4.4
(7)
102
hikers
5
hikes
Dog friendly hiking trails in Cleaveland Farm State Forest traverse a landscape characterized by diverse woodlands, significant wetlands, and unique glacial eskers. The forest features a network of paths that connect to adjacent conservation areas, offering varied terrain for hikers. Elevations are generally gentle, with routes winding through forests of oak, hickory, and pine, alongside ponds and marshy areas.
Last updated: May 25, 2026
3
hikers
10.2km
02:40
60m
60m
Hike the moderate 6.4-mile Bartholomew Hill and Turtle Hill Loop in Willowdale State Forest, Ipswich, MA, with 213 feet of elevation gain.
3.0
(1)
11
hikers
6.23km
01:36
30m
30m
This easy 3.9-mile (6.2 km) Bay Circuit Trail Loop in Willowdale State Forest offers a pleasant hike with minimal elevation gain.

Sign up for free
2
hikers
8.56km
02:12
40m
40m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
1
hikers
5.81km
01:30
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
2
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Bartholomew Hill is a 174-foot hill within the Willowdale State Forest in Ipswich, Massachusetts. This hill is a popular summit for both hikers and mountain bikers so be on the look out for other users as you explore this area.
0
0
This 22-acre area borders the Ipswich River, offering views of the water along one of the several trails that run through this area. As you explore the region, you'll notice remains of an old mill site, adding to the historic charm in the area.
0
0
Situated along the Ipswich River, the Willowdale Mill Reservation is a forested area with beautiful hiking trails. Most trails lead through pine forest, and while hiking through the area, make sure to not miss one of the highlights: the old mill site at the river.
1
0
Turtle Hill is part of the Bay Circuit Trail, a 320-kilometer (200 m) rail trail and greenway. This section connects Bradley Palmer State Park to the south with Cleveland Farm State Forest to the west. Trails through Willowdale State Forest are beautiful and are enjoyed by a wide variety of users.
0
0
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.
0
0
Cleaveland Farm State Forest offers a selection of 5 dog-friendly hiking routes, ranging from easy walks to more moderate excursions. These trails are perfect for exploring the diverse woodlands and wetlands with your canine companion.
The dog-friendly trails in Cleaveland Farm State Forest vary in length. You can find routes ranging from approximately 5.8 km (3.6 miles) up to about 10.2 km (6.3 miles). This variety allows you to choose a hike that suits your dog's energy levels and your available time.
Yes, there are several easy dog-friendly trails. For a gentle walk, consider the Bay Circuit Trail Loop, which is approximately 6.2 km long with minimal elevation gain. Another easy option is the Turtle Hill β Turtle Hill loop from Willowdale State Forest, at about 5.8 km.
You can expect varied terrain, including diverse woodlands with oak, hickory, and pine trees, as well as wetland areas and paths along glacial eskers. Trails are generally well-maintained, but some sections may be uneven, especially near ponds or through deeper forest.
Yes, many of the dog-friendly routes are circular, allowing for a continuous loop experience. Examples include the Bartholomew Hill and Turtle Hill Loop and the Bay Circuit Trail Loop, both designed for a return to your starting point.
The forest is rich in natural beauty. You and your dog can explore diverse woodlands, wetlands, and ponds like Crooked Pond, Pentucket Pond, and Hood Pond. Keep an eye out for unique glacial eskers, winding ridges left by melting glaciers, which some trails follow. There's also a unique pedestrian bridge over I-95 and a point where you can stand in three towns simultaneously.
The forest offers beauty year-round. Spring brings fresh greenery, while autumn is particularly stunning with vibrant foliage. Winter can also be enjoyable for snowshoeing or cross-country skiing with your dog, provided trails are accessible. Summer offers shady relief in the woodlands, but be mindful of warmer temperatures and potential insects.
Dogs are generally welcome on the trails in Cleaveland Farm State Forest. It is always recommended to keep your dog on a leash, especially in areas where wildlife may be present or when encountering other hikers. Please remember to clean up after your pet to maintain the natural environment for everyone.
For a slightly more challenging hike with your dog, consider routes like the Bartholomew Hill and Turtle Hill Loop, which covers about 10.2 km, or the Forest Loop and the Bay Circuit Trail, at approximately 8.5 km. These trails offer moderate elevation gains and longer distances.
The area is highly rated by the komoot community, with an average score of 4.3 stars. Reviewers often praise the quiet woodlands, the well-maintained paths, and the opportunity to explore diverse natural landscapes with their dogs. The interconnected trail system also allows for varied and extended adventures.
While specific parking details for each trailhead are best checked on individual route pages, Cleaveland Farm State Forest generally offers accessible parking areas. Many trails, such as those connecting to Willowdale State Forest or Georgetown-Rowley State Forest, have designated parking to accommodate visitors.


Browse the best Hikes in other regions.