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Routes
Hiking trails & Routes
United States
Massachusetts
Plymouth County

Bentley Loop Trail

Easy

4.9

(8621)

10,121

hikers

Bentley Loop Trail

01:28

5.65km

40m

Hiking

The Bentley Loop Trail is an easy 3.5-mile hike in Myles Standish State Forest, featuring serene woodlands and Three Cornered Pond.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

1.91 km

Three Cornered Pond

Highlight • Lake

Three Cornered Pond is a scenic small pond in the Myles Standish State Forest. While its not a great swimming pond (there are plenty of other options near by!), it …

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2

2.89 km

Bentley Loop Trail

Highlight (Segment) • Trail

A wonderful trail through Myles Standish State Forest. For the past 30 years, it's been maintained by Bob Bentley, a founding member of Friends of Myles Standish State Forest. The …

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B

5.65 km

End point

Parking

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Way Types & Surfaces

Way Types

5.21 km

386 m

< 100 m

Surfaces

5.54 km

< 100 m

< 100 m

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Elevation

Elevation

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Weather

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Today

Sunday 17 May

30°C

13°C

17 %

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Max wind speed: 17.0 km/h

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Frequently Asked Questions

Where does the Bentley Loop Trail start and where can I park?

The trail officially starts from the State Forest's Hiking and Bike Trail parking lot off Upper College Pond Road, specifically Parking Lot #2 (P2). This is the primary access point for the route.

Is the Bentley Loop Trail dog-friendly?

Yes, the trail is generally dog-friendly. However, it's always best to keep your dog on a leash and practice Leave No Trace principles by cleaning up after them. Be aware that the trail is within a Wildlife Management Area, so extra caution and leash adherence are recommended, especially during certain seasons.

What is the best time of year to hike this trail?

The trail can be enjoyed year-round. Spring and fall offer pleasant temperatures and beautiful scenery, with wildflowers in spring and vibrant foliage in autumn. Summer is also popular, though it can be warmer. During the fall hunting season, wearing blaze orange is recommended for safety.

Are there any permits or entrance fees required for Myles Standish State Forest?

Typically, there are no specific hiking permits required for the Bentley Loop Trail itself. Myles Standish State Forest generally does not charge an entrance fee for day use, but it's always a good idea to check the official mass.gov website for any updated regulations or parking fees, especially for state parks.

Is the trail suitable for beginners or families?

Yes, the Bentley Loop Trail is considered easy to moderate and is very suitable for beginners and families. While it features gentle rolling hills and some moderate elevation changes, the paths are generally accessible, making it a great option for various skill levels.

What is the terrain like on the route?

The terrain is mostly smooth hard-pack, making for a pleasant hike. You might encounter intermittent sections of modest sand, roots, rocks, and rough patches. Some parts along fire roads can be sandy, which might be more tiring. The trail winds through diverse landscapes including woodlands, tall pine forests, and serene meadows.

How long does it typically take to hike the Bentley Loop Trail?

The Bentley Loop Trail is approximately 3.5 miles (5.6 km) long. Based on an average hiking pace, it typically takes around 1 hour and 30 minutes to 2 hours to complete the entire loop.

What kind of scenery and wildlife can I expect to see on the trail?

You'll experience unspoiled woodlands, majestic tall pines, and serene meadows. The trail passes by lovely ponds, including Three Cornered Pond, and winds through rare pine barrens and upland meadows. Wildflowers and lush grasslands add to the scenic beauty, and there are opportunities for birding and spotting other wildlife.

How well-marked is the Bentley Loop Trail?

The trail is very well-marked, thanks to dedicated maintenance over the years. You'll find clear blue painted blazes and wooden signposts throughout the route, making navigation straightforward and easy to follow.

Are there any special considerations for hiking the trail during hunting season?

Yes, the trail is situated within a Wildlife Management Area where game birds are stocked in the fall. During the fall hunting season, it is highly recommended to wear blaze orange clothing for your safety. You should also check the Division of Fisheries and Wildlife guide for specific hunting dates.

Does the trail connect with other paths in Myles Standish State Forest?

Yes, while primarily following the Bentley Loop, the route also passes through sections of other official trails within Myles Standish State Forest, such as the Plymouth Wishbone Trail, Pine Barrens Path, Three Corners Pond Road, Negas Road, and Frost Pocket Path.

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01:15h

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