3.5
(4)
77
riders
6
rides
If you've ever tried to plan mountain biking around Gloucester, you know how overwhelming the options can be. Sifting through countless trails to find the ones genuinely worth your time and effort can feel like a ride before you even hit the dirt. We get it β it's hard to tell the true highlights from the filler. That's where we come in. Our komoot community has mapped, ridden, and reviewed these routes, so we've done the legwork to bring youβ¦
Last updated: June 1, 2026
2
riders
10.8km
00:53
70m
80m
The Gordon College Culvert Trail offers a diverse mountain biking experience, weaving through scenic woods and past tranquil bodies of water like Round Pond and Coy Pond. You'll find aβ¦
8.51km
00:40
40m
40m
Hard mountain bike ride. Great for any fitness level. Advanced riding skills necessary. Some portions of the route may require you to push your bike.

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3.5
(4)
51
riders
30.7km
02:21
230m
230m
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.
4
riders
12.0km
01:01
90m
90m
Hard mountain bike ride. Great for any fitness level. Advanced riding skills necessary. Some portions of the route may require you to push your bike.
2
riders
13.0km
01:00
110m
110m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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The pedestrian crossing lets you enjoy the Ipswich River up close. You can see the water flowing by, which is vital for the town's history and nature. The river has been important for farming, mills, and even fishing for hundreds of years. You can also see the Choate Bridge, built in 1764, making it one of the oldest stone arch bridges in North America. It's truly amazing that it's still used by cars and people today!
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This park features over 40 miles of trails catering to hikers, runners, and bikers, providing something for everyone. Hood Pond within the park offers various water activities, including boating and fishing.
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Round Pond is a 36-acre pond in Manchester Watershed surrounded by woods and wetlands. This is a good spot for bird sightings.
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Coy Pond is a pond near Gordon College that has a path that follows the western half of the lake and leads over to Gull Pond to the east.
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Turtle Hill is a lovely wooded trail through the Willowdale / Cleaveland Farm State Forest. It forms part of the Bay Circuit Trail, a 320 kilometer (200 mi) greenway connecting the outlying suburbs of Boston. The trail is used by cyclists, trail runners and hikers.
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Pool Hill Forest is a small protected area just east of the Dogtown Woods. Like the surrounding area, there are large granite boulders scattered around the dense woods (no carvings on these ones though!). You might occasionally see rock climbers bouldering (climbing low-lying routes without ropes, only large pads below) on nice days in this area.
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There are over 7 mountain bike trails documented around Gloucester, MA, on komoot. These routes offer a variety of experiences, from easier paths to more challenging technical sections.
Mountain biking around Gloucester, MA, is characterized by dense woodlands, state forests, and varied terrain. You'll find trails winding through areas like Chebacco Woods and Willowdale State Forest, often including natural features such as culverts and ponds. The elevation changes are generally moderate, though some trails present more technical challenges with rock gardens and rooty sections.
While many trails around Gloucester, MA, offer technical challenges, there are options suitable for various skill levels. For beginners or families, look for trails described as 'easy' or 'moderate'. The region's network provides options for different ability levels, ensuring there's something for everyone.
Experienced riders looking for a challenge might enjoy the Gordon College Culvert Trail, a difficult 6.7-mile route featuring technical sections. Another top choice is the Chebacco Woods β Advanced Loop, a difficult 5.3-mile path known for its challenging terrain within a wooded environment.
While riding, you can encounter various natural features like ponds and dense woodlands. Notable highlights in the area include Babson Farm Quarry Pond and Haskell Pond. You might also pass through Ravenswood Park, offering scenic forest environments.
Yes, for longer rides, consider the Willowdale State Forest β Willowdale State Forest loop from Ipswich. This route is approximately 19.1 miles (30.7 km) and leads through extensive state forest, typically taking around 2 hours 21 minutes to complete. Another option is the Willowdale State Forest β Georgetown-Rowley State Forest loop from Ipswich, which is even longer at 31.2 miles (50.1 km).
The routes in Gloucester, MA, are highly rated by the komoot community, with an average score of 3.5 stars from over 4 reviews. Mountain bikers often praise the varied terrain, from technical sections to scenic forest paths, and the diverse riding experiences offered by the region's woodlands and pond-side trails.
While specific elevated viewpoints directly on mountain bike trails might vary, the region offers scenic coastal views. For example, Shore Road - Magnolia Point Gloucester is a notable viewpoint in the area, offering picturesque vistas.
The mountain bike trails around Gloucester, MA, range in difficulty. You'll find a mix of easy, moderate, and difficult routes. For instance, the Gordon College Culvert Trail and Chebacco Woods β Advanced Loop are rated as difficult, while the Willowdale State Forest loop is considered moderate.
Many of the trails around Gloucester, MA, are designed as loops, offering circular routes for mountain bikers. For example, the Willowdale State Forest loop from Ipswich and the Round Pond loop from Gordon College are excellent options for a ride that brings you back to your starting point.
Mountain biking in Gloucester, MA, is defined by its dense woodlands, extensive state forests, and trails that often skirt along ponds. The natural environment provides a mix of shaded forest paths, varied ground conditions, and a sense of immersion in nature, making for a refreshing outdoor experience.


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