4.3
(3)
177
riders
38
rides
Road cycling routes around North Plymouth traverse a diverse landscape characterized by coastal areas, numerous ponds, and extensive woodlands. The region offers varied terrain, from relatively flat coastal paths to routes with moderate elevation gains through forested areas. Cyclists can explore routes that wind past natural features such as salt marshes and state forests. This combination of natural elements provides a compelling environment for road cycling.
Last updated: October 18, 2026
22
riders
45.3km
02:01
250m
250m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
20
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.

4.0
(1)
15
riders
32.4km
01:26
220m
220m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(1)
17
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
10
riders
42.3km
02:12
240m
240m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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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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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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Situated in Plymouth and Carver in southeastern Massachusetts, Myles Standish State Forest, about 45 miles south of Boston, stands as the region's largest publicly owned recreational space. Managed by the Department of Conservation and Recreation (DCR), it offers expansive natural landscapes for outdoor activities and leisure. With plenty of interesting trees and wildlife, it is a joy to cycle through.
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Powder Point Bridge is an intriguingly long wooden bridge. If you happen to cross it at the same time as a car, the sound of the wooden boards rattling with the weight of the vehicle is something to behold. Fear not, it will hold the weight of all of you and has done since 1986 when the bridge was rebuilt following a fire. The previous structure was built in 1892.
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This is a beautiful beach of soft sand, close to both Duxbury and Marshville. Some say it is one of the best beaches in all of Massachusetts. It is a particularly lovely place to catch the sunset. Golden hour on the beach is something very special.
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North Plymouth offers a wide selection of road cycling routes, with over 30 different tours available for exploration. These routes cater to various skill levels, from moderate to difficult.
Yes, North Plymouth has several options suitable for beginners. There are 11 easy routes, many of which feature well-paved surfaces and offer a gentle introduction to road cycling in the area. The Duxbury Beach Reservation – Powder Point Bridge loop from Kingston, for example, is a moderate 28.3-mile path that offers coastal views without excessive difficulty.
For those seeking longer rides, North Plymouth offers several extended routes. The New Long Pond – Three Cornered Pond loop from Plymouth North High School spans over 81 km, providing a substantial challenge. Another long option is the Myles Standish State Forest – Rocky Pond loop from Kingston, which is a difficult route covering over 141 km.
Many of the road cycling routes in North Plymouth are designed as loops, allowing you to start and finish at the same point. Examples include the College Pond – Three Cornered Pond loop from Plymouth and the Rocky Pond – East Head Pond loop from Plymouth, both offering diverse scenery in a circular format.
Road cycling in North Plymouth offers a diverse range of landscapes. You'll encounter coastal areas with views of salt marshes and the ocean, numerous ponds like Three Cornered Pond and New Long Pond, and extensive woodlands, including parts of Myles Standish State Forest. The North Plymouth Rail Trail, for instance, provides spectacular views of a salt marsh, the ocean, Plymouth Beach, and Kingston Bay.
Yes, many routes offer scenic viewpoints and pass by notable attractions. The North Plymouth Rail Trail provides cliff-top ocean views. You can also find attractions such as the historic Mayflower II and Plymouth Rock near the waterfront. For natural beauty, routes often pass by ponds like Rocky Pond and East Head Pond, and through areas like Myles Standish State Forest.
The road cycling experience in North Plymouth is highly rated by the komoot community, with an average score of 4.0 stars. Cyclists often praise the diverse landscapes, which combine coastal paths, serene ponds, and extensive state forests, offering varied terrain for different ability levels.
While specific recommendations vary, the region's diverse landscapes, including coastal areas and woodlands, are generally enjoyable during spring, summer, and fall. These seasons offer pleasant weather for exploring the well-paved routes and scenic trails. Winter cycling might be possible but could involve more challenging conditions.
Absolutely. Many road cycling routes in North Plymouth traverse or border significant natural areas. Myles Standish State Forest, a 12,400-acre preserve, features prominently in routes like the Myles Standish State Forest – Rocky Pond loop from Kingston. Other routes pass through areas with multiple ponds and woodlands, offering a refreshing natural environment.
Yes, North Plymouth is known for its coastal beauty. The Duxbury Beach Reservation – Powder Point Bridge loop from Kingston provides excellent coastal views. The North Plymouth Rail Trail also offers spectacular views of a salt marsh, the ocean, Plymouth Beach, and Kingston Bay, making it a great option for enjoying the seaside while cycling.
Many road cycling routes in North Plymouth incorporate the region's numerous ponds and lakes. For example, the College Pond – Three Cornered Pond loop from Plymouth and the Rocky Pond – East Head Pond loop from Plymouth both wind through areas featuring multiple ponds, offering picturesque views and tranquil settings.


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