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United States
Massachusetts
Plymouth County

Webster'S Wilderness

The best walks and hikes in Webster'S Wilderness

4.0

(1)

24

hikers

8

hikes

Hiking in Webster'S Wilderness offers a diverse landscape characterized by lowland forests and significant wetlands. This 130-acre conservation property features a network of trails winding through varied terrain, including areas with large groves of cedar trees and vernal pools. The region also holds historical significance, with remnants of former cranberry bogs and a portion of the historic Old Pilgrim Trail. Hikers can explore pond views and diverse tree species throughout the property.

Best hiking trails in Webster'S Wilderness

  • The most…

Last updated: August 8, 2026

5

hikers

#1.

Powder Point Bridge – Powder Point Bridge loop from Duxbury

8.22km

02:06

30m

30m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Moderate

5

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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4.0

(1)

9

hikers

4.77km

01:15

30m

40m

The Pond Loop Trail offers a serene journey through varied forest landscapes, circling North Hill Marsh Pond. You'll find yourself on wide singletracks and winding paths, shaded by dense hardwood,…

Easy

4

hikers

2.96km

00:45

0m

0m

The Duxbury Beach Trail offers a refreshing coastal escape, guiding you along a pristine barrier beach with soft sands and sweeping views of Duxbury Bay and the Atlantic. You'll traverse…

Easy

The Round Pond to Island Creek Pond Loop offers a delightful escape into nature, winding through a diverse landscape of pine and oak woods, past active cranberry bogs, and alongside…

Easy
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Popular around Webster'S Wilderness

MTB Trails in Webster'S Wilderness

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Cycling in Webster'S Wilderness

Tips from the Community

mtm05005
June 18, 2024, North Hill Marsh Pond

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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Natalie
January 22, 2024, Powder Point Bridge

Powder Point Bridge is an intriguingly long wooden bridge. If you happen to cross it at the same time as a car, the sound of the wooden boards rattling with the weight of the vehicle is something to behold. Fear not, it will hold the weight of all of you and has done since 1986 when the bridge was rebuilt following a fire. The previous structure was built in 1892.

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Natalie
January 19, 2024, Powder Point Bridge

Powder Point Bridge is an intriguingly long wooden bridge. If you happen to cross it at the same time as a car, the sound of the wooden boards rattling with the weight of the vehicle is something to behold. Fear not, it will hold the weight of all of you and has done since 1986 when the bridge was rebuilt following a fire. The previous structure was built in 1892.

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This is a beautiful beach of soft sand, close to both Duxbury and Marshville. Some say it is one of the best beaches in all of Massachusetts. It is a particularly lovely place to catch the sunset. Golden hour on the beach is something very special.

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Frequently Asked Questions

How many hiking trails are available in Webster's Wilderness?

Webster's Wilderness offers a network of over 7 hiking trails, ranging from easy strolls to moderate hikes. These trails wind through diverse landscapes, including lowland forests and wetlands.

Are there any easy hiking trails suitable for beginners or families?

Yes, Webster's Wilderness is very beginner and family-friendly, with 6 out of 7 trails rated as easy. A great option is the Pond Loop Trail, an easy 3.0-mile path offering scenic views of Cherry Hill Pond and Winslow Pond.

What kind of natural features and landscapes can I expect to see while hiking?

Hikers will encounter diverse ecosystems, including lowland forests, significant wetlands, and large groves of cedar trees. The trails offer scenic views of Cherry Hill Pond and Winslow Pond, and you can also observe vernal pools, which are crucial habitats for local wildlife.

Are there any historical landmarks or points of interest along the trails?

Absolutely. You can visit Cherry Hill, where a granite marker commemorates Daniel Webster's last public speech. A portion of the historic Old Pilgrim Trail also passes through the wilderness. Additionally, you might discover remnants of former cranberry bogs and old stone walls, offering glimpses into the area's past.

Can I bring my dog on the hiking trails in Webster's Wilderness?

Webster's Wilderness is generally dog-friendly, allowing you to enjoy the trails with your canine companion. Please ensure your dog is kept on a leash and that you clean up after them to preserve the natural environment for all visitors.

What is the best time of year to visit Webster's Wilderness for hiking?

The diverse ecosystems and historical elements make Webster's Wilderness enjoyable year-round. Spring offers vibrant greenery and active vernal pools, while fall showcases beautiful foliage. Summer is ideal for longer hikes, and winter provides a serene, secluded experience, though some trails can be rugged and overgrown in places.

Are there any circular hiking routes available?

Yes, there are several circular routes to explore. For example, the Powder Point Bridge – Powder Point Bridge loop from Duxbury is a moderate 5.1-mile trail that offers varied scenery and views of local waterways. Another option is the Waiting Hill loop from Duxbury, which is an easy 3.0-mile trail through lowland forest and wetlands.

What kind of wildlife can I expect to see in Webster's Wilderness?

The varied habitats, including vernal pools, provide excellent opportunities for wildlife observation. You might spot marsh hawks hunting for frogs, deer, and foxes. Birdwatching is also popular, with wood ducks, various geese, and numerous other avian species inhabiting the area.

How long do the hikes typically take in Webster's Wilderness?

Hike durations vary depending on the trail and your pace. Easy trails like the Pond Loop Trail typically take around 1 hour 15 minutes, while moderate routes such as the Powder Point Bridge loop can take over 2 hours to complete.

What do other hikers enjoy most about Webster's Wilderness?

The area is highly rated by the komoot community, with an average score of 4.3 stars. Reviewers often praise the diverse landscapes, the sense of seclusion from urban bustle, and the blend of natural beauty with historical elements like the Old Pilgrim Trail.

Is there parking available at Webster's Wilderness trailheads?

Yes, Webster's Wilderness has multiple access points, and parking is generally available. It's advisable to check specific trailhead information before your visit to confirm parking arrangements.

Are the trails well-marked in Webster's Wilderness?

The wilderness features a well-marked trail system, often using round metal disc markers. While the main trail is usually highlighted, there are various loops with different colored markers to guide visitors. Maps are also available to help navigate the network, though some trails can be rugged in places.

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