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United States
New York
Westchester County

Peekskill

The best cycling routes around Peekskill

4.8

(8)

144

riders

19

rides

Touring cycling routes around Peekskill offer diverse landscapes, from the scenic Hudson River waterfront to the challenging mountainous terrain of the Hudson Highlands. The region features a mix of paved paths suitable for leisurely rides and more demanding routes with significant elevation changes and some unpaved sections. Cyclists can explore state parks, reservoirs, and natural areas, providing varied environments for different skill levels.

Best touring cycling routes around Peekskill

  • The most popular touring cycling route is The Lakes Loop, a 30.9 miles (49.7 km) trail that takes about 3 hours 17 minutes to complete. This route features over 2,400 feet of elevation gain with views of Lake Welch and Lake Tiorati.
  • Another top favourite among local touring cyclists is View from Bear Mountain Summit – Perkins Memorial Tower loop from Bear Mountain State Park, a moderate 8.2 miles (13.3 km) path. This route offers picturesque paved roads with sweeping views of the Hudson Highlands.
  • Local touring cyclists also love the Drum Hill – Creek Hill loop from Peekskill, a 48.3 miles (77.7 km) trail leading through varied terrain with significant elevation gain, often completed in about 6 hours 34 minutes.
  • Touring cycling around Peekskill is defined by the Hudson River, mountainous terrain, and extensive state parks, offering options for different ability levels.
  • The routes in Peekskill are highly rated by the komoot community with an average score of 4.8 stars from several reviews. More than 100 touring cyclists have used komoot to explore Peekskill's varied terrain.

Last updated: May 1, 2026

4

riders

#1.

The Lakes Loop

49.7km

03:18

730m

730m

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

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Hard

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

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

Hard

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

Hard
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Popular around Peekskill

Hiking around Peekskill

Road Cycling Routes around Peekskill

Running Trails around Peekskill

MTB Trails around Peekskill

Gravel biking around Peekskill

Tips from the Community

Jamie S.
June 24, 2025, View of the Hudson River from Bear Mountain

Bear Mountain, located in the Hudson Highlands of southeastern New York, is one of the most notable landmarks on the Appalachian Trail in the state. The AT crosses directly over the summit, which stands at 1,305 feet, which is not especially high, but it is a historically and symbolically significant summit; it’s home to the oldest continuously maintained section of the Appalachian Trail, built in 1923, and features wide stone steps and paved walkways constructed by trail crews and the Civilian Conservation Corps. For many hikers, Bear Mountain is also the site of the lowest elevation point on the AT, near the Hudson River just before the climb. From the top, you get sweeping views of the Hudson Valley, and the surrounding Bear Mountain State Park includes a lake, picnic areas, the Trailside Museum and Zoo (which the AT technically passes through), and access to nearby Perkins Memorial Tower. It’s a popular day hike, so don’t be surprised to share the trail with weekend crowds, especially in fall.

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Bear Mountain peaks at just under 1,300 feet in elevation over a 4.5-mile stretch of picturesque paved road. Although it may seem small in comparison to some of the world’s renowned climbs, it makes up for this with stunning views of the Hudson Highlands.

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Andrus
May 14, 2025, Lake Askoti

Covering 43 acres with an average depth of 15 feet, Lake Askoti is a popular spot for fishing. The lake is stocked with hundreds of Brown Trout which means anglers have a good chance of making a catch at one of the many access points along Seve Lakes Drive.

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Andrus
May 14, 2025, Lake Tiorati

Lake Tiorati (Algonquin for sky-like) is one of the seven main lakes in Harriman State Park. Swimming, boating, camping, hiking, and ice-fishing are all popular activities on the lake.

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Nice view of the Tarrytown Reservoir. The trail runs very close to the water, so you have a wonderful, unobstructed view across the reservoir. The path is popular with cyclists, so make sure you move to the edge if you want to stop to enjoy the great vistas.

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Beautiful lake, at the eastern end there is a kayak rental in summer. A short boat trip loosens up the cycle tour and cools you down.

Translated by Google

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Felix
November 13, 2022, North County Trailway

Nice long trail on old train track route.

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Great views of Croton reservoir and the red bridge itself is worth a stop. That said watch out for stopped cyclist and pedestrians if you're biking through.

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Frequently Asked Questions

How many touring cycling routes are available in Peekskill?

