4.7
(41)
302
riders
79
rides
Road cycling routes around East Kingston feature a diverse landscape, offering a mix of riverside stretches along the Hudson River and varied terrain with inclines towards the Catskill Mountains. The area includes significant natural features such as the Ashokan Reservoir and several rail trails, providing varied cycling experiences. This region is characterized by its blend of water views, rolling hills, and accessible multi-use paths.
Last updated: July 13, 2026
4.6
(5)
15
riders
55.4km
02:37
380m
380m
This road cycling route from Kingston to the Upper Ashokan Reservoir offers a diverse experience, blending challenging road sections with the serene beauty of the Ashokan Rail Trail. You'll navigate…
13
riders
80.0km
03:52
650m
650m
The Kingston to Fifth Lake loop via Hurley Mountain Road offers a classic road cycling experience, blending rolling terrain with scenic vistas. As you pedal, you'll pass through quiet rural…

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12
riders
36.4km
01:39
280m
280m
Embark on a journey along the Wallkill Valley Rail Trail from Kingston towards Stone Ridge, a moderate 22.6-mile (36.4 km) cycling route that winds through a picturesque landscape of dense…
5.0
(2)
17
riders
43.6km
01:55
310m
310m
The Kingston City Dock – Rosendale Trestle Bridge loop offers a diverse road cycling experience, winding through woodlands, open fields, and past serene lakes. You'll enjoy vistas of Third, Fourth,…
4.5
(4)
13
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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This massive reservoir spans more than 8,000 acres and, depending on who you talk to, is somewhere around 180 to 190 feet deep. It makes for great scenery on your ride or, if you're really feeling ambitious, you could pack a travel fishing pole and try your hand for brown and rainbow trout. (Make sure you check local fishing regulations before getting your line wet!)
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The Rosendale Trestle Bridge, situated along the Wallkill Valley Rail Trail, is famous for providing a breathtaking view of the Rosendale area and the Roundout Creek. It's recommended to ride slowly across the bridge due to some boards needing maintenance.
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The Wallkill Valley Rail Trail totals roughly 22 miles in one direction. The path follows an old railroad line and is primarily packed-gravel surface the entire time. This is a multiuse trail, so be prepared to see other users on the trail. This particular section travels from the northern terminus just outside of Kingston down to Joppenbergh Mountain Park. The Rosendale Trestle Bridge just to the south of Joppenbergh Mountain is one of the more scenic viewpoints along the entire Wallkill Valley Rail Trail.
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Fifth Lake is a small yet tranquil lake just outside Rosendale in Ulster County.
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This red bridge is a great place to take in the views of the Rondout Creek. Rondout Creek is a tributary of the Hudson River and flows through Rondout Reservoir. The reservoir is an important water source for New York City.
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Although inaccessible due to being part of DEC land, here you'll find a view of this small Ashokan Gorge, a unique site in Ulster County.
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This red bridge is a great place to take in the views of the Rondout Creek. Rondout Creek is a tributary of the Hudson River and flows through Rondout Reservoir. The reservoir is an important water source for New York City.
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From here you can access the Midtown Linear Park multi-user trail. It is approximately 0.8 miles of asphalt. This trail is part of the old Ulster & Delaware Railroad Corridor. Please be respectful of other path users.
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East Kingston offers a wide variety of road cycling routes, with over 75 routes available on komoot. These routes cater to different preferences, ranging from leisurely rides along the Hudson River to more challenging ascents towards the Catskill Mountains.
The East Kingston area provides a diverse cycling experience. You'll find a mix of flat, scenic stretches along the Hudson River and the Ashokan Reservoir, as well as rolling hills and more significant climbs as you head towards the Catskill Mountains. Routes like Kingston to Fifth Lake loop via Hurley Mountain Road offer varied terrain with notable elevation gain, while rail trails provide smoother, flatter options.
Yes, East Kingston has several options suitable for families. The Kingston Greenline Trail and the Kingston Point Rail Trail are mostly paved and offer easy, accessible rides with scenic views. The Empire State Trail also includes off-road paths that are suitable for all abilities. For a slightly longer, but still manageable ride, sections of the Wallkill Valley Rail Trail are also popular.
Road cycling routes in East Kingston offer numerous scenic highlights. You can enjoy stunning water views along the Hudson River and the Ashokan Reservoir, especially on routes like Kingston to Upper Ashokan Reservoir. The iconic Rosendale Trestle, featured on the Kingston City Dock – Rosendale Trestle Bridge loop, provides a unique experience. Other notable landmarks include the Esopus Meadows Lighthouse and the George Clinton Kingston–Rhinecliff Bridge.
Absolutely. For experienced riders seeking longer distances and more challenging terrain, routes like Kingston to Fifth Lake loop via Hurley Mountain Road cover approximately 50 miles with significant elevation gain. The broader network also connects to parts of the Empire State Trail, offering extended riding opportunities for those comfortable with varied surfaces and traffic.
The best time for road cycling in East Kingston is generally from spring through fall. During these seasons, the weather is most favorable, and the natural scenery, from blooming foliage to vibrant autumn colors, is at its peak. While winter cycling is possible, conditions can be challenging due to cold temperatures and potential snow or ice.
Yes, many road cycling routes around East Kingston are designed as loops, allowing you to start and end at the same point. For example, the Kingston City Dock – Rosendale Trestle Bridge loop is a popular moderate circular route. The region's extensive trail networks, including those around the Ashokan Reservoir, also lend themselves well to creating scenic loops.
Public transport access to road cycling routes in East Kingston is generally limited, but some areas are more accessible than others. The Kingston Point Rail Trail and sections of the Empire State Trail within Kingston are closer to urban areas, potentially offering better access to local bus services. However, for many routes, especially those heading into more rural areas or towards the Ashokan Reservoir, driving to a starting point with parking is often more convenient.
Parking is available at various access points for road cycling routes. For routes utilizing rail trails, designated parking lots are often provided. For example, you can find parking near the Wallkill Valley Rail Trail or at trailheads for the Kingston Point Rail Trail. When planning your ride, it's advisable to check the specific route details for recommended parking locations.
The komoot community highly rates road cycling in East Kingston, with an average score of 4.8 stars from over 40 reviews. Cyclists frequently praise the diverse scenery, which includes beautiful river views, the tranquil Ashokan Reservoir, and the unique experience of riding along historic rail trails. The variety of terrain, catering to both leisurely rides and challenging climbs, is also a significant draw.
Yes, the Wallkill Valley Rail Trail is a popular feature in the East Kingston area. The route Kingston to Stone Ridge via Wallkill Valley Rail Trail specifically utilizes this trail, offering a moderate ride through varied landscapes. The trail itself is known for its impressive structures like the Rosendale Trestle, providing a unique cycling experience.
Beginners will find several easy road cycling routes in East Kingston. The Kingston Greenline Trail and the Kingston Point Rail Trail are excellent choices, offering mostly paved, flat surfaces and scenic views without significant elevation changes. These routes are perfect for those looking for a relaxed ride or to build confidence on a road bike.


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