4.7
(25)
142
riders
49
rides
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.
Last updated: April 24, 2026
5.0
(1)
11
riders
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.
5.0
(1)
4
riders
34.0km
02:11
300m
300m
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

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3
riders
52.5km
03:29
600m
600m
This difficult 32.6-mile touring cycling loop from Greenwich, CT to Bedford, NY offers challenging climbs and picturesque views.
1
riders
22.9km
01:21
130m
130m
Cycle the easy 14.2-mile East Coast Greenway route from Old Greenwich to Cove Island, enjoying coastal views and park scenery.
5.0
(1)
6
riders
153km
09:08
1,010m
1,010m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Old Greenwich
Nice view. I ride over that a lot going to orchard, Pelham, love the trail along the shore rd
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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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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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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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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.


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