4.8
(24)
1,383
riders
17
rides
Road cycling around Stone Ridge, NY, features routes through a landscape characterized by rolling hills and views of the Catskill and Shawangunk Mountains. The region provides varied terrain, from gentle climbs to more challenging ascents, often traversing rural areas dotted with farms and lush trees. This setting offers diverse options for road cyclists seeking scenic and engaging experiences in Ulster County.
Last updated: June 29, 2026
5.0
(9)
24
riders
33.6km
01:23
180m
180m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
19
riders
65.7km
03:02
560m
560m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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21
riders
56.0km
02:43
440m
440m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
20
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.5
(2)
17
riders
36.6km
01:32
240m
240m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Stone Ridge
The Washington & Old Dominion Trail and Bridal Path parallel one another as the trails run through a tunnel of green between Leesburg and Ashburn.
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A little pavilion with a bench here marks the entrance to Beth Miller Park, adjacent Trailside Park. If you follow the path from the W&O, you will come to a gazebo with a nice view over the pond.
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Trailside Park features well-maintained sports fields, pleasant surroundings, modern playgrounds, and spacious picnic areas. Adjacent to the Washington and Old Dominion Trail, it's a perfect spot for family outings, with convenient access to scenic trails and recreational facilities.
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This spot is perfect for casual get-togethers, happy hours, brunches, or date nights. Voted “Best Wine Bar” for five years by Northern Virginia Magazine, Parallel offers over 80 wines by the glass, 100+ craft beers, and 300 bourbons and whiskies, making it a go-to destination for food and drink enthusiasts.
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Goosecup is a coffee shop, located in Leesburg, VA. It is is a popular spot with locals and visitors alike and is known for its coffee and cozy atmosphere.
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This section of Hopewell Road, a forested, scenic road in Ashburn is quite steep. Be ready for some hard work if cycling up, or some fast riding if coming down! While the road is fairly quiet, its a bit narrow, so just be aware as you ride.
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Poplar Pond is just off the main road and at the start of the Bull Run Overlook Trail from the parking area. It's a small, scenic pond.
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Trailside Park in Ashburn, features well-maintained sports fields, pleasant surroundings, modern playgrounds, and spacious picnic areas. Adjacent to the Washington and Old Dominion Trail, it's a perfect spot for family outings, with convenient access to scenic trails and recreational facilities.
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Road cycling routes around Stone Ridge are characterized by rolling hills and offer stunning views of the Catskill Mountains and the Shawangunk Ridge. You'll find varied terrain, from gentle climbs to more challenging ascents, often traversing rural landscapes dotted with farms and lush trees. The region provides options for different ability levels, ensuring an engaging experience for all road cyclists.
Yes, Stone Ridge offers several easy road cycling routes. A popular choice is the Poplar Pond – Poplar Pond loop from South Riding, which is 20.9 miles (33.7 km) long and takes about 1 hour 23 minutes to complete. This route provides a pleasant ride through the local rural landscape with minimal elevation gain.
For those seeking a more challenging ride, routes like the Hopewell Road Steep Section – Hopewell Gap loop from Stone Ridge offer varied terrain with rolling hills and some steeper sections. This moderate route is 40.8 miles (65.7 km) long and features significant elevation changes, providing a good workout.
The region is rich in natural beauty. You'll encounter panoramic vistas of the Catskill Mountains and the dramatic Shawangunk Ridge. While primarily known for rock climbing, areas like Minnewaska State Park and Mohonk Preserve, which feature extensive carriage roads, are nearby and contribute to the scenic backdrop. The routes often pass through serene rural landscapes with farms and lush trees.
Yes, beyond the cycling routes, the area offers several attractions. You might consider visiting the First Manassas Trail or exploring the Beaverdam Reservoir Trail. For a historical touch, Buck Hill is also nearby. These highlights offer additional opportunities to experience the region's diverse offerings.
The road cycling routes in Stone Ridge are highly rated by the komoot community, with an average score of 4.8 stars from over 40 reviews. Cyclists often praise the beautiful rural landscapes, the varied terrain with rolling hills, and the stunning mountain vistas, making for a scenic and engaging ride.
The best seasons for road cycling in Stone Ridge are typically spring, summer, and fall. These months offer pleasant temperatures and vibrant scenery, from spring blossoms to lush summer greenery and spectacular autumn foliage. While some may cycle in winter, conditions can be challenging due to cold weather and potential ice or snow.
Many of the road cycling routes around Stone Ridge are designed as loops, allowing you to start and end at the same point. Examples include the Poplar Pond loop from St. Paul VI Catholic High School, a 34.8-mile route, and the Hopewell Gap – Hopewell Road Steep Section loop from Stone Ridge, which is 80.3 miles long.
While specific parking details for every trailhead vary, Stone Ridge and its surrounding areas, being a popular outdoor destination, generally offer parking options. It's advisable to check the starting point of your chosen route for the most accurate parking information, as many routes originate from public access points or areas with designated parking.
Stone Ridge and the surrounding hamlets are known for their historic charm and local businesses. While specific cafes directly on every route are not guaranteed, the rural roads often pass through or near small towns where you can find local establishments. The Stone Ridge Orchard, for instance, offers a farm shop and bar, providing a pleasant stop for cyclists looking to refuel with local produce.
Absolutely. The entire region is known for its scenic beauty. Routes often provide distant mountain views and traverse picturesque rural landscapes. The rolling hills themselves offer elevated perspectives, allowing for panoramic vistas of the Catskill Mountains and the Shawangunk Ridge, especially on routes with more significant elevation changes.


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