4.0
(2)
131
riders
39
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: July 2, 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.

Sign up for free
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
60.6km
02:50
290m
290m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
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.
1
0
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.
0
0
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.
0
0
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.
0
0
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.
0
0
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.
0
0
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.


Browse the best Road cycling routes in other regions.