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United States
New York
Westchester County

Port Chester

The best cycling routes around Port Chester

4.4

(47)

326

riders

59

rides

Touring cycling around Port Chester, New York, offers diverse landscapes characterized by its waterfront location along the Byram River and proximity to the Long Island Sound. The region features a mix of coastal views, serene waterways, and lush woodlands, providing varied scenic routes. While many paths are paved, the broader area includes segments with varied terrain, accommodating different skill levels.

Best touring cycling routes around Port Chester

  • The most popular touring cycling route is East Coast Greenway: Old Greenwich and Cove Island, a 14.2 miles (22.9 km) trail that takes 1 hour 21 minutes to complete, offering coastal views and park scenery on mostly paved surfaces.
  • Another top favourite among local touring cyclists is View of the Long Island Sound – Sunset View at Kirby Lane loop from Mamaroneck, an easy 17.4 miles (28.0 km) path. This route provides scenic views of the Long Island Sound.
  • Local touring cyclists also love the View of the Long Island Sound loop from Harrison, a 27.9 miles (45.0 km) trail leading through areas with scenic views of the Long Island Sound, often completed in about 2 hours 46 minutes.
  • Touring cycling around Port Chester is defined by its waterfront access, views of the Long Island Sound, and diverse woodlands. The network offers options for various ability levels, from easy paved paths to more challenging routes.
  • The routes in Port Chester are highly rated by the komoot community with an average score of 4.0 stars from more than 40 reviews. Nearly 300 touring cyclists have used komoot to explore Port Chester's varied terrain.

Last updated: June 28, 2026

1

riders

#1.

East Coast Greenway: Old Greenwich and Cove Island

22.9km

01:21

130m

130m

This easy touring cycling route along the East Coast Greenway offers a delightful blend of coastal views and parkland, perfect for a relaxed outing. You'll pedal through diverse scenery, from the tranquil green spaces and stone bridges of Binney Park to the sandy beaches and birdwatching opportunities at Cove Island Park, all while enjoying glimpses of the Long Island Sound. Covering 14.2 miles (22.9 km) with a gentle 433 feet (132 metres) of elevation gain, it's a pleasant ride that takes about 1 hour and 20 minutes.

When planning your visit, be aware that this section of the East Coast Greenway combines dedicated off-road paths with some on-road segments, so you should be comfortable sharing the road with vehicles at times. The dedicated paths within parks are generally accessible and suitable for all skill levels. Visiting during pleasant weather will enhance your enjoyment of the scenic coastal access and park facilities.

This route is part of the ambitious 3,000-mile East Coast Greenway, a vision to create a continuous path from Maine to Florida. The integration with local gems like Cove Island Park, known for its diverse wildlife including many bird and butterfly species, makes this a notable section. It's an excellent choice for those seeking family-friendly bike trails near Old Greenwich, Connecticut, offering a mix of natural beauty and recreational facilities.

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Easy

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Port Chester

East Coast Greenway — An unforgettable ride along the Atlantic Seaboard

Hiking around Port Chester

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East Coast Greenway — An unforgettable ride along the Atlantic Seaboard

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Tips from the Community

2 Wheel Kid
November 27, 2025, Shore Road Bridge

Nice view. I ride over that a lot going to orchard, Pelham, love the trail along the shore rd

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Sue
August 24, 2025, Shore Road Bridge

Pelham Bridge spans the Hutchinson River at the edge of Pelham Bay Park, with beautiful views of tidal marshes and passing barges. Its historic bascule design lifts for marine traffic, making it one of the most frequently opened drawbridges in New York City. From the pathway, you might spot great egrets and blue herons wading near the marsh or catch an occasional osprey circling overhead, especially in spring and summer.

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Hans
June 1, 2025, Bronx River Trail

In NYC through the Bronx along the Bronx River it is not a nice situation. This take about 20-25 Km up to Takahou. But in the city some nice stages like this on the foto

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This is a nice area for walking. There are a few trail close by the boardwalk. I saw signs that say bicycles are not allowed on the broadwalk area but that is okay because the stones are incredibly bumpy. The boardwalk will give you access to Kazimiroff Nature trail and Twin Island trail which are great places to hike.

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If you want to get to the end of City Island (Belden Point) once going over the bridge there is no bicycle path on the main road and it is narrow. The cars will have to go around you. Be careful.

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The Mosholu-Pelham Greenway path that runs along Pelham Parkway has a lot of cracks. For walking it is okay for biking it is not pleasant. If you are on a bicycle I would avoid it.

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Martine’s Fine Bake Shoppe is a European style bakery that is a great stop for breakfast, lunch or a mid-ride pastry. It has outdoor seating, so you can keep an eye on your bike while you eat.

