4.3
(3)
62
riders
10
rides
Touring cycling routes around Cutchogue offer a blend of scenic coastal views, rural byways, and vineyard landscapes on Long Island's North Fork. The region is characterized by its relatively flat topography, making it accessible for various skill levels. Many routes feature paved surfaces, providing smooth rides through charming farm country and along the shoreline. This area provides diverse scenery, from tranquil beaches to agricultural fields.
Last updated: May 17, 2026
4.0
(1)
21
riders
47.9km
02:43
120m
120m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.5
(2)
16
riders
83.8km
04:50
210m
210m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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10
riders
17.3km
01:00
50m
50m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
2
riders
19.8km
01:10
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Cutchogue
There's a dirt road that takes you to the end of the North Fork, well worth the trip, great views of Plum Gut, Plum Island, Connecticut, Gardiners Island and the ferries.
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Nice State Park with a swim beach, hiking trails, picnic area, snack bar, great birding, etc.
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Nice little beach out towards the end of the North Fork of Long Island. The "sand" is actually more rock so bare feet might get a bit sore. The sunsets can be incredible on the right day.
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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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Hashamomuck Beach, composed of sand and shells, sits just off Highway 48. It provides a picturesque spot for enjoying sunsets or sunrises. Visitors can enjoy the sound of small, crashing waves and make use of the ample parking.
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There are 10 touring cycling routes around Cutchogue listed on komoot, offering a variety of experiences for different skill levels.
The touring cycling routes in Cutchogue feature mostly paved surfaces and relatively flat terrain, making for smooth rides. Elevation gains are generally under 500 feet for shorter rides, making the area accessible for various skill levels.
Yes, there are 5 easy touring cycling routes around Cutchogue. A great option for beginners is the Beach – Jockey Creek Bridge loop from Town of Southold, which is 10.7 miles (17.3 km) long and typically takes about 1 hour to complete.
Cutchogue's routes offer diverse scenery, from coastal stretches to vineyards. You can cycle past Hashamomuck Beach, known for its picturesque sunsets, or include a stop at Elizabeth A. Morton National Wildlife Refuge. Many routes also pass through the region's renowned vineyards.
Given the relatively flat terrain and paved surfaces, many of Cutchogue's routes are suitable for families. Shorter, easy loops like the Beach – Jockey Creek Bridge loop from Town of Southold are excellent choices for a leisurely family ride.
The North Fork region, including Cutchogue, is beautiful for cycling during spring, summer, and fall. The weather is generally pleasant, allowing you to enjoy the coastal views, farm country, and vineyards. Summer offers warm weather for beach stops, while fall brings vibrant foliage to the rural landscapes.
Yes, many of the touring cycling routes in Cutchogue are designed as loops. For example, the popular Hashamomuck Beach – Orient Beach State Park loop from Southold offers a comprehensive circular tour of coastal and park areas.
Many routes in Cutchogue are accessible from various points. For instance, Hashamomuck Beach offers ample parking, making it a convenient starting or ending point for rides like the Hashamomuck Beach – Horton Point Lighthouse loop from Hashamomuck Pond Waterway Access.
The touring cycling routes around Cutchogue are highly rated by the komoot community, with an average score of 4.3 stars. Cyclists often praise the blend of scenic coastal views, tranquil rural byways, and the charm of the vineyard landscapes.
Absolutely! Cutchogue is in the heart of Long Island's North Fork wine country. Many cycling routes are designed to pass by or near local wineries and farms, offering perfect opportunities to stop for tastings or refreshments. The area also has various cafes and pubs to enjoy along your ride.
While Cutchogue is known for its relatively flat terrain, there are longer routes for those seeking more distance. The Mitchell Park – Orient Beach State Park loop from Mattituck is a moderate 52.1 miles (83.8 km) path that explores diverse landscapes, including rural areas and a state park, requiring good fitness.
While popular routes can see more activity, exploring the rural byways and vineyard roads often provides a quieter experience. Routes that venture slightly inland, such as the Marratooka Lake – Oregon Hills loop from Southold, might offer a more serene ride away from the busiest coastal sections.


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