3.0
(7)
67
riders
11
rides
Touring cycling around The Pinehills features a landscape characterized by rolling hills and glacial topography, including unique depressions known as kames and kettles. Significant conservation areas preserve natural woodlands and open spaces, offering varied terrain for cyclists. The region includes pine forests and is adjacent to the expansive Myles Standish State Forest, providing a network of trails. This environment offers diverse cycling experiences across its natural features.
Last updated: June 28, 2026
5.0
(2)
6
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.0
(1)
14
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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10
riders
18.0km
01:05
80m
80m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
3.7
(3)
8
riders
20.4km
01:15
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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There are plenty of great seafood bar & grills along the wharf like The Shanty Rose, Lobster Hut, and Wood's Seafood. This is a great place to grab a bite and browse the whale watching companies along the wharf.
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The place to eat lobster in Plymouth: several restaurants to choose from and the fishery haven as well! Fresher than fresh.
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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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‘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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Past the sporting fields and parking area is Stephens Field Beach. You can bike to the sandy shore and push your bike to the water's edge. The beach is open to the public all year long and is a quiet place to take in views of the coast.
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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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There are 10 touring cycling routes available in The Pinehills. These routes offer a variety of experiences, with 4 easy, 4 moderate, and 2 difficult options to choose from.
Yes, The Pinehills offers several easy touring cycling routes perfect for beginners. An excellent option is the Bentley Loop Trail – East Head Pond loop from Massasoit National Wildlife Refuge, which is 14.8 miles long and features varied terrain around ponds and woodlands. Another easy choice is the North Plymouth (Seaside) Rail Trail – Mayflower II loop from Plymouth, a 9.2-mile trail leading through coastal areas.
Touring cycling routes in The Pinehills are characterized by rolling hills and glacial topography, including unique depressions known as kames and kettles. You'll encounter natural woodlands, pine forests, and open spaces, with routes offering diverse terrain from paved paths to unpaved trails, especially within areas like Myles Standish State Forest.
Yes, many of the touring cycling routes in The Pinehills are designed as loops. For example, the Myles Standish State Forest – Bentley Loop Trail loop from Plymouth North High School is a 21.0-mile circular route, and the Fearing Pond – Charge Pond loop from Myles Standish State Forest offers another scenic circular option.
Many routes in The Pinehills offer access to interesting attractions. You can explore areas near Myles Standish State Forest, which features several ponds like Charge Pond and East Head Pond. Routes near Plymouth may also bring you close to historic sites such as the Mayflower II and Plymouth Rock.
Yes, The Pinehills offers family-friendly cycling opportunities, particularly on its easier routes and dedicated bike paths. The extensive network of well-maintained trails, including paved and unpaved options, provides varied experiences suitable for different skill levels. The community's focus on conservation and open spaces ensures a pleasant environment for families.
Yes, The Pinehills features the Village Green, which serves as a central hub with shops, restaurants, and a coffee shop. This area provides convenient amenities for cyclists looking for a break or refreshments during their ride. Additionally, the Stonebridge Club offers community facilities, and the Mirbeau Inn & Spa provides a luxurious option for relaxation.
The touring cycling routes in The Pinehills are highly rated by the komoot community, with an average score of 3.0 stars from 5 reviews. Over 60 touring cyclists have used komoot to explore the varied terrain, often praising the diverse landscapes and the network of trails through natural woodlands and state forests.
The Pinehills offers enjoyable touring cycling experiences across multiple seasons. Spring and fall provide pleasant temperatures and beautiful scenery with changing foliage. Summer is also popular, though it can be warmer. Winter cycling is possible, but conditions may vary, especially on unpaved trails, so checking local weather is advisable.
Yes, The Pinehills is known for its picturesque views. From certain elevated neighborhoods and ridge points, you can enjoy breathtaking ocean and woodland vistas, as the area is near the highest coastal point between Maine and North Carolina. Routes that traverse the rolling hills will often provide scenic outlooks over the diverse landscape.
Absolutely. The Pinehills offers a good mix of difficulty levels for touring cyclists. You'll find 4 easy routes, 4 moderate routes, and 2 more challenging options. This variety ensures that both casual riders and those seeking a more strenuous workout can find suitable paths, with routes like the Myles Standish State Forest – Bentley Loop Trail loop providing a moderate challenge.


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