4.2
(18)
178
riders
14
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: May 5, 2026
4.2
(9)
42
riders
25.5km
01:00
70m
70m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
23
riders
79.7km
03:19
410m
410m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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11
riders
57.6km
02:18
180m
180m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
8
riders
65.3km
02:51
340m
340m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
7
riders
54.5km
02:08
150m
150m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Riverhead
Long Island is known as the cradle of aviation and is the scene of many aviation premieres. Many aircraft manufacturers such as Grumman, Republic and Brewster had their headquarters on the island.
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The Setauket-Port Jefferson Station Greenway Trail, or Setauket Greenway, is a 3-mile paved path on Long Island’s north shore. It connects scenic old-growth forests, farmland, meadows, business districts, Stony Brook University, and county parks. The trail features a mix of wooded sections and occasional sunny spots, with several road crossings, and some short sections that pass through utility corridors and sand pits.
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The Vietnam Veterans Memorial Recreational Trail is a 9.5-mile trail that is mostly paved and, in some places, hard-packed dirt. It is mostly flat and takes bikers on long stretches around the Calverton Executive Airpark.
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Robert Cushman Murphy County Park, featuring coastal plain pondshore habitat, is ideal for observing a diverse range of wildlife and plants. With miles of trails traversing the area and several ponds providing scenic break points, you can enjoy a rich natural experience.
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Built in 1920, this carousel is one of the few remaining with a brass ring game where rings are dispensed to riders during the ride. Riders grab the brass ring among the iron rings for a chance to win a prize from the operator. Visitors test their skills and play a 100 year old game.
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Arshamomaque Cemetery, also known as the Hashamomack Old Families' Burying Ground, is open to the public and a great spot to stop by and check out some of the oldest graves on Long Island. Here lie settlers from the 17th, 18th, and 19th centuries, and the oldest known grave here is over 200 years old.
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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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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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