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Road cycling routes
United States
New York
Dutchess County

Rhinecliff

The best road cycling routes around Rhinecliff

4.8

(36)

277

riders

86

rides

Road cycling around Rhinecliff, New York, offers diverse routes through picturesque landscapes. The region is characterized by the majestic Hudson River, providing views of the Catskill Mountains and the Kingston-Rhinecliff Bridge. Cyclists can explore varied terrain, including riverfront paths, former rail trails, open meadows, and wooded areas with gentle hills. Many roads are known for being quiet and tree-lined, passing through country estates.

Best road cycling routes around Rhinecliff

  • The most popular road cycling route is Kingston City Dock –…

Last updated: June 29, 2026

5.0

(2)

17

riders

#1.

Kingston City Dock – Rosendale Trestle Bridge loop from Kingston

43.6km

01:55

310m

310m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Popular around Rhinecliff

Hiking around Rhinecliff

Running Trails around Rhinecliff

Cycling around Rhinecliff

Tips from the Community

Tyler Sanders
February 28, 2024, Rosendale Trestle Bridge

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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Alex
February 20, 2024, River Road

This road gently undulates whilst running through the trees, giving you a fantastic opportunity to get your speed up and watch the nature go by.

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Alex
February 20, 2024, Old Post Road

This gently undulating road is lined with trees on both sides and remains quiet for much of the day. It makes a perfect stretch to cycle on, and immerse yourself in nature.

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EuroCyclingTrips
January 31, 2024, Glen Pond

Glen Pond is a small water runoff pond on the corner of Glen Pond Drive. The small area of trees right behind it makes it a popular area for small wildlife.

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oliviakellis
January 16, 2024, Fifth Lake

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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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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Bethan Owens
January 14, 2024, Louisa Pond

Louisa Pond is set within the Shaupeneak Ridge. The pond is quite small, but a lovely peaceful place to come and take in the surroundings. It is quite picturesque here, with lily pads on the edge of the lake.

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Frequently Asked Questions

What types of terrain can I expect on road cycling routes around Rhinecliff?

The Rhinecliff area offers a diverse landscape for road cycling, including riverfront paths, former rail trails, open meadows, and wooded areas with gentle hills. Many roads are known for being quiet, tree-lined, and passing through scenic country estates, providing varied and engaging experiences.

Are there road cycling routes suitable for beginners or families in Rhinecliff?

Yes, Rhinecliff offers options for various ability levels. For an easier ride, consider the River Road – Quiet backroads and almost no traffic loop from Town of Rhinebeck, which is rated as easy and features quiet backroads. The region also incorporates sections of paved rail trails, like those found on the Kingston City Dock – Rosendale Trestle Bridge loop from City of Kingston, which provide smooth, car-free riding experiences that can be suitable for families.

How many road cycling routes are available in the Rhinecliff area?

There are over 80 road cycling routes available around Rhinecliff, catering to different preferences and fitness levels. This includes 18 easy routes, 61 moderate routes, and a few more challenging options.

What are some popular circular road cycling routes in Rhinecliff?

Many routes in the area are designed as loops. A popular moderate option is the Quiet backroads and almost no traffic – River Road loop from Rhinecliff, which covers 27 miles (43.5 km) and features scenic country estates. Another favorite is the Louisa Pond – Kingston City Dock loop from Lake Katrine, offering varied terrain and Hudson River views over 32.7 miles (52.7 km).

What kind of views can I expect while road cycling around Rhinecliff?

Road cycling routes in Rhinecliff frequently offer spectacular views of the majestic Hudson River, including vistas of the Catskill Mountains and the Kingston-Rhinecliff Bridge. Many routes also pass through open meadows and wooded areas, providing a picturesque backdrop for your ride.

Are there any interesting landmarks or attractions along the road cycling routes?

Yes, the region is rich in natural beauty and historical sites. You might encounter the George Clinton Kingston–Rhinecliff Bridge, offering impressive river crossings. Other nearby attractions include the Wallkill Valley Rail Trail, which provides car-free sections, and the Hudson River Overlook for scenic stops. The Empire State Trail also passes through the area, connecting various towns and attractions.

What do other road cyclists enjoy most about road cycling in Rhinecliff?

The road cycling experience in Rhinecliff is highly rated by the komoot community, with an average score of 4.8 stars from over 40 reviews. Cyclists often praise the quiet, tree-lined backroads, the varied terrain, and the stunning views of the Hudson River and Catskill Mountains.

Are there any challenging road cycling routes for experienced riders?

While many routes are moderate, there are a few more difficult options for experienced riders seeking a challenge. The region's diverse terrain, including gentle hills and varied landscapes, can provide engaging rides. For example, the Louisa Pond – Kingston City Dock loop from Lake Katrine features over 640 meters of elevation gain, offering a more strenuous ride.

What is the best time of year for road cycling in Rhinecliff?

The region is generally pleasant for cycling from spring through fall. The tree-lined roads and river views are particularly beautiful during these seasons. While winter cycling is possible, conditions can vary, and some paths may be less accessible due to weather.

Where can I find information about public access to the Hudson River in Rhinecliff?

The Rhinebeck Town Landing in Rhinecliff offers public access to the Hudson River, serving as a popular boat launch and viewing area. For more detailed information on local waterfront access and planning, you can consult resources like the Rhinebeck Local Waterfront Revitalization Program.

Are there any routes that incorporate sections of rail trails?

Yes, several routes in the Rhinecliff area incorporate sections of paved rail trails, offering smooth and often car-free riding experiences. The Kingston City Dock – Rosendale Trestle Bridge loop from City of Kingston is a moderate route that utilizes such trails, providing a unique cycling environment.

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