4.3
(3)
222
riders
55
rides
Road cycling routes around Kingston offer diverse terrain where the St. Lawrence River meets Lake Ontario. The region features extensive waterfront paths, varied natural features, and sections of the Limestone Plain. Cyclists can navigate routes that combine urban pathways with rural landscapes, including dedicated bike lanes and multi-use trails. The area provides options ranging from nearly level paths to routes with significant elevation gain.
Last updated: June 28, 2026
19
riders
45.7km
02:03
250m
250m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
16
riders
57.4km
02:57
330m
330m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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6
riders
142km
06:20
610m
610m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
4.0
(1)
12
riders
32.8km
01:29
220m
220m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
5
riders
86.8km
03:53
410m
410m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Kingston
Rocky Pond is one of several ponds in Myles Standish State Forest. This is a great pond for a break during a ride, as you can access it from Bare Hill Road.
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Myles Standish State Forest is covering over 12,400 acres, and is one of the state’s largest and most important protected areas. It is home to many rare habitats and species, including the globally rare Pine Barrens ecosystem, sensitive frost pocket habitats, scores of coastal plain kettle ponds, and 42 rare and endangered plants and animals.
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Leonard's Pond, spans 54 acres in Rochester. Situated to the west of Mary's Pond, it marks the confluence of the west and east branches of the Sippican River, with the Sippican River flowing onward as the outflow from the pond. At this point you gain lovely views looking across the peaceful pond.
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New Long Pond, a 23-acre pond within Myles Standish State Forest in Plymouth, Massachusetts, lies northeast of East Head Reservoir and southwest of College Pond and Three Cornered Pond. Its water quality is compromised by the presence of non-native aquatic plants. With the road running right next to the pond, you get the chance to take a good look of it whilst cycling past.
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Jump off the bike and walk down the footpath to find College Pond. College Pond is one of the many lakes in Myles Standish State Forest. The 53-acre (21 ha) pond has a swimming beach and picnic area on its north shore. It has an average depth of 10 feet (3 m) and is as deep as 24 feet (7.3 m) in places.
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Sampsons Pond, a 310-acre warm water pond in Carver, Massachusetts, lies southwest of Dunham Pond in the South Carver area. With an average depth of nine feet and a max depth of 14 feet, it features clear water with 12 feet transparency. Formerly a marsh, it was excavated during the 19th century for bog iron production, explaining the water's rusty hue and remnants of iron ore in the vicinity. Accessible via a paved launching ramp on Lake View St., the Town of Carver mandates a sticker for parking on town land near the ramp, while trailer boats can launch without a fee.
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Kingston's road cycling routes offer a diverse landscape, from extensive waterfront paths along Lake Ontario and the St. Lawrence River to varied natural features including sections of the Limestone Plain. You'll find routes that combine urban pathways with rural scenery, including dedicated bike lanes and multi-use trails. The region provides options ranging from nearly level paths to routes with significant elevation gain, catering to different skill levels.
Yes, while many routes offer gentle gradients, Kingston also features road cycling routes with more significant elevation gain. For example, the challenging Myles Standish State Forest – Rocky Pond loop from Kingston covers over 141 kilometers with more than 600 meters of ascent, providing a demanding ride for experienced cyclists.
Kingston's location where the St. Lawrence River meets Lake Ontario provides stunning waterfront views. Many routes offer picturesque vistas of the 1000 Islands region, especially if you venture towards the 1000 Islands Parkway. You can also expect to see diverse natural features like conservation areas, wetlands, and farmlands, particularly along trails like the K&P Trail or routes on Wolfe Island.
Yes, Kingston offers several options suitable for families. The Waterfront Pathway, extending over 8 kilometers, provides picturesque and generally flat views along the shore. The Lemoine Point Loop is another excellent choice, featuring an 8 km route with a nearly level, smooth fine gravel path and paved roads within the Lemoine Point Conservation Area, perfect for a relaxed family ride.
While cycling, you can explore various points of interest. Near Kingston, you might encounter historical sites like Plymouth Rock or the Plimoth Grist Mill. The region's extensive waterfront also offers views of Lake Ontario and the St. Lawrence River, and you can even take a ferry to Wolfe Island for a unique cycling experience through a rural community.
The best time for road cycling in Kingston is generally from spring through fall, when the weather is mild and the natural scenery is at its peak. During these seasons, you can fully enjoy the extensive waterfront, conservation areas, and rural landscapes without the challenges of winter conditions. Always check local weather forecasts before heading out.
Yes, many of the road cycling routes around Kingston are designed as loops, offering a convenient way to explore the region without retracing your steps. Examples include the popular College Pond – Three Cornered Pond loop from Plymouth, a moderate 57.4 km trail, and the Duxbury Beach Reservation – Powder Point Bridge loop from Kingston, which offers scenic waterfront views.
There are over 45 road cycling routes available in the Kingston area, catering to a wide range of abilities. These include 16 easy routes, 28 moderate routes, and 3 difficult routes, ensuring options for every cyclist.
The road cycling routes in Kingston are highly rated by the komoot community, with an average score of 4.0 stars. Reviewers often praise the diverse terrain, from extensive waterfront paths to varied natural features, and the options available for different ability levels, from easy loops to more challenging routes with hills.
Kingston has an active transportation network, and while specific public transport access points to every trail might vary, the city is actively improving its cycling infrastructure. Within the city, dedicated bike lanes and multi-use pathways connect to broader trail networks, making it feasible to reach some starting points via public transport. For routes further afield, such as those on Wolfe Island, you would typically use the ferry service.
Kingston has a vibrant cycling community, with organizations like Kingston Veloclub contributing to local cycling activities. While this guide focuses on routes, you can often find information about local events, group rides, and community initiatives through local cycling clubs or the city's tourism website, such as visitkingston.ca.
For those seeking a quieter ride, exploring routes slightly outside the immediate urban core can often lead to less crowded experiences. The K&P Trail, for instance, offers a 22 km section near Kingston that follows old railway lines through natural open landscapes, providing a more serene environment. Similarly, routes on Wolfe Island offer a picturesque ride through a rural community, though you should expect some vehicular traffic.


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