4.2
(12)
149
riders
11
rides
Road cycling routes around Riverhead feature a mix of flat to gently rolling terrain, with some paths offering moderate climbs. The region includes routes that traverse parklands and areas near lakes, providing varied scenery for cyclists. Elevation gains are generally modest, making many paths accessible for different skill levels.
Last updated: October 5, 2026
4.5
(2)
38
riders
48.2km
02:02
310m
320m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
11
riders
57.6km
02:18
180m
180m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

4
riders
42.3km
01:42
130m
130m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
6
riders
27.9km
01:04
80m
80m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5
riders
29.2km
01:09
90m
90m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Riverhead
Custer Institute and Observatory, established in 1927, opens exclusively on Saturdays from 7 p.m. to 12 a.m. for Saturday Night Observing. Long Island's oldest public observatory offers tours led by knowledgeable volunteer staff members. Visitors can tour the facilities and view the night sky through powerful telescopes, as well as explore the library, exhibit room, and gift shop. Custer Institute and Observatory also hosts lectures, classes, concerts, art exhibits, and other special events.
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Laurel Post Office is a lovely white clad building that is a pretty sight whilst you cycle past. This Post Office building is a classic example of quaint American architecture.
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The Wardenclyffe Tower, also known as the Tesla Tower, was an early experimental wireless transmission station designed and built by Nikola Tesla from 1901 to 1902.
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Founders Landing Park in Southold, New York, captivates with its waterfront charm, providing views of Peconic Bay and Shelter Island. The park features a marina, beaches, and picnic areas. Visitors enjoy serene moments by the water, recreational activities, and the tranquil ambiance, making it a delightful destination on Long Island's North Fork. The use of grounds is limited to tax paying residents of the Southold Park District only.
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Marratooka Lake is a small lake in the middle of Mattituck, a beautiful coastal town right on the Long Island Sound. The regional airport is just south of the pond so look out for small planes as you ride by! The Gildersleeve Octagon House is also right across the road from this lake. This unique house is listed on the National Register of Historic Places and only adds to the charm of this area.
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Mount Sinai Harbor holds a marine sanctuary and a nature preserve. It's a beautiful place, popular with clamming and fishing enthusiasts.
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There are 15 road cycling routes around Riverhead listed on komoot, offering a variety of options for different skill levels.
Yes, Riverhead offers 6 easy road cycling routes suitable for beginners. A great option is the Grumman Memorial Park loop from Wildwood State Park, which is 15.8 miles (25.5 km) long and loops through parkland, providing a straightforward ride.
For experienced riders, there are 9 moderate road cycling routes. These routes often feature varied landscapes and longer distances. An example is the Grumman Memorial Park loop from Calverton, a 49.5-mile (79.7 km) path that connects several local points of interest.
Yes, many of the road cycling routes around Riverhead are loops, allowing you to start and end at the same point. The Heidi Behr Way – Marratooka Lake loop from Riverhead is a popular 35.8-mile (57.6 km) option that takes you through scenic areas near Marratooka Lake.
Road cycling routes in Riverhead often pass through parklands and areas near lakes, offering varied scenery. You might encounter landmarks like Grumman Memorial Park or ride near natural areas such as Calverton Ponds Preserve. Some routes also incorporate sections of trails like the Vietnam Veterans Memorial Recreational Trail.
The road cycling routes in Riverhead are highly rated by the komoot community, with an average score of 4.2 stars from over 15 reviews. Cyclists often praise the mix of open roads, parklands, and routes near lakes, which provide diverse and enjoyable riding experiences.
Absolutely. Several routes incorporate local parks. For instance, the Grumman Memorial Park – Wildwood State Park loop from Riverhead is a 40.5-mile (65.3 km) route that connects these two significant park areas, offering a blend of natural beauty and historical interest.
While specific crowd levels vary, routes that venture slightly further from central Riverhead or explore less-trafficked areas might offer a quieter experience. Consider exploring routes that traverse areas like Manorville Hills County Park for a potentially more serene ride.
Riverhead's road cycling routes are enjoyable across multiple seasons. Spring and autumn offer pleasant temperatures and scenic foliage, while summer provides longer daylight hours. Always check local weather conditions before heading out.
Yes, some routes connect Riverhead with neighboring communities. The Mitchell Park – Arshamomaque Cemetery loop from Jamesport, for example, starts from Jamesport and takes you through various local landscapes, offering a broader exploration of the region.


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