3.8
(13)
219
riders
9
rides
Mountain biking around Pleasantville, nestled in Westchester County, offers diverse landscapes for outdoor enthusiasts. The region features a mix of terrains, from the challenging inclines and aggressive singletrack trails found at Graham Hills Park to the more gentle carriage roads of Rockefeller State Park Preserve. Numerous green spaces and forested hills characterize the area, providing varied environments for mountain biking. This blend of natural features makes Pleasantville a notable destination for exploring trails of different difficulty levels.
Last updated: June 28, 2026
4.0
(4)
71
riders
11.3km
01:05
190m
190m
The Blue Trail (Main Loop) offers a dynamic mountain biking experience, weaving through wooded areas with a mix of natural obstacles. You'll encounter classic singletrack sections, navigate over roots and…
5.0
(6)
68
riders
9.73km
00:55
190m
190m
Moderate mountain bike ride. Great for any fitness level. Advanced riding skills necessary.

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23
riders
8.30km
00:51
220m
220m
The Graham Hills Park loop from Pleasantville offers a dense network of technical singletrack within a mature hardwood forest, providing a surprisingly secluded feel despite its suburban location. You'll navigate…
3.0
(2)
16
riders
6.50km
00:39
130m
120m
The S4 Trail loop from Pleasantville offers a concentrated dose of technical mountain biking within Graham Hills Park. This difficult 4.0-mile (6.5 km) route packs in 425 feet (130 metres)…
7
riders
32.0km
02:32
440m
440m
The Tarrytown Reservoir – North County Trailway loop from Pleasantville offers a dynamic mountain biking experience, blending the smooth, shaded paths of a rail-trail with the rugged, technical challenges of…
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Great section of the North County Trailway. The paved path passes through a beautiful wooded area. As the trail gets to Tarrytown Reservior, there is an area with benches for a break.
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Historic building which used to be the Eastview Pumping Station. It was built in 1897, and up until 1993, it was used to clean and move the village’s drinking water. The building is not open to visitors, but from some points on the trail, you can see into the old buildings.
0
0
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.
0
0
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
0
This trail is more heavily used by pedestrians than the south county trailway
2
0
Graham Hills park offers several miles of singletrack for everyone from beginners to experts. You can easily reach the mountain bike trail system by train. It is only a 55-minute train trip from NYC to Pleasantville and then a one-mile ride from the train station to the park entrance.
0
0
The Tarrytown Lake Extension Trail allows you to ride your bike by the water. It is quite lovely!
2
0
good tarmac and no pot holes. the further north you ride, the better the EST becomes!
0
0
There are over 10 mountain bike trails around Pleasantville, offering a variety of experiences. These include routes through Graham Hills Park and sections of the North County Trailway, catering to different skill levels.
Pleasantville offers a diverse range of terrain. You'll find aggressive singletrack, challenging descents, and features like jump lines and rock faces at Graham Hills Park. Additionally, the region includes more gentle crushed stone carriage roads, such as those found in Rockefeller State Park Preserve, and scenic pathways like the Old Croton Aqueduct State Historic Trail.
While many trails in Pleasantville cater to intermediate and advanced riders, there are options for beginners. The region features 1 easy trail and 5 moderate trails, which can be a good starting point. For a comprehensive experience through local woodlands, consider the Blue Trail (Main Loop), which is rated moderate.
For challenging mountain biking, Graham Hills Park is the primary destination, known for its aggressive singletrack and difficult features. You can explore routes like the S4 Trail loop from Village of Pleasantville, which leads through challenging terrain. There are 5 difficult trails in the area for experienced riders.
The mountain bike trails around Pleasantville are highly rated by the komoot community, with an average score of 4.0 stars from over 11 reviews. Riders often praise the diverse terrain, from aggressive singletrack to scenic pathways, and the variety of options for different ability levels.
Yes, many of the mountain bike routes in Pleasantville are designed as loops. For example, the Graham Hills Park loop from Village of Pleasantville offers a moderate path through the park's renowned singletrack. Another option is the North County Trailway – Tarrytown Reservoir loop from Town of Mount Pleasant.
While mountain biking, you can encounter various natural features and attractions. The region is characterized by forested hills, valleys, and picturesque fields. You might pass by bodies of water like the Kensico Reservoir or the Tarrytown Reservoir. The Rockefeller State Park Preserve, while not fully bike-accessible, features Swan Lake and the Pocantico River, and is known for birdwatching.
Yes, the region has historical significance. The Old Croton Aqueduct State Historic Trail offers a scenic route with historical context. Within Rockefeller State Park Preserve, you can find the Spook Rock, a glacial erratic that was a former sacred meeting place. You might also encounter the Red Bridge over the Croton Reservoir.
Pleasantville's diverse landscapes make it suitable for outdoor activities year-round. However, spring and fall generally offer the most pleasant weather for mountain biking, with cooler temperatures and vibrant foliage. Summer can be enjoyable, but be prepared for warmer conditions. Always check local trail conditions, especially after rain or during winter, as some trails may be affected.
Yes, parking is generally available at key access points for mountain biking trails. For instance, Graham Hills Park has a convenient entrance located in Pleasantville on Route 117, which typically includes parking facilities. Rockefeller State Park Preserve also offers parking for its carriage roads.
Pleasantville is accessible by public transport, primarily via the Metro-North Harlem Line, which has a station in the village. From there, some trailheads, particularly those within Graham Hills Park or leading to the Old Croton Aqueduct, might be reachable by a short ride or walk, though direct access to all trailheads may vary.
Yes, the Old Croton Aqueduct State Historic Trail provides scenic views, including glimpses of the Hudson River. While not exclusively a mountain biking trail, sections are suitable for biking and offer picturesque vistas of the surrounding landscape and waterways.


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