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.
Last updated: May 1, 2026
4
riders
49.7km
03:18
730m
730m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
15
riders
13.1km
01:03
340m
340m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(3)
17
riders
170km
10:20
1,450m
1,450m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
riders
76.3km
06:29
1,470m
1,470m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
13
riders
78.0km
06:45
1,500m
1,500m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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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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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.
4
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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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