Peekskill offers over 20 touring cycling routes, catering to various skill levels. These routes are highly rated by the komoot community, with an average score of 4.8 stars.

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

The terrain around Peekskill is quite diverse. You'll find everything from leisurely paved paths along the scenic Hudson River waterfront to challenging mountainous routes with significant elevation changes and some unpaved sections, particularly in areas like Harriman State Park and Blue Mountain Reservation.

Are there any easy touring cycling routes suitable for beginners or families?

Yes, Peekskill has options for easier rides. While many routes involve elevation, there are 2 routes classified as easy and 6 as moderate. For a less strenuous ride, consider the View from Bear Mountain Summit – Perkins Memorial Tower loop from Bear Mountain State Park, which is a moderate 8.2-mile path offering picturesque paved roads and sweeping views of the Hudson Highlands.

Where can I find challenging touring cycling routes in Peekskill?

For experienced cyclists seeking a challenge, Peekskill offers 12 difficult routes. The The Lakes Loop in Harriman State Park is a demanding 30.9-mile ride with over 2,400 feet of elevation gain. Other challenging options include the Drum Hill – Creek Hill loop from Peekskill, which covers 48.3 miles with significant elevation.

Are there any scenic viewpoints or natural attractions along the cycling routes?

Absolutely. Many routes offer stunning views of the Hudson River and the Hudson Highlands. You can find breathtaking vistas such as the View of the Hudson River from Bear Mountain or the View of the Hudson River and the Bear Mountain Bridge from Anthony's Nose. The Peekskill Riverwalk also provides scenic views of the waterfront, where you might even spot bald eagles.

Can I access touring cycling routes in Peekskill using public transport?

Peekskill is served by the Metro-North Railroad, making it accessible from New York City. The Peekskill Train Station is located near the waterfront, providing convenient access to local cycling paths and the start of many routes. The South/North County Trailway is also a paved, car-separated path that can lead to Peekskill.

Are there options for parking near the touring cycling routes?

Yes, many parks and trailheads in and around Peekskill offer parking facilities. For instance, Bear Mountain State Park and Harriman State Park have designated parking areas for visitors. It's advisable to check specific park websites or route descriptions for detailed parking information.

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

Spring, summer, and fall are generally excellent times for touring cycling in Peekskill. The fall foliage offers particularly spectacular views, especially in the mountainous areas like Bear Mountain State Park. While some trails may remain open, winter cycling can be challenging due to snow and ice, especially on unpaved or higher elevation routes.

What do other cyclists say about touring cycling in Peekskill?

The touring cycling routes in Peekskill are highly rated by the komoot community, with an average score of 4.8 stars from several reviews. Cyclists often praise the diverse landscapes, the challenging climbs, and the stunning views of the Hudson River and surrounding natural parks.

Are there any routes that include both paved and unpaved sections?

Yes, some of the more challenging routes around Peekskill feature a mix of paved and unpaved sections. For example, the Indian Brook Road - gravel – Sunken Mine Road loop from Peekskill is a difficult route that includes gravel sections, requiring good fitness and suitable equipment.

Are there any long-distance touring cycling options from Peekskill?

Peekskill can serve as a starting point for longer rides. The Tarrytown Reservoir – Whaley Lake loop from Peekskill is a substantial 106-mile route, offering a significant long-distance touring experience. Additionally, the South/North County Trailway provides a paved, car-separated path that can extend your ride considerably.

Can I find places to eat or drink near the cycling routes?

Peekskill itself has a vibrant downtown area with various cafes, restaurants, and pubs. Along some routes, especially those passing through or near towns and state parks, you may find facilities. For example, Bear Mountain State Park has amenities, and the Peekskill Riverwalk is close to dining options.

Are there any circular touring cycling routes?

Yes, many of the touring cycling routes around Peekskill are designed as loops, allowing you to start and end in the same location. Examples include The Lakes Loop in Harriman State Park and the Drum Hill – Creek Hill loop from Peekskill.

What are some notable landmarks or historical sites I can see while cycling?

While cycling, you can encounter several interesting landmarks. The impressive New Croton Dam is a significant historical and engineering marvel. You can also cycle across or view the iconic Bear Mountain Bridge, which offers awe-inspiring views of the Hudson River and Highlands.

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