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United States
New York
Westchester County

Jefferson Valley-Yorktown

The best cycling routes around Jefferson Valley-Yorktown

4.6

(14)

180

riders

14

rides

Touring cycling around Jefferson Valley-Yorktown offers a diverse landscape characterized by rolling, wooded hills, serene lakefronts, and extensive reservoir paths. The region features several significant reservoirs, including the New Croton Reservoir and Lake Casse, providing scenic vistas along their shorelines. Numerous nature preserves, such as Turkey Mountain Nature Preserve and Kitchawan Preserve, offer routes through native woodlands. The terrain varies from mostly paved multi-use trails, including converted rail trails, to more challenging unpaved segments.

Best touring cycling routes around Jefferson…

Last updated: June 29, 2026

5.0

(4)

27

riders

#1.

The Pine Bridge Monument – Lake Casse loop from Donald J. Trump State Park – French Hill Section

55.7km

03:22

470m

470m

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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Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

6

riders

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Popular around Jefferson Valley-Yorktown

Hiking around Jefferson Valley-Yorktown

Road Cycling Routes around Jefferson Valley-Yorktown

MTB Trails around Jefferson Valley-Yorktown

Running Trails around Jefferson Valley-Yorktown

Gravel biking around Jefferson Valley-Yorktown

Tips from the Community

Ed Mal
August 10, 2025, Stewart's Farm

Coffee an Peach ride

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Lisa
June 23, 2025, Trailside Café

A great place to stop for a snack and a quick drink.

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Pandian
June 7, 2025, New Croton Dam

Careful when you ride on these road lots of potholes.

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Lisa
September 25, 2024, New Croton Reservoir

This massive reservoir is about nine miles long, stretching through five different towns. There's a gorgeous, cascading spillway on the west of the reservoir. In this particular spot, you can access the shore of the reservoir just off Croton Lake Road, or via the Teatown-Kitchawan Trail.

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The North County Trailway is a 20-mile rail trail from Baldwin Place to Sleepy Hollow. The section around Yorktown Heights is particularly scenic. It passes several Revolutionary War monuments and an old railway depot. The section ends at a beautiful old railway trestle bridge.

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This bronze statue is a memorial to the Battle of Pines Bridge, a battle in the Revolutionary War. The monument is made to reflect the diversity of the soldiers in the war. The monument is located in Railroad Park, which has benches and a cafe.

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As you cross over an old rail trestle bridge, you are treated to great views of the New Croton Reservoir. The bridge is not open for car traffic, so you can stop on the path for a quick break to take in the views.

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Interesting tunnel under Kitchawan Road. The tunnel was constructed when this trail was still a railroad, but it has been adapted for hikers and cyclists. It is a fairly short tunnel, so you are able to walk through it without a light.

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Frequently Asked Questions

How many touring cycling routes are available in Jefferson Valley-Yorktown?

Jefferson Valley-Yorktown offers a diverse selection of over 14 touring cycling routes. These routes cater to various skill levels, ranging from easy, flat sections to more challenging paths with significant elevation changes.

What kind of terrain can I expect on touring cycling routes in Jefferson Valley-Yorktown?

The region features a mix of terrain, including rolling, wooded hills, serene lakefronts, and extensive reservoir paths. You'll find mostly paved multi-use trails, such as converted rail trails like the North County Trailway, alongside some more challenging unpaved segments. This variety ensures options for all types of touring cyclists.

Are there any family-friendly touring cycling routes in the area?

Yes, several routes are suitable for families. The North County Trailway loop from Kitchawan Nature Preserve is an easy option, offering a pleasant ride through natural surroundings. The North County Trailway itself is known for its relatively flat, car-free sections, making it ideal for a relaxed family outing.

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

You can explore several historical and natural attractions. The Pine Bridge Monument, commemorating a Revolutionary War battle, is a significant stop. The impressive New Croton Dam offers spectacular views over the reservoir. Many routes also pass by the scenic North County Trailway (New Croton Reservoir to Briarcliff Manor), which is a highlight in itself.

Are there any circular touring cycling routes available?

Yes, many routes in the area are designed as loops, allowing you to start and end at the same point. Popular options include the Stewart's Farm – Lake Casse loop from Kitchawan Nature Preserve and The Pine Bridge Monument – Stewart's Farm loop from Yorktown Heights. These circular routes provide varied scenery without retracing your path.

What is the best time of year to go touring cycling in Jefferson Valley-Yorktown?

The spring and fall seasons generally offer the most pleasant conditions for touring cycling, with mild temperatures and beautiful foliage. Summer can also be enjoyable, though it's advisable to start earlier in the day to avoid the midday heat. While some trails may be accessible in winter, conditions can vary, so checking local weather and trail status is recommended.

Where can I find parking for the touring cycling trails?

Parking is available at various access points for the major trailways and preserves. For instance, the North County Trailway has designated parking areas along its length, particularly around Yorktown Heights. Kitchawan Nature Preserve also serves as a common starting point with parking facilities for routes like the North County Trailway loop.

Is it possible to reach the cycling trails using public transport?

While Jefferson Valley-Yorktown is primarily accessed by car, some public transportation options might get you close to the trailheads. For detailed information on public transport routes and schedules, it's best to consult local transit authorities or resources like Visit Westchester NY for guidance on reaching specific areas.

What do other cyclists enjoy most about touring cycling in Jefferson Valley-Yorktown?

The komoot community highly rates the touring cycling experience in Jefferson Valley-Yorktown, with an average score of 4.6 stars. Cyclists often praise the region's diverse landscape, including the serene reservoir paths and wooded hills, as well as the well-maintained multi-use trails like the North County Trailway. The blend of natural beauty and historical points of interest is frequently highlighted.

Are there any easy touring cycling routes for beginners?

Yes, beginners can find several easy routes. The Stewart's Farm – The Pine Bridge Monument loop is an easy 11.6-mile (18.7 km) option. The North County Trailway also offers many flat, paved sections that are perfect for those new to touring cycling or looking for a relaxed ride.

Can I find cafes or places to stop for refreshments along the routes?

Yes, especially in towns like Yorktown Heights, which are often situated along or near popular cycling routes like the North County Trailway. You can find cafes and other establishments to refuel and take a break. The Pine Bridge Monument area in Railroad Park also offers a pleasant stopping point with benches and a cafe nearby.

What are some of the longer touring cycling routes in the region?

For those seeking a longer ride, the North County Trailway – The Pine Bridge Monument loop from Amawalk Outlet Unit is a challenging 42.6-mile (68.5 km) trail. This route leads through reservoir areas and along extensive sections of the North County Trailway, offering a substantial touring experience.

Are there any specific trails known for scenic views?

Absolutely. Routes that hug the shorelines of the New Croton Reservoir and Lake Casse offer particularly scenic vistas. The North County Trailway, especially the section from the New Croton Reservoir to Briarcliff Manor, is noted for its beautiful tree-lined paths. Additionally, Turkey Mountain Nature Preserve provides summit views of the Croton Reservoir, the Hudson River, and even the New York City skyline.

Most popular routes around Jefferson Valley-Yorktown

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