4.8
(8)
65
riders
20
rides
Touring cycling around Rhinebeck offers routes through the scenic Hudson Valley, characterized by riverfront paths, converted rail trails, and rolling hills. The region features a mix of paved roads and well-maintained gravel paths, providing varied terrain for cyclists. Elevation changes are generally moderate, with some routes including gentle climbs. This area provides access to the Hudson River and its tributaries, alongside historic landscapes.
Last updated: June 25, 2026
4
riders
35.7km
02:17
360m
360m
The Hudson River and Hussey Hill loop from Kingston offers a diverse cycling experience, blending paved paths with nearly a kilometer of unpaved sections and singletrack, making it a rewarding challenge for touring cyclists. You'll be treated to majestic views of the Hudson River and surrounding cliffs, especially along the Hudson River Brickyard Trail, with opportunities to spot wildlife like bald eagles and various waterfowl. Keep an eye out for the historic Esopus Meadows Lighthouse and the Kingston-Rhinecliff Bridge as you navigate this varied terrain.
This moderate 22.2-mile (35.7 km) route, featuring 1166 feet (355 metres) of elevation gain and typically completed in about 2 hours and 16 minutes, requires good fitness. While much of the trail is dedicated, some parts are on public roads, so comfort with vehicle traffic is a plus. Consider a bike with wider tires or front suspension for a more comfortable ride on the rougher, unpaved sections.
As a key part of the Kingston Greenline and Empire State Trail networks, this loop is easily integrated into longer rides. The Hudson River Brickyard Trail section, opened in late 2020, provides unique river access and views, making it a standout feature. Its popularity among local touring cyclists speaks to the quality and appeal of this scenic and engaging ride.
4.0
(1)
1
riders
17.2km
01:05
100m
100m
The Rondout Creek loop from Kingston offers a delightful touring cycling experience, blending historic waterfronts with serene natural views. You'll pedal along paved rail trails, including sections of the Kingston Point Rail Trail, providing smooth surfaces and easy riding. The route offers spectacular vistas of the Rondout Creek and the Hudson River, with the iconic Rondout Lighthouse often in sight. It's a fantastic way to explore Kingston's charm and natural beauty without a strenuous effort.
This easy 10.7-mile (17.2 km) loop, with a minimal 344 feet (105 metres) of elevation gain, can be completed in just over an hour, making it perfect for a casual outing. Access is straightforward from Kingston, with parking typically available near the waterfront. It's an ideal choice for a relaxed ride any time of year, though spring and fall offer particularly pleasant conditions.
The route is part of the broader Kingston Greenline initiative, connecting you to a network of trails that highlight the region's history and natural environment. You'll pass through the historic Rondout Waterfront Area, known for its ornate Italianate architecture and museums like the Hudson River Maritime Museum. This loop provides a unique opportunity to experience the area's rich past and scenic waterways on two wheels.

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9
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
3
riders
This touring cycling route, the "Quiet backroads and almost no traffic β River Road - Fantastic Ride loop from Rhinebeck," offers a serene journey through the Mid-Hudson Valley. You'll pedal through gentle, rolling country lanes, past picturesque farmlands and quiet forests, with glimpses of charming 18th-century architecture in the villages. Expect stunning views of the Hudson River and the Catskill Mountains, particularly from spots like Rhinecliff, making for a truly scenic ride.
Planning your visit is straightforward, as Rhinebeck provides an excellent starting point with access to amenities like dining and shops. The route is known for its minimal vehicle traffic, ensuring a peaceful and safe cycling experience. While specific parking isn't detailed, starting from Rhinebeck allows you to easily access services before and after your ride.
This moderate 21.1-mile (33.9 km) loop, with 566 feet (173 metres) of elevation gain and an estimated duration of 1 hour and 59 minutes, is a fantastic option for those seeking a manageable challenge. It's notable for its blend of natural beauty, historical charm, and low traffic, distinguishing it from other routes with more demanding climbs. The area also connects to other cycling routes like the Dutchess Rail Trail, offering options for extended exploration.
5.0
(1)
7
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Rhinebeck
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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This is the part of the Wallkill Valley Rail Trail which passes through New Paltz. The whole trail is approximately 22 miles in length and was the former Wallkill Valley Railroad. The railroad was closed in 1977 and the first section of trail opened in 1993. This is a multi-user trail, so please respect other trail users.
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Lighthouse Park is located right on the Hudson River. It covers approximately 0.7 acres and has some picnic tables for you to sit and admire the riverside views. From here you can see across to the Esopus Lighthouse, which was built in 1871 and warned ships of areas of shallow water. The neighboring Esopus Meadows Preserve can be accessed via a connecting trail.
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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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The Rosendale Trestle Bridge is a famous bridge crossing along the Wallkill Valley Rail Trail between Joppenbergh Mountain Park and Hardenbergh Park. This wooden boards making the base of the bridge are a little weathered, so watch your footing as you cross.
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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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There are nearly 20 touring cycling routes available around Rhinebeck, offering a variety of experiences through the scenic Hudson Valley. These routes are highly rated by the komoot community, with an average score of 4.8 stars.
Yes, Rhinebeck offers several easy and family-friendly touring cycling routes. Six of the routes are classified as easy, providing smooth rides through varied local scenery. A great option is the Kingston Greenline Trail, which follows a well-maintained greenway.
The terrain around Rhinebeck is diverse, featuring a mix of riverfront paths, converted rail trails, and rolling hills. You'll find both paved roads and well-maintained gravel paths. Elevation changes are generally moderate, with some routes including gentle climbs, making it suitable for various ability levels.
For those seeking longer rides, routes like the Wallkill Valley Rail Trail Loop offer a substantial distance of 29.5 miles (47.5 km). This route follows a converted railway line, providing a scenic and extended cycling experience.
Many routes offer scenic views of the Hudson River and its tributaries. You can also explore historical landmarks and natural beauty. Notable attractions include the Wallkill Valley Rail Trail itself, the George Clinton KingstonβRhinecliff Bridge, and the Esopus Meadows Lighthouse. The Empire State Trail also passes through the region.
Yes, several routes are designed as loops, allowing you to start and end at the same point. An example is the Hudson River and Hussey Hill loop from Kingston, which combines riverside views with a climb over Hussey Hill.
The Hudson Valley region, including Rhinebeck, is particularly beautiful in spring, summer, and fall. Spring brings blooming landscapes, summer offers lush greenery, and autumn showcases vibrant fall foliage. Always check local weather conditions before heading out.
Many rail trails and greenways in the area, such as the Kingston Greenline and Wallkill Valley Rail Trail, have designated parking areas and access points. Specific parking information is often available on individual route pages on komoot or local trail websites.
Yes, the Rhinebeck area is known for its converted rail trails. The Wallkill Valley Rail Trail Loop is a prime example, offering a smooth and scenic ride along a former railway line. The Kingston Point Rail Trail is another excellent option.
The area is highly rated by the komoot community, with an average score of 4.8 stars. Reviewers often praise the diverse scenery, from tranquil riverfront paths to historic rail trails, and the variety of routes suitable for different skill levels. The combination of natural beauty and accessible paths makes it a favorite.
Absolutely. While there are easy options, Rhinebeck also offers moderate routes with gentle climbs and varied terrain. The Nice old railway bridge with a view β Old Cementworks loop from City of Kingston is a moderate route that includes some elevation gain, providing a more engaging ride.


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