4.7
(46)
497
riders
66
rides
Road cycling routes around Rifton are situated within the Hudson Valley, offering varied terrain for cyclists. The area features the Wallkill River Valley, characterized by rural landscapes and generally flat to gently rolling sections. Further afield, the region includes rolling hills and farmlands, with distant views of the Catskill and Shawangunk Mountains. This provides a mix of less challenging routes and opportunities for more significant elevation gains.
Last updated: June 29, 2026
15
riders
80.6km
03:45
810m
810m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
11
riders
66.7km
03:08
770m
780m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4.5
(4)
55
riders
39.0km
01:50
310m
310m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
16
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(3)
17
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 Walkway Over the Hudson, also known as the Poughkeepsie Bridge, is a steel cantilever bridge spanning the Hudson River between Poughkeepsie and Highland. Originally it was built as a railroad bridge in 1889, then closed in 1974 due to fire damage and later reopened as a pedestrian walkway in 2009. It connects the Hudson Valley Rail Trail with the Dutchess Rail Trail and is part of the Empire State Trail. Stretching 6,768 feet, it was the world’s longest pedestrian footbridge until 2016. The bridge is free to access and welcomes cyclists as well as foot traffic.
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Beautiful and peaceful. Very little shade so dress accordingly.
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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 Dutchess Rail Trail is a 13 mile traffic free path. It is built on an abandoned railway line. The trail runs from Hopewell Junction to the Walkway Over the Hudson in the City of Poughkeepsie
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There are over 70 road cycling routes around Rifton, offering a wide variety of options for different skill levels. This includes 4 easy routes, 65 moderate routes, and 2 difficult routes.
Road cycling around Rifton offers varied terrain. You'll find sections within the picturesque Wallkill River Valley, characterized by rural landscapes and generally flat to gently rolling roads. Further afield, the region features more significant rolling hills and farmlands, with distant views of the Catskill and Shawangunk Mountains, providing opportunities for more challenging climbs.
The Hudson Valley region, including Rifton, is generally excellent for road cycling from spring through fall. Spring offers lush greenery, while autumn provides stunning foliage. Summers are also popular, but it's advisable to check local weather for heat and humidity. Always be aware of seasonal considerations and potential road closures, especially during winter months.
Yes, Rifton and the surrounding Ulster County area offer routes suitable for beginners and families. While specific easy road cycling routes are available, the broader region is known for its extensive network of rail trails like the Wallkill Valley Rail Trail, which provides safe, often paved or hard-packed dirt paths ideal for less experienced riders or family outings. For a moderate, scenic ride, consider the Rosendale Trestle Bridge – Nice old railway bridge with a view loop from Town of Rosendale.
Yes, for cyclists seeking a challenge, the Rifton area provides routes with notable elevation changes, especially as you venture towards the Catskill and Shawangunk Mountains. A good example is the Rosendale to Upper Ashokan Reservoir loop via Ashokan Gorge, which is a moderate route featuring significant elevation gain over its 50.1 miles.
Road cycling routes around Rifton offer a variety of scenic views and landmarks. You can expect picturesque views of the Wallkill River Valley, rolling farmlands, and distant vistas of the Catskill and Shawangunk Mountains. Notable landmarks include the historic Nice old railway bridge with a view (Rosendale Trestle Bridge) and the Springtown Truss Bridge. Some routes also pass by the Wallkill Valley Rail Trail, offering a different perspective of the region.
Parking for road cycling routes in the Rifton area is generally available at trailheads or designated parking areas for popular attractions. For routes that utilize rail trails, you can often find parking at various access points along the trail. Specific parking information is usually detailed on individual route pages on komoot.
While Rifton itself is a small hamlet, the broader Ulster County and Hudson Valley region has some public transport options. However, direct public transport access specifically for cyclists to trailheads might be limited. It's best to check local bus services or regional transport providers for routes that accommodate bicycles, especially for accessing larger towns like New Paltz or Kingston, from which many cycling routes originate.
Yes, many road cycling routes around Rifton are designed as loops, allowing you to start and end at the same point. Examples include the popular Rosendale to Upper Ashokan Reservoir loop via Ashokan Gorge and the Minnewaska State Park Preserve via New Paltz loop.
The road cycling routes around Rifton are highly rated by the komoot community, with an average score of 4.5 stars from over 60 reviews. Cyclists often praise the varied terrain, the scenic beauty of the Hudson Valley, and the opportunities to explore historic landmarks like the Rosendale Trestle Bridge. The mix of challenging climbs and gentler sections also contributes to a well-rounded cycling experience.
Many road cycling routes in the Rifton area, especially those that pass through or near towns like Rosendale or New Paltz, offer opportunities to stop at cafes, pubs, or other establishments. For instance, the Nice old railway bridge with a view – Ashokan Reservoir loop from Town of Rosendale starts from Rosendale, a town with local amenities.
The road cycling routes around Rifton vary significantly in length. You can find shorter rides, but many popular routes range from 25 to over 50 miles. For example, the Rosendale Trestle Bridge – Nice old railway bridge with a view loop from Town of Rosendale is about 26 miles, while the Rosendale to Upper Ashokan Reservoir loop via Ashokan Gorge is over 50 miles.
Absolutely. Rifton's location provides excellent access to routes with stunning views of both the Wallkill River Valley and the broader Hudson Valley. Many routes traverse the rural landscapes of the Wallkill River Valley, and as you gain elevation, you'll be treated to panoramic vistas of the Hudson Valley, often with the Catskill and Shawangunk Mountains in the distance. The Hudson River Overlook is a specific viewpoint that offers expansive views of the river.


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