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United States
Massachusetts
Plymouth County

Plymouth

The best cycling routes around Plymouth

4.2

(8)

87

riders

15

rides

Touring cycling routes around Plymouth offer a diverse landscape for riders. The region features a mix of woodland trails, coastal paths, and areas with moderate elevation changes. These routes provide opportunities to explore varied natural environments.

Best touring cycling routes around Plymouth

  • 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. This moderate…

Last updated: July 2, 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

Embark on a diverse touring cycling journey through Myles Standish State Forest, starting from Plymouth North High School. This moderate route spans 20.6 miles (33.2 km) with 642 feet (196…

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Moderate

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

Easy
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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
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Popular around Plymouth

On the trail of the Pilgrim Fathers – road trip along the Atlantic coast

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On the trail of the Pilgrim Fathers – road trip along the Atlantic coast

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Tips from the Community

Tyler Sanders
June 27, 2025, North Hill Marsh

This 90-acre pond provides a suitable habitat for a variety of wildlife. There's a nice trail that encircles the pond, with plenty of other trails connecting, making it easy to extend and add variety to your journey.

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North Hill Marsh Pond is a 38-acre body of water in Duxbury. The pond is surrounded by a wildlife sanctuary, so the pond is a popular place for birdwatchers. There is also a trail that encircles the pond, which is used by walkers and mountain bikers.

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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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Small area slightly elevated from the North Hill Marsh area. Waiting Hill gives a viewpoint of North Hill Marsh Pond and its sanctuary. You can easily access the beltway trail of the pond from the hill.

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Alex
January 26, 2024, New Long Pond

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.

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Amy
January 26, 2024, Charge Pond

Charge Pond is a warm water lake in Myles Standish State Forest. There are several campgrounds around the lake where you can stay. The lake has clear water, sandy beaches, BBQ areas and a pavillion. Covering 23 acres (9.3 ha) and with an average depth of 6 feet (1.8 m), it's a great spot to enjoy water sports. Note: the lake is only open to campsite guests.

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Amy
January 26, 2024, College Pond

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.

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Natalie
January 19, 2024, Fearing Pond

Fearing Pond is stocked with trout for fishing, and there is a public beach on the southeast shore. Camping is available around its perimeter, offering a night under the stars in beautiful, peaceful surroundings.

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Frequently Asked Questions

How many touring cycling routes are available in Plymouth?

There are 12 touring cycling routes around Plymouth, offering a variety of experiences for different skill levels. You'll find options ranging from easy to more challenging rides.

What types of landscapes can I expect on touring cycling routes around Plymouth?

Plymouth's touring cycling routes offer a diverse mix of landscapes. You can explore coastal paths with views of Plymouth Sound, tranquil woodland trails through areas like Plymbridge Woods, and more challenging moorland terrain as you approach Dartmoor National Park. Routes also feature riverside paths, such as those along the River Plym.

Are there easy touring cycling routes suitable for beginners or families in Plymouth?

Yes, Plymouth offers several easy touring cycling routes perfect for beginners or families. For instance, the Bentley Loop Trail – East Head Pond loop from Massasoit National Wildlife Refuge is an easy 14.8-mile path that provides a gentle ride around natural pond areas. Another accessible option is the East Head Pond – Bentley Loop Trail loop from Massasoit National Wildlife Refuge, which is 11.6 miles long and leads through varied terrain.

What do other cyclists say about touring cycling in Plymouth?

The touring cycling routes in Plymouth are highly rated by the komoot community, with an average score of 4.0 stars from over 3 reviews. More than 65 touring cyclists have used komoot to explore the varied terrain, often praising the quiet woodlands and well-maintained paths.

Are there any longer touring cycling routes for more experienced riders?

For more experienced riders seeking a longer challenge, the Myles Standish State Forest – Bentley Loop Trail loop from Plymouth North High School is a moderate 21.0-mile route that navigates through forest landscapes. While not explicitly listed in the guide data, the region's proximity to Dartmoor National Park also suggests opportunities for more advanced, longer rides on quiet roads and trails.

Can I find circular touring cycling routes in Plymouth?

Yes, many of the touring cycling routes in Plymouth are circular, allowing you to start and end at the same point. Examples include the Waiting Hill – North Hill Marsh Pond loop from North Hill Marsh Pond and the Bentley Loop Trail – East Head Pond loop from Massasoit National Wildlife Refuge.

Are there touring cycling routes that are traffic-free or suitable for families?

Yes, the Plym Valley Trail, which winds through Plymbridge Woods, offers a gentler, traffic-free cycling experience. Another excellent option is the National Cycle Network Route 27, also known as Drake's Trail, which provides a spectacular 21.3-mile traffic-free route from Plymouth to Tavistock, ideal for families.

What attractions can I see along the touring cycling routes in Plymouth?

Many routes offer access to interesting attractions. For example, the North Plymouth (Seaside) Rail Trail – Mayflower II loop from Plymouth takes you near historical sites like the Mayflower II and Plymouth Rock. You can also find routes that pass by natural features such as North Hill Marsh Pond and through Myles Standish State Forest.

Are there routes through woodlands or natural areas where I might see wildlife?

Absolutely. The Plym Valley Trail, which passes through Plymbridge Woods, is an oak woodland known for its wildlife, including fallow deer and various bird species. Routes within Myles Standish State Forest also offer opportunities to observe nature in a forest setting.

Are there any touring cycling routes with coastal views in Plymouth?

Yes, Plymouth's position on the English Channel provides fantastic coastal vistas. Routes along the Barbican and Sutton Harbour offer scenic rides within the city, showcasing historic sites and views of Plymouth Sound. The National Cycle Network Route 2 also features coastal sections in and around Plymouth.

Where can I find more information about cycling in Plymouth?

For additional resources and information about cycling in the area, you can visit the official tourism websites. Visit Devon and Visit Plymouth offer further insights into local cycling opportunities and attractions.

Most popular routes around Plymouth

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

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