The best road cycling routes around Montauk
4.9
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380
riders
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Road cycling routes around Montauk offer a diverse landscape at the eastern tip of Long Island, New York. The region features a blend of coastal beauty, rolling terrain, and preserved parklands. Cyclists can expect picturesque views of the Atlantic Ocean, historic sites, and charming local scenery. The area provides well-paved surfaces suitable for various fitness levels.
Best road cycling routes around Montauk
- The most popular road cycling route is Montauk Point State Parkway – Montauk Point Lighthouse loop from Montauk, an 18.1 miles (29.1 km) trail that takes 1 hour 17 minutes to complete. This easy route offers scenic views of the ocean and the historic Montauk Point Lighthouse.
- Another top favourite among local road cyclists is Montauk Point Lighthouse – Hither Hills State Park loop from Montauk, a moderate 35.8 miles (57.6 km) path. This route provides expansive vistas as it connects the iconic lighthouse with the natural beauty of Hither Hills State Park.
- Local road cyclists also love the Hither Hills State Park – Gerard Drive Coastal Road loop from Montauk, a 64.0 miles (102.9 km) trail leading through coastal roads and parklands, often completed in about 4 hours 6 minutes.
- Road cycling around Montauk is defined by coastal paths, rolling terrain, and preserved parklands. The network offers options for different ability levels, from easy loops to more challenging long-distance rides.
- The routes in Montauk are highly rated by the komoot community with an average score of 4.8 stars from more than 10 reviews. More than 250 road cyclists have used komoot to explore Montauk's varied terrain.
Last updated: September 28, 2026
5.0
(1)
94
riders
29.6km
01:20
190m
190m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(1)
69
riders
58.4km
02:30
270m
270m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
50
riders
104km
04:09
390m
390m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
27
riders
37.0km
01:27
110m
110m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(1)
37
riders
52.9km
02:23
280m
280m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Other adventures around Montauk
Tips from the Community
The Old Montauk Highway leads to a trail through the woods with a gate that says closed to traffic. We took it and it’s fine. There’s a nice parking area with a cliff view at the end just before you get to the lighthouse, check it out.
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This is really a stunning area. Beaches as long your look is reaching. And please do a stop
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Camp Hero State Park covers 415 acres of wooded areas and a beachfront with a historic military installation. Hikers, runners, bikers, and horseback riders can explore the trail systems going through forests, freshwater wetlands, ocean vistas, and bluffs. Swimming is not allowed here.
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Napeague State Park, in Long Island, offers a pristine coastal respite. Its unspoiled beaches stretch for miles, providing a perfect setting for sunbathing, beach going and hiking. The park's natural beauty, encompassing dunes and diverse wildlife, inviting you to enjoy its natural beauty in this largely undeveloped and unspoiled park.
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The 192-acre freshwater Fort Pond, in Montauk, is a hidden gem in the area, offering an immense amount of serenity during a ride.
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The Gardiner Windmill and Rev. Thomas James Homesite in East Hampton, New York, are integral to the area's history. Erected around 1804 by Nathaniel Dominy V, the Gardiner Windmill, also known as the Pantigo Windmill, is a Dutch-style gristmill that has stood as a testament to East Hampton's past. The Rev. Thomas James Homesite, associated with East Hampton's first settled minister, Reverend Thomas James, offers a glimpse into early colonial history. These two locations provide a glimpse into East Hampton's colonial heritage as you ride past.
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Sag Harbor is a picturesque village on the East End of Long Island, New York. It boasts a rich maritime history dating back to the 18th and 19th centuries and served as a vital port for whaling and shipping industries. With historic landmarks like the Old Whaler's Church and the Sag Harbor Whaling and Historical Museum, the village preserves its seafaring heritage. The scenic waterfront is dotted with boats and surrounded by historic architecture, adding to the village's charm. Sag Harbor also has theaters, galleries, local shops, and great restaurants and coffee shops making it an awesome place to relax after a long ride.
