The best cycling routes around Cutchogue
4.3
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59
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10
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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.
Best touring cycling routes around Cutchogue
- The most popular touring cycling route is Hashamomuck Beach – Orient Beach State Park loop from Southold, a 29.8 miles (47.9 km) trail that takes 2 hours 43 minutes to complete. This route offers coastal views and passes through a state park.
- Another top favourite among local touring cyclists is Mitchell Park – Orient Beach State Park loop from Mattituck, a moderate 52.1 miles (83.8 km) path. This longer route explores diverse landscapes, including rural areas and the state park.
- Local touring cyclists also love the Beach – Jockey Creek Bridge loop from Town of Southold, a 10.7 miles (17.3 km) trail leading through coastal areas, often completed in about 1 hour.
- Touring cycling around Cutchogue is defined by coastal paths, rural byways, and vineyards. The network offers options for different ability levels, from easy loops to more moderate distances.
- The routes in Cutchogue are highly rated by the komoot community with an average score of 4.3 stars from more than 3 reviews. More than 50 touring cyclists have used komoot to explore Cutchogue's varied terrain.
Last updated: June 29, 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
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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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11
riders
17.3km
01:00
50m
50m
The Beach – Jockey Creek Bridge loop from Southold offers a wonderfully accessible touring cycling experience, guiding you through the picturesque North Fork landscape. You'll pedal past serene coastal views, including the notable Jockey Creek Bridge, and through the region's characteristic farmlands and vineyards. This easy 10.7-mile (17.3 km) route, with a minimal 177 feet (54 metres) of elevation gain, is designed for a relaxed pace, taking about 1 hour to complete.
Planning your ride is straightforward, with free parking available at the train stations in Mattituck and Southold. The area is cyclist-friendly, offering bike rentals and local businesses to support your journey. While enjoyable year-round, the autumn months provide particularly stunning scenery and pleasant weather for cycling, making it an ideal time to explore the charming villages and natural preserves.
This route is a fantastic option for families or anyone seeking a leisurely ride to soak in the unique blend of coastal and rural beauty that defines Southold. The North Fork's extensive network of cycling-friendly roads, including sections of New York State Bicycle Route 25, ensures a pleasant and safe experience, with plenty of opportunities to stop at local wineries and farm stands along the way.
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Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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19.8km
01:10
70m
70m
The Hashamomuck Beach – Hummels Pond loop from Southold is an easy touring cycling route that perfectly captures the North Fork's serene beauty. You'll pedal through a lovely mix of coastal marshlands and agricultural fields, offering a refreshing escape into nature and rural scenery. This 12.3-mile (19.8 km) loop, with its gentle 246 feet (75 metres) of elevation gain, is designed for a relaxed pace, taking about 1 hour and 9 minutes to complete.
This cycling trail is ideal for anyone seeking a low-effort, high-reward ride, making it a great option for family friendly cycling near Hashamomuck Beach Hummels Pond. The terrain is predominantly paved, ensuring a smooth experience for cyclists of all fitness levels. Its easy difficulty means you can enjoy the views without pushing too hard, making it a popular choice for beginner touring cycling.
As one of the best touring cycling routes in Southold Long Island, this loop is a local gem in the Mattituck area, celebrated for its vineyards, farmlands, and distinctive coastal marshlands. It offers a wonderful way to immerse yourself in the region's charm and natural environment, providing a peaceful and accessible outdoor adventure.
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Popular around Cutchogue
Tips from the Community
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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Frequently Asked Questions
How many touring cycling routes are available around Cutchogue?
There are 10 touring cycling routes around Cutchogue listed on komoot, offering a variety of experiences for different skill levels.
What kind of terrain can I expect on touring cycling routes in Cutchogue?
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.
Are there any easy touring cycling routes suitable for beginners in Cutchogue?
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.
What are some scenic landmarks or attractions I can see along the touring cycling routes?
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.
Are there any family-friendly touring cycling routes in Cutchogue?
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.
What is the best time of year for touring cycling in Cutchogue?
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.
Are there any circular touring cycling routes in Cutchogue?
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.
Where can I find parking or access points for the cycling routes?
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.
What do other touring cyclists enjoy most about cycling in Cutchogue?
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.
Can I incorporate stops at local wineries or cafes into my cycling tour?
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.
Are there longer, more challenging touring cycling routes available?
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.
Are there any less crowded touring cycling routes in Cutchogue?
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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