The best road cycling routes around Long Island
3.9
(53)
408
riders
72
rides
Road cycling around Long Island offers diverse landscapes, from coastal paths with ocean views to routes winding through woodlands and farmlands. The region's topography includes extensive shorelines, preserves, and agricultural areas, providing varied scenery for cyclists. The landscape features relatively flat terrain, with some gentle rises through wooded sections and areas shaped by glacial activity. This network of paths caters to different preferences, allowing for both leisurely rides and more extended excursions.
Best road cycling routes around Long Island
- The…
Last updated: July 8, 2026
7
riders
28.6km
01:13
150m
150m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
9
riders
79.8km
03:34
540m
530m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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6
riders
42.5km
01:43
200m
200m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
3.0
(5)
4
riders
30.2km
01:23
270m
270m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
2
riders
40.5km
01:53
310m
310m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Tips from the Community
The castle now houses the Fermanagh County Museum, which focuses on the history, culture and natural history of the county.
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Gorgeous views of the Lough, well paved surface
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In the graveyard are several interesting stones, probably the most noted one is known as the Bishops stone, this odd shaped stone has been altered and reused several times, originally thought to have been a carved figure similar to those on nearby White Island. Another stone with a lot of history is the large slab standing west of the bishops stone, one side of the stone bears at least twelve cup-shaped hollows, see image above right, which suggest this maybe a multiple bullaun stone/cup marked stone that has been reused as an early Christian cross slab, as on the obverse face is a Greek cross in a circle with a bifurcated stem. Situated south of the bullaun stone is a holed stone, as the image shows this stone is half embedded in the ground. Immediately to the West of the holed stone is a broken 1.2 metre high stone pillar. This stone may have been damaged. http://www.megalithicireland.com/Killadeas.htm
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The magnificent Enniskillen Castle is situated in the heart of Enniskillen on the banks of the River Erne. The castle was founded in the 15th century by Hugh 'The Hospitable' Maguire and belonged to the Maguire family for centuries. Between 2007 and 2013 a massive refurbishment took place so that the castle could be opened to the public. Today you can explore the castle grounds and learn about this landmarks rich history.
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In the graveyard are several interesting stones, probably the most noted one is known as the Bishops stone, this odd shaped stone has been altered and reused several times, originally thought to have been a carved figure similar to those on nearby White Island. Another stone with a lot of history is the large slab standing west of the bishops stone, one side of the stone bears at least twelve cup-shaped hollows, see image above right, which suggest this maybe a multiple bullaun stone/cup marked stone that has been reused as an early Christian cross slab, as on the obverse face is a Greek cross in a circle with a bifurcated stem. Situated south of the bullaun stone is a holed stone, as the image shows this stone is half embedded in the ground. Immediately to the West of the holed stone is a broken 1.2 metre high stone pillar. This stone may have been damaged. http://www.megalithicireland.com/Killadeas.htm
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In the graveyard are several interesting stones, probably the most noted one is known as the Bishop's stone, this odd shaped stone has been altered and reused several times, originally thought to have been a carved figure similar to those on nearby White Island. - http://www.megalithicireland.com/Killadeas.htm
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The magnificent Enniskillen Castle is situated in the heart of Enniskillen on the banks of the River Erne. The castle was founded in the 15th century by Hugh 'The Hospitable' Maguire and belonged to the Maguire family for centuries. Between 2007 and 2013 a massive refurbishment took place so that the castle could be opened to the public. Today you can explore the castle grounds and learn about this landmarks rich history.
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Refresh your senses at you run by this lovely lough situated just outside of Enniskillen's town centre in County Fermanagh.
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Frequently Asked Questions
What kind of terrain can I expect on Long Island's road cycling routes?
Long Island offers a diverse range of landscapes for road cycling. You can expect coastal paths with expansive ocean views, routes winding through lush woodlands and meadows, and picturesque farmlands, especially on the North Fork. While many routes feature relatively flat terrain, some sections through wooded areas may include gentle rises.
How many road cycling routes are available in Long Island?
There are over 80 road cycling routes available in Long Island, catering to various skill levels. This includes 25 easy routes, 50 moderate routes, and 11 more challenging options, ensuring there's something for every cyclist.
What do other cyclists say about road cycling in Long Island?
The road cycling routes in Long Island are highly rated by the komoot community, with an average score of 4.0 stars from over 50 reviews. Cyclists often praise the varied scenery, from coastal vistas to tranquil woodlands, and the well-maintained paths that make for enjoyable rides.
Are there routes suitable for beginners or families in Long Island?
Yes, Long Island offers numerous easy and family-friendly road cycling routes. These often feature flatter terrain and pass through scenic, less trafficked areas. For example, the Enniskillen Castle – Enniskillen Castle loop from Ballinamallard is an easy 42.6 km route with gentle elevation changes, perfect for a relaxed ride.
Are there more challenging road cycling routes in Long Island?
For those seeking a greater challenge, Long Island does offer routes with more sustained climbs and longer distances. The Boa Island loop from Brewster Park is a moderate 79.8 km path with varied terrain and some notable ascents, providing a good workout for experienced riders.
What are some scenic viewpoints or natural features I can see along the routes?
Long Island's routes are rich with scenic beauty. You can enjoy stunning coastal views, expansive marshes, and diverse ecosystems. Inland, routes often pass through woodlands, open meadows, and even vineyards on the East End. The View of Enniskillen Castle loop from Ballinamallard offers picturesque landscapes, including views of historical sites.
Are there any historical sites or cultural attractions along the road cycling routes?
Yes, many routes pass by or are near significant historical and cultural attractions. You might cycle past historic estates, charming villages, or even ancient structures. Notable sites include Enniskillen Castle, Castle Coole, and Killadeas Priory Church and Early Christian Stones, adding a cultural dimension to your ride.
Can I find loop trails for road cycling in Long Island?
Yes, Long Island features several excellent loop trails for road cycling. These circular routes allow you to start and end at the same point, making logistics easier. Examples include the popular Bishop's Stone loop from Ballinamallard and the Shore Road loop from Enniskillen.
What is the best season for road cycling in Long Island?
Spring and fall are generally considered the best seasons for road cycling in Long Island. The weather is typically mild, and the natural scenery is at its most vibrant, whether it's spring blossoms or autumn foliage. Summer can also be enjoyable, especially for coastal rides, but be prepared for warmer temperatures and potentially more crowds.
Are there places to stop for food or drinks along the routes?
Many road cycling routes in Long Island pass through or near towns and villages where you can find cafes, restaurants, and pubs. Especially in areas like the North Fork, you'll find charming eateries and even vineyards offering refreshments. Planning your route with komoot can help identify suitable stops along the way.
How can I access the road cycling trails in Long Island?
Accessing Long Island's road cycling trails is convenient. Many parks and trailheads offer dedicated parking facilities. While public transport options vary by location, some areas are accessible via Long Island Rail Road (LIRR) with bike-friendly services. It's advisable to check specific route starting points for detailed parking and public transport information.
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