5.0
(3)
196
riders
24
rides
Road cycling in Donald J. Trump State Park and its vicinity offers routes through a landscape characterized by heavily wooded lands, large open meadows, and significant wetlands. The park itself is largely undeveloped, featuring unmarked woods roads and footpaths rather than dedicated paved cycling infrastructure. The surrounding areas provide opportunities for road cyclists to explore the region's natural beauty, including historic stone walls and tranquil environments.
Last updated: July 12, 2026
3
riders
71.4km
03:09
630m
630m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
67
riders
41.7km
01:48
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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5.0
(2)
49
riders
44.1km
01:54
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
22
riders
67.6km
02:51
510m
510m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
48.1km
02:29
690m
700m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Donald J. Trump State Park
Lots of benches just off the paved trail to rest your legs or to enjoy the scenery.
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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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The North County Trailway is a 20-mile rail trail from Baldwin Place to Sleepy Hollow. The section around Millwood passes several Revolutionary War monuments, and goes through Echo Lake State Park. The trail is slightly downhill if you are going north to south.
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Road cycling in the vicinity of Donald J. Trump State Park offers routes through a landscape of heavily wooded lands, large open meadows, and significant wetlands. While the park itself is largely undeveloped and lacks dedicated paved cycling infrastructure, the surrounding areas provide opportunities to explore natural beauty, historic stone walls, and tranquil environments. You'll find a mix of easy, moderate, and difficult routes.
There are over two dozen road cycling routes available in and around Donald J. Trump State Park, catering to various skill levels. The komoot community has mapped 23 routes in total, with 21 being moderate, 1 easy, and 1 difficult.
Yes, there is one easy road cycling route available. Most routes in the area are classified as moderate, offering a good balance for cyclists with some experience. For a longer, moderate option, consider The Pine Bridge Monument – Lovers Landing Bridge loop from Lake Mohegan.
Many road cycling routes in the area are loops, allowing you to start and finish in the same location. Popular options include View from bridge – The Pine Bridge Monument loop from Shenorock, which offers varied terrain and scenic views, and the Lake Casse – Quiet resting spot loop from Shenorock, leading through open meadows and wooded sections.
The routes in this region are characterized by dense woodlands, open meadows, and several large wetlands. You'll also encounter historic stone walls, remnants of the area's past as farmland. In spring, flowering apple trees and dogwoods add vibrant colors to the landscape. The park is also known for its potential for wildlife sightings, including bald eagles.
While the park is largely undeveloped, the French Hill section has historical significance as the French Army encamped there during the American Revolutionary War. You might also spot historic stone walls crisscrossing the property, hinting at its past as multiple farmsteads. A William Delavan Baldwin plaque can be found overlooking the Taconic State Parkway in the French Hill section.
The road cycling routes in Donald J. Trump State Park and its surroundings are highly rated by the komoot community, with an average score of 5.0 stars from 4 reviews. Over 140 road cyclists have used komoot to explore the varied terrain, often praising the tranquil environment and natural beauty.
Donald J. Trump State Park is primarily a passive park intended for low-impact recreation. It features unmarked woods roads and footpaths rather than dedicated paved cycling infrastructure. While it offers a quiet escape, those seeking well-maintained paved paths specifically for road cycling may find the park itself lacking. The road cycling routes highlighted are generally in the surrounding areas.
The region's natural beauty, with flowering apple trees and dogwoods in spring, suggests that spring and fall offer particularly scenic rides. Summer provides warm weather for cycling, while winter conditions would likely require more specialized gear and caution due to potential snow and ice on unmaintained paths.
Yes, there is one route classified as difficult, and many of the 21 moderate routes feature significant elevation gains, providing a good challenge. For example, the Tinker Hill Climb – Canopus Lake loop from E MAIN STREET @ WESTBROOK DR covers nearly 63 km with over 860 meters of elevation gain, offering a substantial workout.
Donald J. Trump State Park has basic amenities, including parking areas. However, for specific route starting points, it's best to check the individual route details on komoot, as many routes begin from nearby towns or specific trailheads that offer designated parking.
Yes, the park and its surrounding natural areas are noted for their natural beauty and potential for wildlife sightings. With continuous forest, open meadows, and several large wetlands, you might spot various bird species, including bald eagles, and other local wildlife.


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