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Routes
Hikes
United States
Massachusetts
Plymouth County

The Pinehills

The best walks and hikes around The Pinehills

4.7

(12)

173

hikers

46

hikes

Hiking around The Pinehills explores a landscape shaped by glacial activity, featuring rolling hills and depressions known as kames and kettles. The trail network winds through old-growth forests and extensive wooded paths, connecting to numerous ponds and nearby conservation areas. Many routes are on well-maintained paths, with options on both paved and unpaved surfaces.

Best hiking trails around The Pinehills

  • The most popular hiking route is Long Island Pond Loop – Myles Standish State Forest, a 4.9 miles (7.8…

Last updated: June 28, 2026

4

hikers

#1.

Betsy's Trail

5.86km

01:32

40m

50m

Betsy's Trail offers an easy hike through a mix of natural settings. You will enjoy peaceful views as the route takes you past the serene waters of Gallows Pond and…

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Easy

Explore the Cranberry Bogs via Eel River Preserve Trail, an easy hiking route that guides you through a unique landscape of restored cranberry bogs. This gentle path covers 2.3 miles…

Easy
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1

hikers

3.04km

00:48

30m

30m

Embark on the Long Island Pond Loop, an easy hiking route that guides you through scenic forest and wetland environments. You will enjoy tranquil views of Island Pond, offering a…

Easy

3.10km

00:48

10m

10m

An easy 1.9-mile hike in Russell Mill Pond Conservation Area, offering scenic views of the Eel River and woodlands.

Easy

2.18km

00:36

40m

30m

Hike the easy 1.4-mile Gallows Pond Preserve trail in Halfway Pond Conservation Area, featuring diverse forests and views of two ponds.

Easy
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Popular around The Pinehills

Running Trails around The Pinehills

MTB Trails around The Pinehills

Road Cycling Routes around The Pinehills

Cycling around The Pinehills

Tips from the Community

Alex
January 26, 2024, Halfway Pond

The views of the pond are spectacular from this road. Halfway Pond, a 232-acre warm water pond nestled in Plymouth, Massachusetts, sits between Myles Standish State Forest and Long Pond. Located west of Round Pond, southwest of Gallows Pond, and north of Fawn Pond and White Island Pond, it boasts an average depth of nine feet and a maximum depth of 13 feet. Fed by groundwater springs, it drains into the Agawam River. Halfway Pond Island, positioned at the pond's center, is designated a research natural area under The Nature Conservancy in Massachusetts' management.

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Jamie S.
April 17, 2023, Gallows Pond

Gallows Pond is a kettle pond, meaning that it was formed by retreating glaciers thousands of years ago. Due to its clear, cool waters, it is a popular swimming, sun bathing, fishing, and boating spot in the summer months.

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Jamie S.
April 17, 2023, Halfway Pond

Halfway Pond is not only a picturesque New England freshwater pond, but it also provides habitat for the federally endangered northern red-bellied cooter, a rare freshwater turtle species. Because the water is so clean, six mussel species live in Halfway Pond, two of which are quite rare. Additionally, the shores of the pond offer excellent opportunities for spotting bald eagles. You can enjoy many different seasonal activities such as canoeing and kayaking in the summer, hiking in the fall, snowshoeing in the winter, or searching for wildflowers in the spring.

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Frequently Asked Questions

Are the hiking trails in The Pinehills open to the public?

Yes, The Pinehills features over 10 miles of trails that are open to the public for activities like hiking and biking. These trails wind through the community's forests and conservation lands.

Are dogs allowed on the trails around The Pinehills?

Yes, dogs are generally welcome on the trails in and around The Pinehills, including nearby parks like Ellisville Harbor State Park. It's always best practice to keep your dog on a leash and to clean up after them to ensure the trails remain enjoyable for everyone.

Can you suggest some easy, family-friendly hikes?

The area is excellent for families, with many accessible trails. The majority of the 31 hikes in the region are rated as easy. A great option is the Friends Trail Loop — Myles Standish State Forest, which is a relatively short and flat walk through the woods, making it suitable for hikers of all ages.

What is the terrain like? Are there many paved trails?

The landscape is defined by glacial 'kames and kettles,' creating a pleasantly rolling terrain with gentle hills rather than steep climbs. While some main walkways are paved and stroller-friendly, most hiking routes are on well-maintained but unpaved dirt paths through the forest.

Is there parking available for the hiking trails?

Yes, parking is available at various trailheads and access points. For trails within The Pinehills community, there are designated parking areas. Nearby parks like Ellisville Harbor State Park and Beaver Dam Conservation Area also have their own parking lots for visitors.

Are the trails suitable for trail running?

Absolutely. The rolling hills and well-maintained paths are very popular with local trail runners. The mix of wider paths and singletrack trails provides varied options for different types of runs. The Pine Hills MTB area is also frequently used by runners looking for more challenging climbs.

Are there any coastal or beach walks nearby?

Yes, for a beautiful coastal experience, the Plymouth Long Beach — Plymouth walk offers a long, scenic hike along a sandy barrier beach. It's a great way to experience the area's coastal beauty and is particularly good for bird watching.

Are there any historical sites along the trails?

Yes, one of the most significant historical landmarks is Sacrifice Rock. This site holds importance for the Wampanoag people and is located along what was once an indigenous path, offering a direct connection to the area's rich history.

What should I know about ticks in this area?

As with most wooded and grassy areas in New England, ticks can be present, especially from spring through fall. It is advisable to use insect repellent, wear long pants, and perform a thorough tick check on yourself and any pets after your hike.

Where can I find a good trail for wildlife viewing?

The Tidmarsh Wildlife Sanctuary Loop — Plymouth is an excellent choice. This trail winds through a restored wetland and coastal ecosystem, offering prime opportunities to see a wide variety of birds and other local wildlife in their natural habitat.

How do the trails here compare to those in Myles Standish State Forest?

The Pinehills trails are known for being meticulously maintained and integrated within a planned community, often featuring wider, more accessible paths. Myles Standish State Forest offers a more rustic and expansive wilderness experience with a vast network of trails and ponds, such as the popular Long Island Pond Loop. The two areas are adjacent, allowing you to easily explore both.

What do other hikers think of the trails around The Pinehills?

The trails are highly regarded by the komoot community. Reviewers often praise the beautiful scenery of the glacial kettle and kame landscape, the well-marked paths, and the peaceful forest environment.

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