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Routes
Road cycling routes
United States
New York
Westchester County

Thornwood

The best road cycling routes around Thornwood

4.4

(20)

1,033

riders

91

rides

Road cycling around Thornwood offers varied terrain, featuring extensive paved trails and scenic rural byways. The region includes routes that traverse wooded areas, open landscapes, and connect to larger trail systems. In areas like Thornwood, Illinois, cycling paths integrate with preserved open spaces, including prairies and wetlands, providing a range of road cycling experiences from gentle rides to more challenging routes with notable elevation gains.

Best road cycling routes around Thornwood

  • The most popular road cycling route is Putnam Trail…

Last updated: May 14, 2026

5.0

(2)

85

riders

#1.

Putnam Trail loop from Chappaqua

150km

06:15

1,020m

1,020m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

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

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

Hiking around Thornwood

Cycling around Thornwood

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Tips from the Community

Hans
June 5, 2025, South County Trail (Elmsford to Tarrytown Lakes)

Great trail and only occasional crossing traffic

Translated by Googleβ€’

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Sue
May 23, 2025, Cobamong Pond

Cobamong Pond is a serene small body of water nestled in the heart of Armonk. It's a great place to take a break to enjoy a quiet escape from the city's hustle and bustle during your ride.

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A perfect mid-ride stop with great donuts and coffee, but also a bike rack out back and a water bottle filling station outside. Get here early to beat the crowds on a weekend.

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Andrus
May 9, 2025, Grant Road

Great stretch of a well paved and quiet road. There is little to no shoulder though, so that might put off les experienced riders.

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This is a beautiful section of the North County Trail that runs between Elmsford to Tarrytown Lakes. At the north end of this section, the trail intersects with Tarrytown Lakes Extension Trail, a paved path with takes you along the banks of Tarrytown Reservoir.

1

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This path is super beautiful and away from the cars. It is probably the best bike path in the Bronx. It will take you to the Empire State Trail and you can go all the way to Canada.

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Hans
October 7, 2024, Putnam Trail

A great way for bikepacking tours to the north

1

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Great section of the North County Trailway. The paved path passes through a beautiful wooded area. As the trail gets to Tarrytown Reservior, there is an area with benches for a break.

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Frequently Asked Questions

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

Road cycling routes around Thornwood, particularly in New York, offer a diverse range of terrain. You'll find extensive paved trails, scenic rural byways, and routes that traverse wooded areas and open landscapes. Some routes feature significant elevation gains, providing challenging climbs, while others are mostly flat and suitable for easier rides. For example, the Putnam Trail loop from Chappaqua is a difficult route with substantial elevation changes, whereas The Pine Bridge Monument – North County Trailway loop from Pleasantville offers a mostly paved and easier experience.

Are there any family-friendly road cycling routes in Thornwood?

Yes, Thornwood offers several family-friendly road cycling options, especially those with mostly paved surfaces and moderate difficulty. The North County Trailway, mentioned in routes like The Pine Bridge Monument – North County Trailway loop from Pleasantville, is generally suitable for various skill levels. The region also has trails like the Van Cortlandt Greenway, which provides moderate cycling experiences on paved paths, ideal for families.

What natural features or landmarks can I see along the road cycling routes?

Many road cycling routes in Thornwood offer picturesque landscapes and views of diverse natural features. You might encounter areas with hardwood forests, prairies, and wetlands, especially in locations like Thornwood, Elgin, IL. In the Thornwood, NY area, routes often pass by significant water bodies. You can see the beautiful Kensico Reservoir and Tarrytown Reservoir, or even the scenic Pocantico Falls.

How many road cycling routes are available around Thornwood?

There are over 90 road cycling routes available around Thornwood, catering to a wide range of abilities. This includes 16 easy routes, 62 moderate routes, and 15 difficult routes, ensuring there's something for every cyclist.

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

The road cycling routes around Thornwood are highly rated by the komoot community, with an average score of 4.7 stars from over 30 reviews. Cyclists often praise the varied terrain, the mix of paved paths and scenic rural byways, and the options for different ability levels, from easy rides to challenging climbs. Over 1800 road cyclists have used komoot to explore the area, highlighting its popularity.

Are there any long-distance or challenging road cycling routes for experienced riders?

Yes, experienced riders looking for a challenge will find several demanding routes. The Putnam Trail loop from Chappaqua is a difficult 93.1-mile (149.8 km) path with significant elevation changes. Another challenging option is the Maybrook Trailway – Quiet resting spot loop from Chappaqua, which covers over 105 km and features substantial climbs, providing a rigorous experience through varied landscapes.

Are there any circular road cycling routes in the Thornwood area?

Yes, many of the road cycling routes around Thornwood are designed as loops, offering convenient circular journeys. Examples include The Pine Bridge Monument – North County Trailway loop from Pleasantville, the Putnam Trail loop from Chappaqua, and the Bronx River Pathway – Bronx River loop from Valhalla. These loops allow cyclists to start and end at the same point, making planning easier.

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

While specific seasonal data isn't provided, the diverse foliage and natural settings mentioned in the region research suggest that spring and autumn would be particularly scenic for road cycling in Thornwood, offering pleasant temperatures and beautiful views. Summer also provides good conditions, though it might be warmer. Winter cycling would depend on local weather conditions and trail maintenance.

Are there any easy road cycling routes suitable for beginners?

Absolutely. Thornwood offers 16 easy road cycling routes perfect for beginners or those seeking a relaxed ride. The Pine Bridge Monument – North County Trailway loop from Pleasantville is an easy route with a mostly paved surface. Another great option is the Van Cortlandt Greenway – Woodlands Lake loop from Chappaqua, which provides a moderate cycling experience on paved paths, suitable for those building their endurance.

Can I access these road cycling routes using public transport?

The region research indicates that many trails in Thornwood, NY, are seamlessly connected and extend towards NYC, which suggests that public transport access to certain trailheads might be possible. While specific public transport links aren't detailed, the connectivity implies that some routes could be reached via regional train or bus services from surrounding areas.

Are there any specific trails that connect to larger cycling networks?

Yes, several trails in the Thornwood area are part of or connect to larger cycling networks. In Thornwood, NY, trails like the North County Trailway are seamlessly connected and can extend towards NYC. In Thornwood, Elgin, IL, a bicycle/nature trail meanders along Otter Creek and links to the Fox River Trail to the east and the Great Western Trail to the south, offering extensive cycling opportunities.

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