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mtm05005
January 1, 2025, Cove Island Park

Cove Island Park is a popular park and beach in Stamford. It is on the Long Island Sound and offers great views of the water and nearby Brush Island. It also has a walking trail, a playground, and a cycling path.

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Frequently Asked Questions

How many touring cycling routes are available around Port Chester?

There are over 50 touring cycling routes around Port Chester, offering a variety of experiences for different skill levels. You'll find a good mix of easy, moderate, and challenging paths to explore.

What kind of terrain can I expect on touring cycling routes in Port Chester?

Port Chester's touring cycling routes feature diverse terrain. Many paths are paved and offer easy rides, especially those along the waterfront or connecting to regional trail systems like the East Coast Greenway. However, the broader area also includes segments with varied surfaces and elevation changes, accommodating different skill and fitness levels. You can find routes with coastal views, serene waterways, and lush woodlands.

Are there any easy touring cycling routes suitable for beginners or casual riders?

Yes, Port Chester offers several easy touring cycling routes. A great option is the East Coast Greenway: Old Greenwich and Cove Island, which is 14.2 miles long and mostly paved, offering coastal views and park scenery. Another easy route with scenic views of the Long Island Sound is the View of the Long Island Sound – Sunset View at Kirby Lane loop from Mamaroneck.

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

The routes around Port Chester offer access to a rich tapestry of natural beauty and outdoor spaces. You can enjoy picturesque waterfront views along the Byram River and the Long Island Sound. Notable natural attractions in the wider area include the Kensico Reservoir, Cranberry Lake, and Playland Lake. Many routes also pass through local parks like John Lyon Park, Crawford Park, and Edgewood Park, providing tranquil escapes.

Are there any circular touring cycling routes in the Port Chester area?

Yes, there are several circular touring cycling routes. For example, the City Island Road bike path – Shore Road Bridge loop from Mamaroneck is a moderate 28-mile loop. Another popular option is the View of the Long Island Sound loop from Harrison, which is a moderate 27.9-mile route offering scenic views of the Long Island Sound.

What do other touring cyclists enjoy most about cycling in Port Chester?

The touring cycling routes around Port Chester are highly rated by the komoot community, with an average score of 4.0 stars from over 40 reviews. Nearly 300 touring cyclists have explored the area using komoot. Reviewers often praise the diverse landscapes, from coastal views along the Long Island Sound to serene waterways and lush woodlands, as well as the variety of routes suitable for different ability levels.

Are there any family-friendly touring cycling options?

Yes, many of the paved paths and easier routes are suitable for families. The East Coast Greenway: Old Greenwich and Cove Island is an excellent choice, offering a relatively flat, paved surface with coastal views and park scenery, making it enjoyable for all ages.

Can I bring my dog on the touring cycling routes?

While specific regulations vary by park and trail, many public parks and multi-use trails in the Port Chester area generally allow dogs on leashes. It's always best to check the specific rules for each trail or park you plan to visit, especially for nature preserves or protected areas, to ensure a pleasant experience for you and your pet.

What is the best time of year for touring cycling in Port Chester?

The spring, summer, and fall months generally offer the most pleasant conditions for touring cycling in Port Chester. Spring brings blooming landscapes, while summer provides warm weather for coastal rides. Autumn is particularly scenic with vibrant fall foliage. While winter cycling is possible, be prepared for colder temperatures and potential icy conditions on some paths.

Are there any routes that pass by beaches or waterfront areas?

Absolutely. Port Chester is situated along the Byram River and close to the Long Island Sound, so many routes offer stunning waterfront views. The St. Catherine of Siena Church – Greenwich Point Beach loop from Mamaroneck specifically takes you near Greenwich Point Beach, offering scenic water views. Other routes, like the View of the Long Island Sound – Sunset View at Kirby Lane loop from Mamaroneck, also provide excellent vistas of the Long Island Sound.

Is there public transport access to the cycling trails in Port Chester?

Port Chester is well-connected by public transport, including a Metro-North train station. This can provide access to the village, from which you can reach various cycling routes. The ongoing "Port Chester LOOP!" project aims to enhance pedestrian pathways linking the waterfront with the train station and downtown, making it easier to access local points of interest and potentially some trailheads without a car.

Where can I find parking for touring cycling routes in Port Chester?

Parking availability varies depending on the specific trailhead or starting point. Many local parks in and around Port Chester, such as John Lyon Park, Crawford Park, and Edgewood Park, offer designated parking areas. For routes that connect to larger trail systems like the East Coast Greenway or regional trails, look for parking facilities near their access points. It's advisable to check specific park or trail websites for detailed parking information before your ride.

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