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Routes
Cycling routes
United States
New York
Dutchess County

Fairview

The best cycling routes around Fairview

5.0

(37)

319

riders

26

rides

Touring cycling routes around Fairview are primarily characterized by a network of converted rail trails and scenic paths along river valleys, offering varied terrain for cyclists. The region features a mix of paved and gravel surfaces, often following historic transportation corridors. Gentle gradients are common on the rail trails, while some routes may include rolling hills as they venture away from the immediate riverfronts.

Best touring cycling routes around Fairview

  • The most popular touring cycling route is Hudson Valley Rail…

Last updated: April 24, 2026

11

riders

#1.

Hudson Valley Rail Trail and River-to-Ridge Loop

53.0km

03:35

660m

660m

Cycle the difficult 32.9-mile Hudson Valley Rail Trail and River-to-Ridge Loop, featuring river views and Shawangunk Ridge vistas.

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Hard

1

riders

Cycle the difficult 52.9-mile Hudson Valley Empire Trail Loop, gaining 1802 feet with stunning river views and historic sites.

Hard
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5.0

(1)

2

riders

50.8km

02:57

250m

250m

Cycle the 31.6-mile Dutchess Rail Trail Loop, a moderate route featuring paved paths, wooded sections, and panoramic Hudson River views.

Moderate

Cycle the moderate 23.3 miles (37.6 km) Dutchess Rail Trail and Pleasant Valley Loop, featuring the Walkway Over the Hudson and scenic Hudso

Moderate

This difficult 76.2-mile touring cycling loop from Poughkeepsie offers stunning views of the Ashokan Reservoir and Catskills, crossing the W

Hard
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Tips from the Community

Omar
August 6, 2025, Hopewell Junction Train Station

Air pump!! and some tools at this location.

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Beautiful

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Excellent views

Translated by Google

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It has tours!

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Alex
September 13, 2024, Walkway Over the Hudson

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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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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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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Frequently Asked Questions

How many touring cycling routes are available around Fairview?

There are over 20 touring cycling routes available around Fairview, offering a variety of options for different skill levels and preferences. The komoot community has explored these routes over 300 times.

What makes touring cycling in Fairview unique?

Touring cycling in Fairview is primarily characterized by its network of converted rail trails and scenic paths along river valleys. You'll find a mix of paved and gravel surfaces, often following historic transportation corridors. While gentle gradients are common on the rail trails, some routes venture into rolling hills away from the immediate riverfronts, providing diverse terrain.

What do other cyclists say about the touring routes in Fairview?

The touring cycling routes in Fairview are highly rated by the komoot community, with an impressive average score of 4.99 stars from over 50 reviews. Cyclists often praise the well-maintained rail trail sections and the scenic views of the surrounding landscape.

Are there easy touring cycling routes suitable for beginners in Fairview?

Yes, Fairview offers several easy touring cycling routes perfect for beginners. These routes often feature flat or gentle gradients, particularly along the converted rail trails. For example, sections of the Dutchess Rail Trail are known for their accessibility.

What options are there for more challenging touring cycling routes?

For more challenging rides, Fairview has several difficult touring cycling routes. The Hudson Valley Rail Trail and River-to-Ridge Loop, at 32.9 miles with significant elevation gain, is a popular choice. Another demanding option is the Hudson Valley Empire Trail Loop, which spans 52.9 miles through diverse scenery.

What kind of terrain can I expect on Fairview's touring cycling routes?

You can expect varied terrain, primarily featuring converted rail trails and river valley paths. Many routes offer a mix of paved and gravel surfaces. While rail trails typically have gentle gradients, some routes include rolling hills as they move away from the riverfronts, providing a good balance for different cycling preferences.

Are there any circular touring cycling routes in Fairview?

Yes, many of the touring cycling routes around Fairview are designed as loops. Popular circular routes include the Hudson Valley Rail Trail and River-to-Ridge Loop, the Hudson Valley Empire Trail Loop, and the Dutchess Rail Trail Loop. These offer convenient starting and ending points.

Are there family-friendly touring cycling routes in Fairview?

Many of the converted rail trails in Fairview are excellent for family-friendly touring cycling. Their generally flat and well-maintained surfaces provide a safe and enjoyable experience for all ages. The Dutchess Rail Trail Loop is a great example of a route suitable for families.

What attractions or points of interest can I see along the touring cycling routes in Fairview?

Along the touring cycling routes, you can discover several interesting attractions. Notable highlights include the Walkway Over the Hudson, which offers panoramic views, and sections of the Hudson Valley Rail Trail and Dutchess Rail Trail themselves, which are attractions in their own right. You might also pass by the John Burroughs Nature Sanctuary.

Is parking available near the touring cycling routes?

Yes, parking is generally available at various access points along the major rail trails and popular cycling routes in the Fairview area. Many trailheads are equipped with dedicated parking lots, making it convenient to start your ride.

What is the best time of year to go touring cycling in Fairview?

The best time for touring cycling in Fairview is typically during the spring and fall. These seasons offer pleasant temperatures, beautiful foliage (especially in autumn), and generally less humidity than the summer months. While summer is also popular, it can be warmer, and winter often brings snow, making some routes less accessible.

Are there touring cycling routes with cafes or amenities nearby?

Many of the touring cycling routes, particularly those following the rail trails, pass through or near towns and villages. These locations often provide access to cafes, restaurants, and other amenities where you can refuel and rest during your ride.

Can I access these touring cycling routes using public transport?

Given the region's focus on rail trails, many routes are accessible via public transport options that serve the towns along the Hudson Valley. It's advisable to check local bus or train schedules for specific access points and bike-friendly policies.

Most popular routes around Fairview

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