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Routes
Road cycling routes
United States
New York
Dutchess County

Rhinebeck

The best road cycling routes around Rhinebeck

4.8

(40)

270

riders

61

rides

Road cycling around Rhinebeck offers routes through gentle, rolling hills and quiet country lanes. The region features diverse landscapes, including farmlands, forests, and charming hamlets. Cyclists can experience views of the Hudson River and the Catskill Mountains. The terrain provides varied options for road cycling.

Best road cycling routes around Rhinebeck

  • The most popular road cycling route is River Road – Quiet backroads and almost no traffic loop from Town of Rhinebeck, an 18.8 miles (30.3 km) trail that…

Last updated: May 17, 2026

8

riders

#1.

River Road – Quiet backroads and almost no traffic loop from Rhinebeck

30.3km

01:25

190m

190m

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

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Easy

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

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

Moderate

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

Moderate

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

Moderate
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Popular around Rhinebeck

Hiking around Rhinebeck

Cycling around Rhinebeck

Running Trails around Rhinebeck

Tips from the Community

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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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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There is a cool waterfall here just off the side of the trail. The water levels in the creek obviously vary depending on the time of year and how much recent rainfall there has been, but there is always some sort of cascade going.

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Peter B
September 29, 2021, Quiet Country Road

road surface is soso but by far better than anything NYC has to offer ;)

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Peter B
September 29, 2021, Quiet Backroad

quiet backroads and almost no traffic. superb tarmac to ride on.

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Frequently Asked Questions

What kind of terrain can I expect on road cycling routes around Rhinebeck?

Rhinebeck's road cycling routes are characterized by gentle, rolling hills and quiet country lanes. You'll find paths winding through farmlands, forests, and charming hamlets, offering a mix of scenic and low-traffic cycling experiences. The region provides varied options, from predominantly paved, easy routes to more challenging rides with significant elevation gains.

Are there routes with scenic views of the Hudson River or Catskill Mountains?

Yes, many routes in and around Rhinebeck offer breathtaking vistas. Cyclists can frequently enjoy views of the majestic Hudson River, and some paths provide expansive views of the Catskill Mountains to the west. For example, the Quiet backroads and almost no traffic – River Road loop from Rhinecliff follows quiet backroads along the scenic River Road, offering great views.

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

There are over 60 road cycling routes available in the Rhinebeck area on komoot, catering to various skill levels. This includes 15 easy routes, 46 moderate routes, and a few more challenging options.

What are some easy road cycling routes suitable for beginners in Rhinebeck?

For beginners or those seeking an easier ride, Rhinebeck offers several options. An excellent choice is the River Road – Quiet backroads and almost no traffic loop from Town of Rhinebeck, an 18.8-mile route featuring quiet backroads with minimal traffic. Another easy option is the Del's Roadside loop from Tops, which is 21.8 miles long.

Are there any challenging road cycling routes with significant elevation gain?

Yes, for cyclists looking for more of a challenge, routes like the Del's Roadside loop from Roosevelt Field Hangar offer significant elevation gain, with over 535 meters of ascent over its 33.2-mile distance. The region's rolling hills provide ample opportunity for more demanding rides.

What historical sites or landmarks can I see along the cycling routes?

Several routes integrate historical landmarks into the scenic rides. For instance, the Quiet backroads and almost no traffic – Clermont State Historic Site loop from Village of Red Hook leads past the Clermont State Historic Site. You can also find the George Clinton Kingston–Rhinecliff Bridge and the Esopus Meadows Lighthouse near some cycling paths.

Are there any rail trails or paved multi-use paths for cycling in the area?

Yes, the Rhinebeck area is connected to components of the Empire State Trail network. While not directly in Rhinebeck, nearby options include the Wallkill Valley Rail Trail, which features the iconic Rosendale Trestle, and the Kingston Greenline Trail. The Empire State Trail and Kingston Point Rail Trail are notable nearby options.

What do other cyclists say about road cycling in Rhinebeck?

The road cycling routes around Rhinebeck are highly rated by the komoot community, with an average score of 4.7 stars from over 40 reviews. Cyclists often praise the quiet backroads, the scenic views of the Hudson River and Catskill Mountains, and the diverse terrain that caters to various skill levels.

Is Rhinebeck a good destination for family-friendly road cycling?

Yes, Rhinebeck offers several easy, predominantly paved options suitable for all abilities, making it a good choice for family-friendly cycling. The quiet country lanes and low-traffic routes provide a safe and enjoyable environment for families to ride together.

What is the best time of year to go road cycling in Rhinebeck?

The best time for road cycling in Rhinebeck is typically during the spring, summer, and fall months. The fall offers spectacular foliage views, while spring and summer provide pleasant temperatures for exploring the region's scenic routes. Winter cycling may be possible but depends on snow and ice conditions.

Are there loop routes available for road cyclists?

Yes, many of the road cycling routes around Rhinebeck are designed as loops, allowing you to start and end at the same point. Examples include the River Road – Quiet backroads and almost no traffic loop from Town of Rhinebeck and the Quiet backroads and almost no traffic – River Road loop from Rhinecliff.

Where can I find parking for road cycling routes in Rhinebeck?

While specific parking locations for each route aren't detailed, Rhinebeck is a cyclist-friendly area. Many routes start from towns or villages where public parking is generally available. It's advisable to check local municipal websites or komoot tour descriptions for specific starting points and parking information.

Can I access Rhinebeck's cycling routes using public transport?

Rhinebeck is accessible by public transport, particularly via Amtrak to the Rhinecliff station, which is very close to the Hudson River and some cycling routes. From there, you can cycle directly onto nearby paths or connect to other parts of the region. For detailed public transport options, it's best to consult local transit schedules.

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