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Routes
Road cycling routes
United States
Massachusetts
Plymouth County

Kingston

The best road cycling routes around Kingston

180

riders

43

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.

Best road cycling routes around Kingston

  • The most popular road cycling route is College Pond –…

Last updated: May 16, 2026

21

riders

#1.

Duxbury Beach Reservation – Powder Point Bridge loop from Kingston

45.7km

02:03

250m

250m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard
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Popular around Kingston

Hiking around Kingston

Running Trails around Kingston

Cycling around Kingston

Tips from the Community

mtm05005
June 30, 2025, Bay Farm

Bay Farm is a beautiful nature preserve on the Kingston Bay shoreline. There are several trails that take you through the green space, including the Bay Circuit Trail, and there are amazing views of the bay.

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Hans
September 5, 2024, Leonards Pond

If you love “silent” looks

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The Mayflower is one of the United States' national treasures. The ship is a reminder of the many ships that crossed the Atlantic in the 17th century. Since 1957, a scale replica, the Mayflower II, has been moored in the port of Plymouth in Massachusetts. Today, the Mayflower II is a floating training and work ship. The ship was restored in 2020 and added to the National Register of Historic Places. https://plimoth.org/plan-your-visit/explore-our-sites/mayflower-ii

Translated by Google

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Sandra
May 31, 2024, Mayflower II

A faithful replica of the Mayflower on which the first settlers arrived in Plymouth in 1620. In 1957 it sailed from Plymouth in Great Britain to Plymouth Massachusetts.

Translated by Google

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Hans
May 8, 2024, Mayflower II

Replica but still historically significant

Translated by Google

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Lisa
February 26, 2024, Myles Standish Monument

It's worth parking your bike to climb up the 125 granite steps leading to the viewing area at the top of the Myles Standish Monument. Even if the viewing area isn't open, you can still get some great views from the nearby hill.

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mtm05005
February 22, 2024, Rocky Pond

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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Frequently Asked Questions

What kind of terrain can I expect on road cycling routes around Kingston?

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.

Are there road cycling routes with significant elevation gain for more advanced riders?

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.

What are some scenic viewpoints or natural features to look out for on Kingston's road cycling routes?

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.

Are there any family-friendly road cycling routes in the Kingston area?

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.

What attractions or landmarks can I see along road cycling routes near Kingston?

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.

What is the best time of year for road cycling in Kingston?

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.

Are there circular road cycling routes available around Kingston?

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.

How many road cycling routes are available in the Kingston area?

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.

What do other road cyclists enjoy most about cycling in Kingston?

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.

Can I access road cycling routes in Kingston using public transport?

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.

Where can I find information about cycling events or groups in Kingston?

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.

Are there any less crowded road cycling routes in Kingston?

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.

Most popular routes around Kingston

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Browse the best Road cycling routes in other regions.

ScituateHullNorth ScituateWompatuck State ParkBrocktonBridgewaterBoston Harbor Islands National Recreation AreaAmes Nowell State ParkNorth LakevilleMarshfield HillsHansonWhite Island ShoresMiddleborough CenterOnsetNorth PembrokeAbingtonHinghamMarion CenterLeonards Pond Recreation AreaPilgrim Memorial State ParkWeweanticWareham CenterWest WarehamPlymouthSouth DuxburyNorth PlymouthOcean Bluff-Brant RockWebster'S WildernessDuxburyGreen HarborCedar CrestMyles Standish State ForestEllisville Harbor State ParkMattapoisett CenterThe PinehillsMassasoit National Wildlife RefugeMarshfieldManomet Recreation Area

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