around Teatown Lake and the surrounding preserve. The Briarcliff-Peekskill Trailway bisects the park in the northwest and continues north to Peekskill and south to Ossining. Paid Parking is located at the visitors center on both sides of Spring Valley Road.

Tip by

B

12.9 km

End point

Parking

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Way Types & Surfaces

Way Types

7.92 km

2.25 km

1.12 km

942 m

641 m

Surfaces

8.97 km

2.46 km

942 m

363 m

151 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 (170 m)

Lowest point (100 m)

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Weather

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Today

Wednesday 27 May

27°C

15°C

22 %

Additional weather tips

Max wind speed: 15.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the terrain like on the Briarcliff-Peekskill Trailway and Three Lakes Loop?

The trail offers a varied experience, primarily featuring single-track, intermediate technical terrain with rocks and roots. You'll encounter some sections that can be overgrown, severely sloped, and potentially muddy due to stagnant water. Portions of the route also require walking on public roads.

How long does it typically take to hike this route?

This moderate hike is approximately 12.9 kilometers (8 miles) long and generally takes around 3 hours and 29 minutes to complete, depending on your pace and how often you stop to enjoy the scenery.

Are there any notable landmarks or viewpoints along the way?

Yes, the route offers several points of interest. You'll traverse sections of the Briarcliff Peakskill Trail, enjoy the scenic Teatown Lake, and cross the charming Teatown Lake Boardwalk. The trail also provides beautiful vistas, including potential views of the Hudson River from higher elevations and the stone spillway at Croton Gorge Park.

Is the Briarcliff-Peekskill Trailway and Three Lakes Loop dog-friendly?

Yes, dogs are generally allowed on this trail. However, it's always best to check specific regulations for the Teatown Lake Reservation, as leash rules or restrictions might apply in certain areas to protect wildlife and ensure a pleasant experience for all visitors.

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

Spring and fall are often considered the best times to visit. Spring brings lush greenery and blooming wildflowers, while fall offers stunning foliage. Summer can be pleasant, but be prepared for potential overgrowth and muddy sections. Winter hiking is possible, but conditions can be challenging with snow and ice, and some sections may be less maintained.

What wildlife might I see on the route?

The trail passes through the Teatown Preserve, which is known for its diverse wildlife. Keep an eye out for raptors such as bald eagles, red-tailed hawks, and various owl species. You might also spot other woodland creatures and a variety of birdlife, especially around Teatown Lake.

Where can I park and access the trailhead?

Parking is typically available at designated areas within or near the Teatown Lake Reservation, which serves as a primary access point for this loop. Specific parking instructions and trailhead locations can often be found on the Teatown Lake Reservation's official website or local park maps.

Are there any permits or entrance fees required for the Teatown Lake Reservation?

The Teatown Lake Reservation, where a significant portion of this route lies, generally does not charge an entrance fee for day use. However, it's always recommended to check their official website for the most current information regarding any potential fees, permits for specific activities, or updated regulations before your visit.

Does this route intersect with other trails?

Yes, this route incorporates sections of several other official trails. You'll find yourself on parts of the

Briarcliff-Peekskill Trailway

,

Three Lakes Loop

,

Lakeside Loop

,

Lakeside Overlook Trail

, and the

Vernay Lakeside Connector

, among others, as you navigate the area.

Is the trail suitable for families with children?

Given its 'moderate' difficulty rating and sections with intermediate technical terrain, rocks, roots, and potential mud, this trail might be challenging for very young children or those unaccustomed to hiking. However, older children and active families may find it enjoyable. Consider the full distance and elevation gain when planning with family.

What should I bring for a hike on this trail?

For this moderate hike, essential items include sturdy hiking shoes, sufficient water, snacks, a map or GPS device (like the komoot app) as some sections may have poor blazing, and appropriate clothing for the weather. Insect repellent is advisable, especially during warmer months, and trekking poles can be helpful for uneven terrain.

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