Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Cycling routes
United States
Massachusetts
Plymouth County

The Pinehills

The best cycling routes around The Pinehills

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.

Best touring cycling routes around The Pinehills

  • The most popular touring cycling route is Myles Standish State Forest – Bentley Loop Trail loop from Plymouth North High School, a 21.0 miles (33.8 km) trail that takes 2 hours 11 minutes to complete, winding through state forest landscapes.
  • Another top favourite among local touring cyclists is Bentley Loop Trail – East Head Pond loop from Massasoit National Wildlife Refuge, an easy 14.8 miles (23.8 km) path featuring varied terrain around ponds and woodlands.
  • Local touring cyclists also love the North Plymouth (Seaside) Rail Trail – Mayflower II loop from Plymouth, a 9.2 miles (14.7 km) trail leading through coastal areas and historic Plymouth, often completed in about 59 minutes.
  • Touring cycling around The Pinehills is defined by rolling hills, natural woodlands, and pine forests, with routes offering options for easy, moderate, and more challenging ability levels.
  • The routes in The Pinehills are highly rated by the komoot community with an average score of 3.0 stars from 5 reviews. More than 60 touring cyclists have used komoot to explore The Pinehills's varied terrain.

Last updated: June 28, 2026

5.0

(2)

6

riders

#1.

Myles Standish State Forest – Bentley Loop Trail loop from Plymouth North High School

33.2km

02:07

200m

200m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Navigate with device

Send to Phone

Save

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
Sign up for free to see 7 more rides around The Pinehills.

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

Popular around The Pinehills

Hiking around The Pinehills

Running Trails around The Pinehills

MTB Trails around The Pinehills

Road Cycling Routes around The Pinehills

Tips from the Community

Zachary
March 26, 2025, Plymouth Town Wharf Seafood Restaurants

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.

1

0

The place to eat lobster in Plymouth: several restaurants to choose from and the fishery haven as well! Fresher than fresh.

0

0

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

Translated by Google

1

0

‘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

Translated by Google

1

0

Sandra
May 31, 2024, Mayflower II

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.

Translated by Google

1

0

Hans
May 8, 2024, Mayflower II

Replica but still historically significant

Translated by Google

1

0

Matthew
February 21, 2024, Stephens Field Beach

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.

0

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

Frequently Asked Questions

How many touring cycling routes are available in The Pinehills?

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.

Are there any easy touring cycling routes suitable for beginners in The Pinehills?

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.

What kind of terrain can I expect on touring cycling routes in The Pinehills?

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.

Are there any circular touring cycling routes in The Pinehills?

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.

What attractions or points of interest can I see along the touring cycling routes?

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.

Is The Pinehills suitable for family-friendly touring cycling?

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.

Are there any cafes or amenities near the touring cycling routes in The Pinehills?

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.

What do other touring cyclists say about the routes in The Pinehills?

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.

What is the best time of year for touring cycling in The Pinehills?

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.

Are there any routes that offer scenic viewpoints or ocean views?

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.

Can I find routes with varied difficulty levels, from easy to more challenging?

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.

Most popular routes around The Pinehills

Hiking around The Pinehills

Most popular attractions around The Pinehills

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Cycling routes in other regions.

Boston Harbor Islands National Recreation AreaNorth ScituateWhite Island ShoresWompatuck State ParkAbingtonHullBridgewaterMyles Standish State ForestMassasoit National Wildlife RefugeNorth LakevilleMiddleborough CenterWareham CenterBrocktonOnsetHinghamScituateHansonWest WarehamPlymouthEllisville Harbor State ParkMarshfieldPilgrim Memorial State ParkKingstonOcean Bluff-Brant RockNorth PembrokeSouth DuxburyDuxburyMattapoisett CenterNorth PlymouthMarion CenterMarshfield HillsCedar CrestWebster'S WildernessLeonards Pond Recreation AreaAmes Nowell State ParkManomet Recreation AreaWeweanticGreen Harbor

Nearby adventure guides

Things to Do in Massasoit National Wildlife Refuge

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy