4.5
(4)
120
riders
33
rides
Road cycling routes in Pilgrim Memorial State Park traverse an area characterized by a network of ponds and woodlands. The terrain features rolling hills and varied landscapes, providing diverse conditions for road cyclists. Routes often follow paved roads that wind through natural settings, offering a mix of open stretches and tree-lined sections. The region's physical features include numerous water bodies and moderate elevation changes.
Last updated: July 16, 2026
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.
5
riders
74.2km
03:33
460m
460m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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7
riders
80.3km
03:55
370m
370m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
4.0
(1)
9
riders
45.1km
02:01
280m
280m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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.
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Popular around Pilgrim Memorial State Park
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
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‘Plymouth Rock’ is the historic site where the Mayflower settlers landed and founded the Plymouth Colony in December 1620. https://en.m.wikipedia.org/wiki/Plymouth_Rock
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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.
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This barrier beach is as long as the name implies, stretching about three miles out into the ocean. It's a great spot for birding or just taking in the spectacular views, which you can enjoy from the beach itself or from the road. (Ryder Way runs almost the entire length of the beach.)
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Plymouth Long Beach is a popular beach in Plymouth. As the name suggests, the beach is long, and it stretches out into the bay. There is a road that runs along the beach that gives you great views of the beach and the water.
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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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The road cycling routes in Pilgrim Memorial State Park primarily feature moderate difficulty. Out of 31 total routes, 17 are rated as moderate, with 12 easier options and 2 more challenging ones. This makes the park accessible for a range of cycling abilities.
Yes, Pilgrim Memorial State Park offers several road cycling routes suitable for beginners. There are 12 routes specifically rated as easy, providing a good starting point for those new to road cycling or looking for a more relaxed ride.
Route durations vary, but many popular moderate routes take around 2.5 to 3.5 hours to complete. For example, the College Pond – Three Cornered Pond loop from Plymouth typically takes about 2 hours 57 minutes, while the Charge Pond – College Pond loop from Plymouth is closer to 3 hours 33 minutes.
Pilgrim Memorial State Park's terrain, characterized by ponds and woodlands, is generally enjoyable from spring through fall. The moderate elevation changes and tree-lined sections offer pleasant conditions, though specific weather can vary. It's always best to check local forecasts before heading out.
Road cycling in Pilgrim Memorial State Park offers diverse scenery, including a network of ponds, dense woodlands, and rolling hills. Routes often wind through natural settings, providing a mix of open stretches and tree-lined sections, with numerous water bodies contributing to the picturesque landscape.
Many of the prominent road cycling routes in Pilgrim Memorial State Park are indeed loops. Examples include the College Pond – Three Cornered Pond loop from Plymouth and the Rocky Pond – East Head Pond loop from Plymouth, which allow cyclists to start and finish at the same point.
The area is highly rated by the komoot community, with an average score of 4.0 stars. Reviewers often praise the varied terrain, which includes rolling hills and routes that traverse a network of ponds and woodlands, offering engaging rides through natural settings.
The routes in Pilgrim Memorial State Park generally follow paved roads. These roads wind through natural settings, offering a mix of open stretches and tree-lined sections. While conditions are typically good for road bikes, it's always advisable to be aware of seasonal changes or recent weather impacts.
While the routes themselves primarily traverse natural areas with ponds and woodlands, many start or pass near Plymouth. Cyclists can typically find cafes and refreshment options in the town before or after their ride, or plan their route to pass through areas with amenities.
There are over 30 road cycling routes available in Pilgrim Memorial State Park, offering a wide variety of options for different skill levels and preferences. This includes 12 easy, 17 moderate, and 2 difficult routes.
Yes, families can enjoy road cycling in Pilgrim Memorial State Park, especially given the 12 easy-rated routes available. These routes offer a less strenuous experience, allowing families to explore the park's ponds and woodlands at a comfortable pace.
Given the park's characteristics of woodlands and numerous water bodies, there is a good chance of spotting local wildlife. Cyclists might encounter various bird species, small mammals, and other creatures typical of New England's natural environments, especially during quieter times of day.
One of the longer routes available is the New Long Pond – Three Cornered Pond loop from Plymouth North High School, which spans 81.25 kilometers (approximately 50.5 miles) and is rated as moderate.


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