4.5
(38)
1,448
riders
149
rides
Road cycling around Old Greenwich offers routes through coastal areas, well-maintained parks, and sections of the East Coast Greenway. The terrain is generally gentle, with some routes featuring moderate elevation gains. The region is characterized by its proximity to the Long Island Sound and various green spaces like Binney Park and Greenwich Point Park. These features provide varied backdrops for road cycling, from waterfront paths to tree-lined park roads.
Last updated: October 5, 2026
5.0
(1)
32
riders
90.8km
04:03
810m
810m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.3
(4)
31
riders
34.6km
01:26
180m
180m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

4.0
(1)
17
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
14
riders
43.2km
01:57
290m
290m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.0
(1)
14
riders
22.3km
01:00
120m
120m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Old Greenwich
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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The Bedford Oak is one of those rare living landmarks that quietly connects the past to the present. Estimated to be over 500 years old, this massive white oak has stood through centuries of change in Bedford, from Native American times to the Revolutionary War and beyond. Locals have always held it in high regard, and when development threatened its space in the 1970s, the community stepped up to save it. Thanks to their efforts, the tree and the land around it are now protected and cared for.
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A wide crushed stone path takes you along the coast of the park. A short jetty juts out from a grassy area with picnic tables and a view out across the water. You can see the New York City skyline clearly on a good day.
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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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Pear Tree Point Cove is a sheltered inlet off Long Island Sound, providing a calm environment for various marine life. The diverse birdlife in and around the cove attracts birdwatchers, offering opportunities to observe various species throughout the year. The cove offers stunning water views and is surrounded by lush greenery, making it a picturesque location for relaxation.
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As you pass over Cross River Bridge, you get a great view of the water below. The traffic is normally light, so you should be able to go slowly to enjoy the view. There is no shoulder on the road as it crosses the river, so it is not safe to stop while on the bridge.
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St. Mary's Church, nestled along the East Coast Greenway in Stamford, boasts a rich history. Serving as a spiritual and community hub, it has witnessed generations of worshippers and stands as a testament to the enduring faith and heritage of the region.
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Along the coast of Connecticut you'll a small portion of the 3,000 mile East Coast Greenway. The ECG runs through 15 states & Washington D.C. with a stated goal of connecting people to each other and to a healthy active lifestyle.
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Old Greenwich offers a wide selection of road cycling routes, with over 160 options available. These routes cater to various skill levels, from easy rides to more challenging excursions.
The terrain in Old Greenwich is generally gentle, featuring well-paved surfaces suitable for road cycling. You'll find routes that traverse coastal areas, well-maintained parks, and segments of the East Coast Greenway. While many routes are relatively flat, some do include moderate elevation gains, particularly as you venture further from the immediate coastline.
Yes, Old Greenwich has several easy road cycling routes perfect for beginners or families. For instance, the Binney Park – East Coast Greenway loop from Cos Cob is an easy 9-mile ride offering a blend of park scenery and the East Coast Greenway. Another great option is the East Coast Greenway – Greenwich Point Beach loop from Old Greenwich, which provides coastal views along Greenwich Point Park.
Road cycling in Old Greenwich offers many scenic opportunities. You can enjoy stunning views of the Long Island Sound, especially along routes that pass through Greenwich Point Park. Other picturesque spots include Binney Park with its stone bridges and gazebo, and the maritime charm around the Old Greenwich Yacht Club. The East Coast Greenway itself offers continuous scenic stretches.
For experienced cyclists seeking a longer ride, the East Coast Greenway – Binney Park loop from Old Greenwich is a moderate 37.5-mile route with significant elevation gain. Another option is the Binney Park – Mianus River Reservoir loop from Old Greenwich, a 23.9-mile moderate trail that takes you through Binney Park and near the Mianus River Reservoir, offering a good workout.
Old Greenwich is generally pleasant for road cycling from spring through fall. The weather is typically mild, making for comfortable rides. While winter cycling is possible, be mindful of colder temperatures and potential icy conditions, especially on less-trafficked roads.
Yes, many road cycling routes in Old Greenwich are designed as loops, allowing you to start and end at the same point. Examples include the Binney Park – East Coast Greenway loop from Cos Cob and the East Coast Greenway – Greenwich Point Beach loop from Old Greenwich, both offering circular paths to explore the area.
Absolutely. Greenwich Point Park and Binney Park are both excellent for road cycling, offering scenic paths and well-maintained surfaces. While Mianus River Park is better suited for mountain or hybrid bikes due to its trails, the roads leading to and around it provide a scenic cycling experience.
The road cycling routes in Old Greenwich are highly rated by the komoot community, with an average score of 4.6 stars from over 20 reviews. Cyclists frequently praise the beautiful coastal paths, the well-maintained park roads, and the accessibility of the East Coast Greenway, which offers varied backdrops for rides.
Yes, several attractions are close to the cycling routes. You can visit Greenwich Point Beach for coastal views, or explore Mianus River Natural Park for a change of scenery. The East Coast Greenway itself is a major point of interest, connecting various parts of the region.
Old Greenwich has public transport options, including train services, which can help you access various parts of the region. It's advisable to check local schedules and policies regarding bikes on public transport to plan your journey effectively.
Parking is generally available at key access points for parks and trails in Old Greenwich. For specific details on parking at locations like Greenwich Point Park or Binney Park, it's recommended to check the respective park websites or local municipal information for any permit requirements or restrictions.


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