4.2
(13)
194
riders
21
rides
Road cycling routes around Baiting Hollow offer diverse landscapes on the northern coast of East Long Island. The region features recreational trails, natural preserves, and coastal views of the Long Island Sound. Terrain includes mostly flat, paved sections around areas like the Calverton Executive Airpark, alongside routes that traverse oak-pine forests and coastal plain ponds. The area provides varied cycling experiences across its natural features.
Last updated: October 1, 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.
4.2
(9)
42
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

30
riders
88.3km
03:42
260m
260m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
11
riders
57.6km
02:18
180m
180m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
17
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Canoe Place is a luxury resort town on the Shinnecock Canal with upscale hotels, restaurants, and water access. The Paumanok Path passes through the center of town, and on some maps detours down Gate Street to the canal, where there is often a porta potty, and where you can get excellent views of the canal bridge.
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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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An unbelievable view. Please take use that way and see yourself
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Dune Road spans over 14 miles, drawing a straight line down the island from Cupsogue Beach to Ponquogue State Park. Your views of the scenic shoreline and Hampton beach homes are uninterrupted the entire way. There isn't much shoulder, but you generally won't find too much traffic and this makes for a great way to explore the island.
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From this spot on Dune Road you get a fantastic view of the bay and marshes on one side and the vast Atlantic on the other. This is a great bit of riding in the Hampton Bays.
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The Shinnecock Canal was the first saltwater canal in New York State, built between 1884 and 1892. Once a site used by Native Americans to carry canoes over land, the Canal today connects two of the most stunning bays on Long Island's eastern side, Shinnecock Bay and Great Peconic Bay, which had become landlocked over time. Though the Hamptons officially begin 10 miles (16.09 km) west of the Canal, it is known as the starting point of this exclusive summer resort, as every modern bridge leading to the Hamptons crosses the Canal.
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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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Baiting Hollow offers a diverse selection of road cycling routes. You can explore over 25 routes, ranging from easy to moderate difficulty, with options for various distances and terrains.
The road cycling routes in Baiting Hollow feature diverse landscapes. Many routes, such as those around the Calverton Executive Airpark, are mostly flat and paved. Other routes may traverse oak-pine forests and coastal plain ponds, offering varied terrain and coastal views of the Long Island Sound.
Yes, Baiting Hollow has several easy road cycling routes perfect for beginners or families. For instance, the Grumman Memorial Park loop from Calverton Pine Barrens State Forest is an easy 9.4-mile path that offers a mostly flat ride. The Vietnam Veterans Memorial Recreational Trail is also a great option, being mostly paved and largely flat.
While many routes are easy, Baiting Hollow also offers moderate options for those seeking a greater challenge. The Grumman Memorial Park loop from Calverton is a longer, moderate route spanning nearly 50 miles, providing a more extensive ride through the broader Calverton area with more elevation gain.
While cycling in Baiting Hollow, you can encounter several interesting natural features and landmarks. The Grumman Memorial Park, featuring retired military planes, is a notable stop. You can also experience the unique coastal plain ponds and diverse wildlife within the Calverton Ponds Preserve, or explore segments of the Paumanok Path in Otis Pike Preserve - West.
Yes, Baiting Hollow's northern coast offers high overlooks of the Long Island Sound, providing appealing scenery. The trails within the Calverton Ponds Preserve also offer waterfront views, allowing you to immerse yourself in the natural beauty of the area.
Absolutely. Baiting Hollow is well-suited for family-friendly road cycling, especially with routes like the Vietnam Veterans Memorial Recreational Trail, which is mostly paved and flat. Many of the easy routes are ideal for cyclists of all ages and skill levels.
The road cycling experience in Baiting Hollow is highly rated by the komoot community, with an average score of 4.1 stars. Reviewers often praise the diverse landscapes, from coastal views to natural preserves, and the variety of recreational trails that cater to different ability levels.
Yes, many of the road cycling routes in Baiting Hollow are designed as loops, offering convenient starting and ending points. Examples include the Grumman Memorial Park loop from Wildwood State Park and the Heidi Behr Way – Marratooka Lake loop from Riverhead, allowing you to explore the area without retracing your path.
While specific seasonal considerations can vary, the spring and fall generally offer pleasant temperatures for road cycling in Baiting Hollow, avoiding the peak heat of summer and the colder conditions of winter. These seasons often provide comfortable riding weather and beautiful scenery.
Yes, the broader Baiting Hollow region is known for its local offerings. You might find farm stands like Fox Hollow Farm Stand and Schmitt's Farm Stand for fresh produce. The area is also part of Long Island's wine region, with establishments like Baiting Hollow Farm Vineyard, and the Riverhead Cider House, which could be pleasant stops for refreshments.
Parking is generally available near popular trailheads and attractions. For routes around the Calverton Executive Airpark, you can often find parking near the Grumman Memorial Park or at access points for the Vietnam Veterans Memorial Recreational Trail. Wildwood State Park also serves as a starting point for some routes, offering parking facilities.


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