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Routes
Cycling routes
United States
Connecticut
Western Connecticut Planning Region

Old Greenwich

The best cycling routes around Old Greenwich

4.7

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Touring cycling routes around Old Greenwich are characterized by a diverse landscape featuring the scenic Long Island Sound coastline, expansive parks, and riverine paths. The area includes well-maintained multi-use trails and paved surfaces, making it suitable for various cycling experiences. Cyclists can explore coastal views, tranquil park settings, and sections of the East Coast Greenway.

Best touring cycling routes around Old Greenwich

  • The most popular touring cycling route is Greenwich Point Park loop, a 6.3 miles (10.1 km) trail…

Last updated: April 24, 2026

5.0

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#1.

Greenwich Point Park loop

10.1km

00:34

20m

20m

Cycle the easy 6.3-mile Greenwich Point Park loop, offering scenic views of Long Island Sound and historical landmarks.

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Easy

5.0

(1)

4

riders

Cycle the moderate Rockwood Lake & Mianus River Park loop, a 21.1-mile route with 981 feet of gain through forests and along the Mianus Rive

Moderate
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3

riders

This difficult 32.6-mile touring cycling loop from Greenwich, CT to Bedford, NY offers challenging climbs and picturesque views.

Hard

Cycle the easy 14.2-mile East Coast Greenway route from Old Greenwich to Cove Island, enjoying coastal views and park scenery.

Easy

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around Old Greenwich

Hiking around Old Greenwich

Running Trails around Old Greenwich

Road Cycling Routes around Old Greenwich

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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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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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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Mostly great for running, but when it's raining be prepared to be soaked by cars

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Andrus
February 13, 2024, Greenwich Point Beach

The beach is located inside of Greenwich Point Park which requires you to purchase a ticket for entry. The beach itself is great and has everything you'll need for a day of sun, sand, & swimming. Bring your own lunch or try some of the beach concessions. This is a great place to bring the family.

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Alex
January 31, 2024, St Mary's Church

Although the church is not particularly noteworthy, the road running along it is a joy to cycle on with lovely views and little traffic.

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This sand and rock beach will be your spot if you're looking for a peaceful place to rest or even meditate. Although the beach is short, it is well-equipped with restroom and changing area facilities, as well as picnic tables.

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Frequently Asked Questions

How many touring cycling routes are available in Old Greenwich?

There are over 40 touring cycling routes around Old Greenwich, offering a diverse range of experiences. These include 12 easy routes, 22 moderate routes, and 12 difficult routes, catering to various skill levels and preferences.

What kind of landscapes can I expect to see while cycling in Old Greenwich?

Old Greenwich offers a picturesque setting for touring cyclists, characterized by the scenic Long Island Sound coastline, expansive parks like Greenwich Point Park, and tranquil riverine paths along the Mianus River. You'll find a mix of sandy beaches, lush parkland, and vibrant autumn foliage in areas like Binney Park.

Are there any easy, family-friendly cycling routes in Old Greenwich?

Yes, Old Greenwich has several easy routes suitable for families. The Greenwich Point Park loop is an excellent choice, offering coastal views within the park. Another easy option is the East Coast Greenway: Old Greenwich and Cove Island route, which incorporates well-paved sections of the East Coast Greenway.

What are some notable landmarks or attractions I can explore along the cycling routes?

Many routes pass by or lead to interesting landmarks. You can cycle through Greenwich Point Beach within Greenwich Point Park, or explore the natural beauty of Mianus River Natural Park. Other points of interest include Binney Park, known for its serene environment, and the historic St. Catherine of Siena Church.

Are there any circular touring cycling routes in the area?

Yes, many of the touring cycling routes in Old Greenwich are designed as loops. Popular circular routes include the Greenwich Point Park loop, the moderate Rockwood Lake & Mianus River Park loop, and the more challenging Greenwich, CT to Bedford, NY loop.

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

Old Greenwich is enjoyable for cycling year-round, but spring and autumn are particularly scenic. In autumn, parks like Binney Park boast vibrant foliage. The coastal routes offer refreshing breezes in warmer months, while the well-maintained paths are generally accessible in most conditions.

Can I bring my dog on the touring cycling routes?

While specific regulations vary by park and trail, many outdoor areas in Old Greenwich are dog-friendly. For instance, Greenwich Point Park allows dogs during certain seasons and in designated areas. It's always best to check local park rules for the most current information regarding pets on trails.

Where can I find parking for touring cycling routes in Old Greenwich?

Parking is generally available at major parks and trailheads. For example, Greenwich Point Park offers parking facilities. For routes that incorporate sections of the East Coast Greenway or pass through town, street parking or public lots may be available. Always check for specific parking instructions for your chosen starting point.

How do other touring cyclists rate the routes in Old Greenwich?

The touring cycling routes in Old Greenwich are highly regarded by the komoot community, with an average rating of 4.7 stars from over 20 reviews. Cyclists often praise the beautiful coastal views, the variety of terrain, and the well-maintained paths that make for an enjoyable riding experience.

Are there any plans for new cycling infrastructure in Old Greenwich?

Yes, Old Greenwich is committed to enhancing cycling options. A future multi-use trail is planned to connect Binney Park to Boccuzzi Park in Stamford, which will further expand the network of cycling paths and improve connectivity for cyclists in the region. You can find more information on local initiatives at greenwichct.gov.

What are the elevation changes like on touring cycling routes in Old Greenwich?

The elevation changes vary significantly across Old Greenwich. Easy routes, such as the Greenwich Point Park loop, are relatively flat with minimal elevation gain. More challenging routes, like the St. Catherine of Siena Church – Shore Road Bridge loop from Old Greenwich, can involve over 1000 meters of ascent, offering a good workout for experienced cyclists.

Most popular routes around Old Greenwich

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