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Frequently Asked Questions
How many road cycling routes are available in Montauk?
Montauk offers a diverse selection of over 15 road cycling routes, catering to various skill levels. These routes provide picturesque views of the Atlantic Ocean, historic sites, and charming local scenery.
What kind of terrain can I expect on Montauk's road cycling routes?
You can expect a blend of coastal beauty, rolling terrain, and preserved parklands. While the area is generally flat, there is a short, hilly section near the Montauk Point Lighthouse. Routes often feature well-paved surfaces, making them accessible for various fitness levels.
Are there road cycling routes suitable for beginners in Montauk?
Yes, Montauk has several easy road cycling routes perfect for beginners. For example, the Montauk Point State Parkway – Montauk Point Lighthouse loop from Montauk is an easy 18.1-mile (29.1 km) ride offering scenic ocean views. Another accessible option is the Gerard Drive Coastal Road – Napeague State Park loop from Napeague State Park, which is 21.6 miles (34.7 km) long.
Are there challenging road cycling routes for experienced cyclists in Montauk?
For more experienced cyclists seeking a challenge, Montauk offers moderate to longer routes. The Hither Hills State Park – Gerard Drive Coastal Road loop from Montauk is a substantial 64.0-mile (102.9 km) trail that leads through coastal roads and parklands. Another option is the Montauk Point Lighthouse – Hither Hills State Park loop from Montauk, a moderate 35.8-mile (57.6 km) path with expansive vistas.
What scenic viewpoints can I discover while road cycling in Montauk?
Montauk's routes offer numerous scenic viewpoints. You can enjoy panoramic views of the Atlantic Ocean and Block Island Sound from Montauk Point Lighthouse. Other notable spots include Nominicks Overlook, Waterfence Overlook, and Hither Hills Overlook, providing stunning panoramas of the coastline. The 'Keyhole' also offers impressive views overlooking Gardiners Island.
What interesting landmarks or attractions can I see along the road cycling routes?
Beyond the natural beauty, you can encounter several landmarks. The iconic Montauk Point Lighthouse is a prominent feature. You might also pass through Camp Hero State Park, a former WWII military installation with diverse landscapes and glimpses of old ruins. Many routes also offer views of Montauk Point itself.
Where can I find parking for road cycling routes in Montauk?
Many of Montauk's state parks, such as Montauk Point State Park, Camp Hero State Park, and Hither Hills State Park, offer parking facilities that can serve as convenient starting points for your road cycling adventures.
Are there bike rental options in Montauk?
Yes, for visitors without their own bikes, Montauk Cycle Company offers rentals, including beach cruisers, which are ideal for leisurely rides to the beach or exploring the dock area.
What is the best time of year for road cycling in Montauk?
Montauk is generally appealing for road cycling during the warmer months, from late spring through early autumn, when the weather is mild and coastal breezes are pleasant. This period allows for comfortable rides and optimal enjoyment of the scenic views.
What do other road cyclists enjoy most about road cycling in Montauk?
The road cycling routes in Montauk are highly rated by the komoot community, with an average score of 4.8 stars from more than 10 reviews. Cyclists often praise the diverse landscapes, the blend of coastal beauty and parklands, and the well-paved surfaces that make for an enjoyable ride.
Are there any loop trails for road cycling in Montauk?
Many of Montauk's road cycling routes are designed as loops, allowing you to start and end at the same point. Examples include the Montauk Point State Parkway – Montauk Point Lighthouse loop from Montauk and the Montauk Point Lighthouse – Montauk Point State Parkway loop from Camp Hero State Park, providing convenient circular journeys.
Are there road cycling routes that pass by cafes or places to stop?
Montauk's charming local scenery often includes opportunities for cafe stops. Routes that wind through the town or along the harbor area, such as those near Montauk Harbor, will likely offer places to pause for refreshments and enjoy the local atmosphere.
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