3.3
(11)
57
hikers
03:30
13.4km
100m
Hiking
Embark on the Dogtown Woods Circular, a moderate hike spanning 8.3 miles (13.4 km) with an elevation gain of 317 feet (97 metres), typically completed in about 3 hours and 30 minutes. You will wander through dense woodlands, encountering dramatic glacial boulders and winding trails that pass natural water features like the Goose Cove Reservoir. Keep an eye out for the unique Babson Boulders, which are inscribed with inspirational mottoes, adding a distinctive artistic and historical touch to your journey.
Before you head out, be aware that the trails in Dogtown Woods are not always clearly marked, so carrying a map is highly recommended for navigation. The terrain can be rugged in certain sections, requiring you to navigate over large boulders, so make sure you wear appropriate footwear for a comfortable experience. Parking is generally available at the trailheads, making access straightforward for your visit.
This route takes you through the historic Dogtown Common, offering a fascinating glimpse into a 17th-century colonial settlement. As you hike, you will discover remnants of the past, including old cellar holes and forgotten rock walls that tell stories of the area's early inhabitants. The blend of natural beauty and rich history makes this trail a notable experience in Gloucester, Massachusetts.
Last updated: April 23, 2026
Waypoints
Start point
Parking
Get Directions
2.06 km
Highlight • Historical Site
Tip by
6.65 km
Swett Woodlot
Nature Reserve
8.34 km
Highlight • Lake
Tip by
8.84 km
Goose Cove Reservoir Watershed
Nature Reserve
9.33 km
Highlight • Lake
Tip by
10.1 km
Highlight • Historical Site
Tip by
13.4 km
End point
Way Types & Surfaces
Way Types
6.22 km
4.88 km
2.20 km
< 100 m
Surfaces
9.10 km
2.39 km
1.41 km
260 m
< 100 m
< 100 m
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Elevation
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Sunday 10 May
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This route was planned by komoot.
The entire 13.4 km (8.3 mile) circular route typically takes around 3 hours and 30 minutes to complete. This duration can vary based on your pace and how much time you spend exploring the historical sites and glacial boulders.
While the overall route is rated as moderate, Dogtown Woods offers a network of trails with varying difficulties. Some sections are easy walks, but others require navigating over large boulders and can be rugged with rocks and roots. Beginners should be prepared for some challenging terrain, and a map is highly recommended.
The terrain is primarily dense woodlands with dramatic glacial boulders. You'll hike through forested areas, past natural water features like Goose Cove Reservoir (North Dam) and Goose Cove Reservoir. Expect rugged sections, old cellar holes, overgrown apple orchards, and forgotten rock walls, especially around Dogtown Commons.
This trail is rich in history and unique natural formations. You can explore remnants of a 17th-century colonial settlement, including cellar holes and old roads. A significant attraction is the 'Babson Boulders,' large glacial rocks carved with inspirational mottoes during the Great Depression. You'll also pass by the James Babson Museum and enjoy tranquil ponds and captivating rock formations.
Yes, the Dogtown Woods trails are generally dog-friendly. However, given the rugged terrain, including large boulders and rocky sections, ensure your dog is capable of handling the hike. Always keep your dog on a leash and practice Leave No Trace principles.
Dogtown Woods offers a unique experience in every season. Spring brings new growth, summer provides lush canopies, and fall showcases vibrant foliage. Winter hiking is also possible, but be prepared for potentially icy or snowy conditions, especially on rocky sections. Always check local weather conditions before heading out.
Specific parking information for the Dogtown Woods Circular trailhead is not detailed, but Dogtown Common has several access points with parking areas. It's advisable to check a local map or online resources for the most convenient and designated parking spots near your chosen starting point.
No, there are typically no entrance fees or permits required to access Dogtown Common or its trails, including the Dogtown Woods Circular. It is open to the public for recreation.
Yes, the route utilizes sections of several other trails within Dogtown Common. You will hike along parts of Old Rockport Road, Tarr Trail, Dinosaur, Common Road, and Dinosaur Bail, among others, as you complete the circular route.
Given the varied and sometimes rugged terrain, we recommend sturdy hiking boots, plenty of water, and snacks. A physical map or a reliable GPS app is highly recommended, as trails are not always well-marked. Don't forget your camera to capture the unique historical sites and natural beauty!
Due to the extensive network of trails and sometimes unclear markings, carrying a detailed map or using a GPS device is crucial for navigation. Be prepared for sections that require stepping over large boulders and roots. QR codes on signage can provide additional historical context, so keep an eye out for them.
While the full circular route is moderate, Dogtown Woods offers many shorter, easier sections that are great for families. For example, the 2.0-mile Goose Cove Reservoir loop is generally easy. If hiking with children, consider shorter segments and be aware that some parts of the main circular trail are rugged and require careful footing.