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Hashamomuck Beach – Orient Beach State Park loop from Southold
47.9km
02:43
120m
120m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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By Fede from komoot
·
Updated June 5, 2026
If you've ever tried to plan touring cycling around New Suffolk, you know how overwhelming the options can be. With so many roads and paths, it's tough to tell which routes are genuinely worth your time and effort, and which are just filler. You're looking for the best cycling routes New Suffolk has to offer, not just any route. That's where we come in. Our komoot community has mapped, ridden, and reviewed countless routes here, so we've done the legwork to bring you a curated shortlist of the ones that truly deliver.
Touring cycling around New Suffolk is defined by its charming, low-lying terrain and quiet country roads. Expect sun-splashed views as you pedal through expansive farmlands, vineyards, and along scenic waterfronts of both the Long Island Sound and Peconic Bay. The region is generally flat, making it a cyclist's dream for accessible rides, with options ranging from easy loops to more moderate challenges across the broader North Fork.
If you only do one ride, we'd start with the popular Hashamomuck Beach – Orient Beach State Park loop from Southold. This 29.8 miles (47.9 km) route offers classic coastal views and passes through natural park areas, giving you a real taste of the area. For a shorter, easier spin that still captures the local charm, the Beach – Jockey Creek Bridge loop from Southold, at 10.7 miles (17.3 km), is a fantastic choice. Ready to explore? More than 60 touring cyclists have already used komoot to discover these routes and more.
Trail | Distance | Elevation | Difficulty |
|---|---|---|---|
| Hashamomuck Beach – Orient Beach State Park loop from Southold | 47.9 km | 120 m | Moderate |
| Mitchell Park – Orient Beach State Park loop from Mattituck | 83.8 km | 210 m | Moderate |
| Beach – Jockey Creek Bridge loop from Southold | 17.3 km | 50 m | Easy |
| Hashamomuck Beach – Hummels Pond loop from Southold | 19.8 km | 70 m | Easy |
| Jockey Creek Bridge – Marratooka Lake loop from Southold | 40.7 km | 140 m | Moderate |
47.9km
02:43
120m
120m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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83.8km
04:50
210m
210m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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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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40.7km
02:21
140m
140m
The Jockey Creek Bridge – Marratooka Lake loop from Southold offers a charming touring cycling experience through the heart of Long Island's North Fork. You'll glide along mostly paved roads, passing through picturesque vineyards and farmlands, with tranquil views of coastal marshlands and the serene Marratooka Lake. This moderate 25.3-mile (40.7 km) route, with its gentle 458 feet (140 metres) of elevation gain, provides a relaxing ride that typically takes around 2 hours and 21 minutes to complete.
Planning your visit is straightforward, as the route is generally accessible. While specific parking details aren't highlighted, Southold offers various public parking options. The North Fork is a popular destination, so consider cycling during off-peak hours or seasons for a quieter experience. Always ensure your bike is in good condition and carry water, especially if you plan to explore during warmer months.
What makes this route stand out is its blend of rural charm and natural beauty, characteristic of the North Fork. The Marratooka Lake Preserve is a notable feature, offering a peaceful spot for nature observation and bird watching. This loop is an excellent way to experience the region's unique atmosphere, combining agricultural landscapes with lakeside and coastal scenery, making it a favorite among Southold cycling trails.
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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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If you hit it big on Wall Street you too can own your own island.
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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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There are 9 touring cycling routes available around New Suffolk, offering a variety of experiences for cyclists. These routes are generally characterized by low-lying terrain and quiet country roads, making the North Fork region suitable for touring.
The terrain for touring cycling in New Suffolk and the surrounding North Fork region is predominantly low-lying and flat. This makes it ideal for touring cyclists looking for accessible rides through farmlands, vineyards, and along coastal vistas without significant elevation changes.
Yes, New Suffolk offers several easy touring cycling routes suitable for beginners or those looking for a relaxed ride. For instance, the Beach – Jockey Creek Bridge loop from Town of Southold is an easy 10.7-mile (17.3 km) trail, and the Hashamomuck Beach – Hummels Pond loop from Town of Southold is another easy option covering 12.3 miles (19.8 km).
Touring cycling routes around New Suffolk offer diverse and picturesque landscapes. You can expect to cycle through expansive farmlands, scenic vineyards, and enjoy beautiful coastal vistas along both the Long Island Sound and Peconic Bay. Many routes also pass through charming small towns and natural park areas like Orient Beach State Park.
Yes, touring cycling routes in New Suffolk often pass by notable attractions and natural features. You can enjoy waterfront views, explore local beaches like New Suffolk Beach, and cycle through areas surrounded by vineyards, offering opportunities for wine tasting. Routes like the Hashamomuck Beach – Orient Beach State Park loop from Southold will take you through natural park areas, while others traverse the scenic North Fork region known for its unique architecture and charming hamlets.
Yes, many of the touring cycling routes around New Suffolk are designed as loops, allowing you to start and end at the same point. Examples include the Mitchell Park – Orient Beach State Park loop from Mattituck, which is a moderate 52.1-mile (83.8 km) path, and the Marratooka Lake – Oregon Hills loop from Southold, a moderate 25.3-mile (40.7 km) route.
Absolutely. The generally flat and low-lying terrain of New Suffolk and the North Fork makes it an excellent choice for family-friendly touring cycling. There are several easy routes, such as the Beach – Jockey Creek Bridge loop from Town of Southold, which are suitable for various skill levels, allowing families to enjoy the scenic farmlands and coastal paths together.
While specific parking lots for cyclists are not detailed, the region is generally accommodating. Many small towns and attractions in the North Fork, including New Suffolk, offer public parking options. It's advisable to check local regulations or specific starting points for routes for the most convenient parking.
New Suffolk is located on the North Fork of Long Island. The Long Island Rail Road (LIRR) provides service to stations in nearby towns like Southold or Mattituck, which are accessible with bikes during off-peak hours. From these stations, you can cycle to New Suffolk and access the touring routes. Always check LIRR's current bike policy and schedules before planning your trip.
The best time for touring cycling in New Suffolk is typically during the spring, summer, and fall months. These seasons offer pleasant weather for exploring the farmlands, vineyards, and coastal areas. Fall, in particular, provides beautiful foliage and harvest activities in the vineyards, while summer allows for enjoyment of the beaches and waterfronts.
Yes, the North Fork region, including New Suffolk and its surrounding towns, is well-known for its numerous vineyards, farm stands, cafes, and restaurants. Many touring cycling routes pass through or near these establishments, offering plenty of opportunities to stop for refreshments, a meal, or wine tasting experiences.
The touring cycling routes in New Suffolk are highly rated by the komoot community, with an average score of 4.5 stars from more than 4 reviews. Cyclists often praise the quiet country roads, the scenic beauty of the farmlands and vineyards, and the picturesque coastal views along the routes.


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