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Routes
Running Trails
United States
New York
Westchester County

Peekskill

The best running trails around Peekskill

4.5

(3)

142

runners

23

runs

Jogging around Peekskill offers diverse landscapes, from scenic waterfronts along the Hudson River to expansive parks and challenging trails within the Hudson Highlands. The region features flat, accessible paths with views of the Hudson Highlands, as well as varied terrain within Blue Mountain Reservation, including rolling hills, boulder-strewn terrain, streams, and hardwood forests. This mix of environments caters to a range of fitness levels and preferences for running.

Best jogging routes around Peekskill

  • The most popular jogging route is Peekskill Waterfront Park loop from Village of Buchanan, a 3.3 miles (5.3 km) trail that takes 34 minutes to complete. This route offers scenic views along the Hudson River.
  • Another top favourite among local runners is Hessian Lake – Perkins Memorial Tower loop from Peekskill, a difficult 5.5 miles (8.8 km) path. This route features significant elevation gain and varied terrain around Hessian Lake.
  • Local runners also love the Bear Mountain Loop, a 11.3 miles (18.2 km) trail leading through mountainous terrain, often completed in about 2 hours 35 minutes.
  • Jogging around Peekskill is defined by Hudson River waterfronts, expansive parks, and challenging trails within the Hudson Highlands. The network offers options for different ability levels, from easy riverside paths to difficult mountain ascents.
  • The routes in Peekskill are highly rated by the komoot community with an average score of 5.0 stars from over 1 review. More than 150 runners have used komoot to explore Peekskill's varied terrain.

Last updated: May 16, 2026

5.0

(1)

8

runners

#1.

Bear Mountain Loop

18.2km

02:35

700m

700m

Hard run. Very good fitness required. Mostly accessible paths. Some sure footedness required.

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Hard

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around Peekskill

Hiking around Peekskill

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Tips from the Community

Zachary
September 26, 2024, View from Bear Mountain Summit

The road makes a loop around the summit of Bear Mountain with the Perkins Memorial Tower at its center. From the top you get sweeping views south across the Hudson, Harriman State Park, and the route taken by the Appalachian Trail.

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Pretty waterfalls flowing into a small pool. Shady spot that is great to stop for a break.

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Felix
October 31, 2022, Hessian Lake

Nice small lake in Bear mountain state park. In the summer you can rent a paddle boat and fishing is allowed in season

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Felix
October 31, 2022, Perkins Memorial Tower

The unobstructed 360 views are worth the extra 70 feet up the tower when it's open

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Joseph
June 23, 2022, Hessian Lake

Great place to have a picnic or just walk along the banks of the lake.

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First come-first serve for this shelter. Plenty of space nearby to pitch a tent of hang a hammock if the shelter is full. Make sure to head over to the shelter as the sun sets for a great view of the New York City skyline glowing in the falling darkness.

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If the Perkins Memorial Tower is open to the public on the day of your visit be sure to climb up the tower to get a great view of both sides of the Hudson River and all the way down to New York City.

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Gorgeous views await at the top of Bald Mountain! Definitely a nice spot.

1

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Frequently Asked Questions

How many running routes are available in Peekskill?

There are over 20 running routes available around Peekskill, offering a diverse range of experiences for joggers of all levels. These include easy riverside paths and more challenging mountain ascents.

What kind of terrain can I expect on jogging routes around Peekskill?

Jogging routes in Peekskill feature a variety of terrain. You'll find flat, accessible paths along the Hudson River waterfront, as well as more varied and challenging terrain within areas like Blue Mountain Reservation, which includes small hills, steep inclines, rocks, and roots.

Are there any easy running routes suitable for beginners or a relaxed jog?

Yes, for an easy and scenic jog, the Peekskill Waterfront Park loop from Village of Buchanan is an excellent choice. It's a moderate 3.3-mile (5.3 km) route offering picturesque views along the Hudson River with minimal elevation gain.

Where can I find more challenging running trails with significant elevation gain?

For a more challenging run, consider the Hessian Lake – Perkins Memorial Tower loop from Peekskill. This difficult 5.5-mile (8.8 km) path features significant elevation gain and varied terrain. Another demanding option is the Bear Mountain Loop – Bear Mountain State Park, an 11.3-mile (18.2 km) trail through mountainous terrain.

Are there any scenic running routes along the waterfront in Peekskill?

Absolutely! The Peekskill Riverwalk and Waterfront Parks are ideal for scenic waterfront runs. The Peekskill Waterfront Park loop from Village of Buchanan offers stunning vistas of the Hudson River and the surrounding Hudson Highlands, including views of Bear Mountain and Anthony's Nose.

What are some notable landmarks or viewpoints I might see while running in Peekskill?

While jogging in Peekskill, you can encounter several interesting landmarks and viewpoints. The Hessian Lake is a beautiful feature, and you might also spot the impressive New Croton Dam or the iconic Bear Mountain Bridge. Many routes offer expansive views of the Hudson River and the Hudson Highlands.

Are there any loop running trails in the Peekskill area?

Yes, several loop trails are popular for running. The Peekskill Waterfront Park loop from Village of Buchanan is a great option. For more challenging loops, consider the Hessian Lake – Perkins Memorial Tower loop from Peekskill or the Bear Mountain Loop – Bear Mountain State Park.

Can I bring my dog on the running trails in Peekskill?

Many parks and trails in the Peekskill area are dog-friendly, but it's always best to check specific park regulations before heading out. Generally, dogs are welcome on leash in most public outdoor spaces, including parts of the Riverwalk and trails within Blue Mountain Reservation.

Are there family-friendly jogging options in Peekskill?

Yes, the flat and accessible paths along the Peekskill Riverwalk and within Riverfront Green Park are excellent for family-friendly jogs. These areas provide a safe and scenic environment for all ages to enjoy running or walking together.

How accessible are the running routes in Peekskill by public transport?

Peekskill's location makes some routes quite accessible by public transport. The Peekskill Riverwalk, for instance, extends past the Peekskill Train Station, making it convenient for those arriving by train to access waterfront running paths directly.

Where can I find parking for the running trails in Peekskill?

Parking is generally available at key access points for popular running areas. For waterfront routes, parking can be found near Peekskill Landing and Riverfront Green Park. For trails within Blue Mountain Reservation or Depew Park, designated parking lots are typically available at park entrances.

What do other runners say about the jogging routes in Peekskill?

The running routes in Peekskill are highly rated by the komoot community, with an average score of 5.0 stars from over 1 review. Runners often praise the diverse landscapes, from the serene Hudson River views to the challenging trails in the Hudson Highlands, catering to various fitness levels.

What is the best time of year to go jogging in Peekskill?

Peekskill offers great jogging opportunities year-round. Spring and fall provide pleasant temperatures and beautiful foliage, especially in areas like Blue Mountain Reservation. Summer is ideal for early morning or late evening runs along the cooler waterfront paths. Even winter can be enjoyable, with crisp air and unique snowy landscapes, though some trails might require appropriate gear.

Are there any long-distance running options around Peekskill?

For long-distance runners, the region offers several extended options. The Bear Mountain Loop – Bear Mountain State Park is a substantial 11.3-mile (18.2 km) trail. Additionally, the Briarcliff to Peekskill Trailway State Park offers a 12-mile path exclusively for walkers and joggers, providing a long, uninterrupted run.

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