4.5
(4)
64
riders
7
rides
Touring cycling around Mattituck offers routes through a landscape characterized by primarily flat terrain with some rolling hills. The region features expansive vineyards, lush farmlands, and coastal marshlands. Cyclists can expect views of Peconic Bay and the Long Island Sound, providing a blend of agricultural and maritime scenery.
Last updated: June 18, 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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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.
2
riders
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.
5
riders
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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Popular around Mattituck
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 7 touring cycling routes available around Mattituck, offering a variety of experiences from easy rides to more moderate paths. These routes are highly rated by the komoot community, with an average score of 4.5 stars.
Mattituck's touring cycling routes feature primarily flat terrain with some gentle rolling hills. You'll cycle past expansive vineyards, lush farmlands, and charming coastal marshlands, often with scenic views of Peconic Bay and the Long Island Sound.
Yes, Mattituck offers several easy touring cycling routes. For a shorter, accessible ride, consider the Beach – Jockey Creek Bridge loop from Town of Southold, which covers 17.3 km (10.7 miles) and takes about an hour to complete. Another easy option is the Hashamomuck Beach – Hummels Pond loop from Town of Southold, a 19.8 km (12.3 miles) trail through coastal marshlands and agricultural fields.
Many routes in Mattituck provide excellent coastal views. The Hashamomuck Beach – Orient Beach State Park loop from Southold is a moderate 47.9 km (29.8 miles) path that traverses coastal areas and offers beautiful bay views, including Hashamomuck Beach and Orient Beach State Park. These areas are known for their sand, shells, and opportunities for birdwatching.
For a longer ride, the Mitchell Park – Orient Beach State Park loop from Mattituck is a moderate 83.8 km (52.1 miles) trail. This route offers extensive views of coastal areas and agricultural landscapes, making it a great option for those seeking a more extended cycling experience.
Mattituck's routes often pass by significant local attractions. You'll find numerous vineyards offering tasting opportunities, as well as farm stands with local produce. Mitchell Park and Orient Beach State Park are common stops, providing amenities like swim beaches, hiking trails, and picnic areas. You might also spot local wildlife such as ospreys and turkeys.
The region is generally pleasant for cycling from spring through fall. The weather is typically mild, allowing for comfortable rides through vineyards, farmlands, and coastal areas. During these seasons, you'll find farm stands and wineries in full operation, enhancing the touring experience.
Yes, many of the touring cycling routes around Mattituck are designed as loops, allowing you to start and end in the same location. Examples include the Marratooka Lake – Oregon Hills loop from Southold, a moderate 40.7 km (25.3 miles) route, and the Hashamomuck Beach – Hummels Pond loop from Town of Southold.
The area is highly rated by the komoot community, with an average score of 4.5 stars. Cyclists frequently praise the picturesque landscapes, which blend agricultural scenery with stunning coastal views. The mostly flat terrain and well-integrated local attractions like vineyards and farm stands also contribute to a highly enjoyable experience.
Absolutely. Mattituck is located in a renowned wine country, and many touring cycling routes are specifically designed to traverse expansive vineyards. You'll have ample opportunities to cycle past and stop at various wineries for tastings, experiencing the region's agricultural heritage firsthand.
Yes, Mattituck offers touring cycling routes suitable for various fitness levels. You'll find easy rides perfect for a leisurely pace, as well as moderate routes that require a good level of fitness for longer distances and slightly more elevation gain. There are no routes classified as difficult in this selection.


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