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Routes
Hiking trails & Routes
United States
New York
Westchester County

Cliffdale Loop

Easy

4.6

(2809)

10,944

hikers

Cliffdale Loop

00:46

2.72km

50m

Hiking

Embark on the Cliffdale Loop, an easy hiking route that guides you through a blend of open pastures and mature forests. As you hike, you will encounter rocky outcrops and old stone walls, offering glimpses into the area's past. This pleasant trail covers 1.7 miles (2.7 km) with an elevation…

Last updated: April 23, 2026

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2.72 km

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Way Types & Surfaces

Way Types

2.54 km

182 m

Surfaces

2.52 km

170 m

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Elevation

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Today

Tuesday 26 May

26°C

13°C

0 %

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This route was planned by komoot.

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Frequently Asked Questions

Where is the trailhead for the Cliffdale Loop and where can I park?

The Cliffdale Loop trailhead is conveniently accessed from the Cliffdale Farm parking lot, located on Teatown Road in Northern Westchester County. This is your primary starting point for the hike.

Is the Cliffdale Loop dog-friendly?

Yes, the Cliffdale Loop is generally dog-friendly. However, as it is part of the Teatown Lake Reservation, dogs are typically required to be on a leash to protect wildlife and ensure a pleasant experience for all visitors.

What is the best time of year to hike the Cliffdale Loop?

The Cliffdale Loop can be enjoyed year-round. Spring offers lush greenery and blooming wildflowers, while autumn provides stunning fall foliage. Summer is pleasant, but be mindful of potential heat. Winter hiking is also possible, though conditions may vary with snow and ice.

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

While the Cliffdale Loop is within the Teatown Lake Reservation, there are typically no specific permits or entrance fees required to access the trails themselves. However, it's always a good idea to check the official Teatown Lake Reservation website for any updated policies or special event fees.

What is the terrain like on the Cliffdale Loop?

The trail offers a varied terrain, moving through old farm fields and mature forests. You'll encounter rocky outcrops and old stone walls, which can lead to uneven footing. There are inclines and descents, with some sections having a maximum grade of 38%, making it generally considered a moderate hike despite its relatively short distance.

Is the Cliffdale Loop suitable for beginners or families with children?

Given its moderate difficulty and varied terrain, including some steeper sections and uneven footing, the Cliffdale Loop is suitable for beginners with a reasonable level of fitness. Families with children should be prepared for these conditions, but it's a manageable distance at approximately 2.7 kilometers (1.7 miles).

What kind of scenery can I expect along the trail?

Along the Cliffdale Loop, you can expect pleasant views of old farm fields and serene wooded areas. The mature forests and historic stone walls provide a glimpse into the region's natural and historical landscape. Depending on the season, you might also spot seasonal wild berries.

Does the Cliffdale Loop connect with other trails in the Teatown Lake Reservation?

Yes, the Cliffdale Loop is part of the extensive trail network within the Teatown Lake Reservation. The route itself covers 100% of the Cliffdale Loop trail and also passes through sections of the Catamount Hill Loop, Cliffdale-Teatown Trail, and Short Cut, offering opportunities for longer, combined hikes.

Are there any specific considerations for hiking the Cliffdale Loop, such as potential hazards?

Hikers should be aware of uneven footing due to rocky outcrops and old stone walls. Additionally, in wooded areas, there's a possibility of 'widow makers' (loosely hanging tree limbs), so it's advisable to be observant of your surroundings, especially during windy conditions.

What should I bring for a hike on this trail?

For a hike on the Cliffdale Loop, it's recommended to bring sturdy hiking shoes or boots due to the varied and sometimes uneven terrain. Water, especially on warmer days, is essential. Depending on the season, insect repellent and sun protection are also good to have.

Is the Cliffdale Loop a loop trail or out-and-back?

As its name suggests, the Cliffdale Loop is a loop trail. This means you will start and end at the same point without having to retrace your steps, offering a continuous and varied hiking experience.

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