5.0
(5)
70
riders
10
rides
Touring cycling routes around Upper Red Hook, New York, traverse a landscape characterized by rolling farmlands, wooded areas, and views of the Hudson River. The region features a mix of quiet backroads and dedicated trails, providing varied terrain for cyclists. Elevations are generally moderate, with some routes offering more significant climbs. The area's natural features include vistas of the Catskill Mountains and the Hudson River, contributing to the scenic appeal of the routes.
Last updated: August 8, 2026
20
riders
149km
09:09
1,020m
1,020m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
13
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(2)
4
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
1
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
3
riders
23.6km
01:22
90m
90m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Upper Red Hook
This park offers the best views out over the Hudson River along this stretch of riverfront. The town just across the water is Athens.
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A lovely stretch of quiet road immersed in the trees. Perfect for getting your speed up without too much worry from traffic.
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Clermont State Historic Site was the country seat of the powerful Livingston family, who lived there for many generations. It was turned over to New York State in 1962 for use as a historic site. With its remarkable history, it was designated a National Historic Landmark in 1973. The view from Clermont’s front door is one of the most spectacular views of the Hudson River Valley from anywhere along the river.
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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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In this National Historic Landmark District, there are 7 historic stone-house museums, a reconstructed church from 1717, an old burying ground and a replica Esopus Munsee wigwam. This is a great outdoor museum to explore. Keep an eye out for the blue and yellow signs, which provide information on the different buildings.
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The Springtown Truss Bridge crosses the Wallkill River. It was once formed part of the Wallkill Valley Railroad, running between Ulster County and New York city. The bridge was originally built in 1870 and made of wood, but was rebuilt using iron in the early 1880s.
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Great views of the Hudson River and Athens from Hudson Riverfront Park. There are benches in the park, if you want to take a break and enjoy the view.
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Upper Red Hook offers a network of 9 touring cycling routes, catering to various skill levels and preferences. These routes traverse rolling farmlands, wooded areas, and provide scenic views of the Hudson River and Catskill Mountains.
The routes in Upper Red Hook feature a mix of quiet backroads and dedicated trails, with terrain characterized by rolling farmlands and wooded areas. Elevations are generally moderate, though some routes offer more significant climbs. You'll find options ranging from easy rides, like the route past Clermont State Historic Site, to more challenging excursions such as the Springtown Truss Bridge loop.
While specific routes are not explicitly labeled 'family-friendly' in the data, the region's quiet backroads and dedicated trail networks, like those connected to the Empire State Trail, often provide safer and more enjoyable experiences for families. Routes with moderate difficulty and shorter distances, such as the River Road - Fantastic Ride loop from Bard College (17.4 miles), could be suitable for families looking for a pleasant outing.
Many of the natural areas and trails in Upper Red Hook, including parts of the Empire State Trail and local rail trails, are generally dog-friendly, provided dogs are kept on a leash. However, it's always best to check specific regulations for each trail or park you plan to visit, as rules can vary. For example, the Tivoli Bays Wildlife Management Area has specific guidelines for visitors.
Upper Red Hook's touring cycling routes offer numerous scenic vistas and historical landmarks. You can enjoy breathtaking views of the Hudson River and the Catskill Mountains, particularly from areas like Poet's Walk Park or the Montgomery Place Campus. Notable attractions include the Clermont State Historic Site, the George Clinton Kingston–Rhinecliff Bridge, and the Saugerties Lighthouse. Some routes also pass by unique features like the Waterfall at Falling Waters Preserve.
The best time for touring cycling in Upper Red Hook is typically from spring through fall. During these seasons, the weather is generally pleasant, and the natural landscapes, including rolling farmlands and wooded areas, are at their most vibrant. Fall offers spectacular foliage views. While some trails may be accessible in winter, conditions can be challenging due to snow and ice, making spring and fall ideal for touring cyclists.
Yes, many of the touring cycling routes in Upper Red Hook are designed as loops, allowing you to start and end at the same point. Examples include the challenging Quiet backroads and almost no traffic – River Road - Fantastic Ride loop from Village of Tivoli and the moderate River Road - Fantastic Ride – Quiet backroads and almost no traffic loop from Village of Red Hook.
Parking is generally available at various access points for trails and parks throughout the Upper Red Hook area. For routes starting from specific villages or colleges, such as Bard College or the Village of Tivoli, designated parking areas are often provided. It's advisable to check the starting point of your chosen route for specific parking information.
The touring cycling experience in Upper Red Hook is highly rated by the komoot community, with an average score of 5.0 stars. Cyclists frequently praise the region's quiet backroads with minimal traffic, the picturesque views of the Hudson River and Catskill Mountains, and the diverse landscapes that include rolling farmlands and wooded areas. The variety of routes, from easy to difficult, also contributes to its appeal.
Yes, Upper Red Hook offers routes suitable for beginners. An easy option is the Clermont State Historic Site – Little Roundtop loop from Village of Tivoli. This route is 14.6 miles (23.5 km) long with minimal elevation gain, making it a great choice for those new to touring cycling or looking for a relaxed ride.
Yes, for those seeking longer distances, Upper Red Hook is connected to the extensive Empire State Trail, a 750-mile path that integrates with local routes. This connection allows for extended touring options beyond the immediate Red Hook area. An example of a longer route within the guide is the challenging Nice old railway bridge with a view – Springtown Truss Bridge loop from Bard College, which spans over 93 miles (150 km).
Upper Red Hook and its surrounding villages, such as Tivoli and the Village of Red Hook, offer various cafes, restaurants, and local establishments where cyclists can refuel. Many routes start or pass through these charming towns, providing convenient access to amenities. The region's rural character also means you might find farm stands or local markets along your ride.


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