4.7
(25)
1,519
riders
227
rides
Road cycling routes in Plymouth County, Massachusetts, traverse a diverse landscape characterized by an extensive coastline, dense pine and oak forests, and numerous ponds and lakes. The region offers a mix of well-paved surfaces and some routes with varied terrain, including segments suitable for gravel bikes. This geography provides varied elevation profiles, from flat coastal paths to rolling inland roads.
Last updated: April 24, 2026
7
riders
92.1km
03:51
540m
540m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
3
riders
67.6km
02:46
290m
290m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4.0
(1)
1
riders
94.9km
04:01
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
23.9km
01:04
170m
170m
Easy road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
72
riders
81.2km
03:28
350m
350m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(3)
70
riders
234km
10:08
1,330m
1,330m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(3)
95
riders
45.5km
01:56
260m
260m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
42
riders
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(1)
37
riders
100km
04:07
530m
530m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
33
riders
29.6km
01:18
150m
150m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
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Popular around Plymouth County
Road Cycling Routes in Wompatuck State Park
Road Cycling Routes around Scituate
Road Cycling Routes around Hull
Road Cycling Routes around North Scituate
Road Cycling Routes around Brockton
Road Cycling Routes around Bridgewater
Road Cycling Routes in Ames Nowell State Park
Road Cycling Routes around Abington
Road Cycling Routes around North Lakeville
Road Cycling Routes in Boston Harbor Islands National Recreation Area
Paved paths in the park connect to the Cape Cod Rail Trail and the trail into Chatham. Mid-way between Wellfleet and Dennis, great to ride away from traffic.
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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
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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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Be prepared for intense winds and somewhat poor conditions (big drop off from the cycle way/sidewalk, gravel and glass on path)
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This small, stony beach offers great views over Cape Cod Bay. It's also popular with surfers and anglers, and a good spot for birdwatching. Swimmers should beware strong currents and rip tides.
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This small, stony beach offers great views over Cape Cod Bay. It's also popular with surfers and anglers, and a good spot for birdwatching. Swimmers should beware strong currents and rip tides.
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Beautiful, well-maintained road that winds through Knapp Conservation Land. This low-traffic road takes you through scenic woods and past lovely houses. It is a great way to get to the entrance of Wompatuck State Park.
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Plymouth County offers over 240 road cycling routes, catering to various preferences and skill levels. You can find everything from easy, short loops to challenging long-distance rides.
Road cycling in Plymouth County features a diverse landscape. Most routes offer well-paved surfaces, but you'll also find varied terrain, including segments that might be suitable for gravel bikes. The region boasts flat coastal paths, rolling inland roads, and routes through extensive forests.
The routes in Plymouth County cater to all abilities. There are approximately 90 easy routes perfect for beginners or leisurely rides, over 140 moderate routes for those seeking a bit more challenge, and a few difficult routes for experienced cyclists looking for a demanding ride.
The road cycling routes in Plymouth County are highly rated by the komoot community, with an average score of 4.6 stars from 30 reviews. Cyclists often praise the scenic coastal views, the tranquility of the forest paths, and the variety of routes available.
Yes, Plymouth County is renowned for its beautiful coastal rides. Routes like Along the coast and Atlantic Avenue – Scituate Light loop from North Scituate offer stunning ocean views and follow the picturesque coastline.
Absolutely. The region features expansive natural areas like Myles Standish State Forest, which offers miles of paved trails through pine and oak forests. A great example is the Campello to Myles Standish State Forest via Bridgewater loop, which takes you through this beautiful woodland.
For families or those seeking an easier ride, the Cape Cod Canal Bikeway is an excellent choice. It's a 7-mile paved, mostly flat trail with beautiful scenic views, suitable for all ages. The Cape Cod Canal Bikeway – Cape Cod Canal Bikeway loop from Hedges Pond utilizes this trail.
Many routes pass by or near significant natural features. You might cycle past the numerous ponds and lakes, such as those on the Middleborough to Snipatuit Pond loop via Lakeville or the View of Assawompset Pond – Long Pond loop from Wareham. You could also encounter areas like Wompatuck State Park or Myles Standish State Forest Headquarters.
Yes, for those looking for a significant challenge, Plymouth County offers longer and more demanding routes. An example is the Claybrook Road – Charles River Dam and Weir loop from Bridgewater, which is a difficult, very long route designed for experienced riders.
Many road cycling routes in Plymouth County are designed as loops, offering convenient starting and ending points. Examples include the Campello to Myles Standish State Forest via Bridgewater loop and the View of Assawompset Pond – Lakeville loop from Lakeville.
The spring, summer, and fall months generally offer the best conditions for road cycling in Plymouth County. The fall is particularly scenic with the vibrant colors of cranberry bogs and foliage. While some routes may be accessible in winter, conditions can vary, so it's best to check local weather and trail reports.


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