Best Hiking Trails In and Around Westford, MA
Whether you’re looking for a more natural way to explore the city and the surrounding area, or you just want to spend some quality time with your family outdoors, the options are endless in Westford, Massachusetts. That’s exactly why we’ve created this post featuring the best hiking trails in and around Westford, Massachusetts, for you to enjoy with your family.
East Boston Camps

Evergreen Trail (2) by Nicholas_T is licensed with CC BY 2.0
This 286-acre property has been a summer camp spot since 1937 and currently serves as a refuge for otters, songbirds, and foxes. In 2005, The Trust for Public Land joined forces with the Town of Westford to protect the land for the community, which helped to improve the land’s water quality. It now serves water to the town’s drinking wells.
This loop trail takes approximately 1 hour and 30 minutes to complete and is the perfect place for hiking, birding, and mountain biking. The best time to visit with your family is from March through October.
Stone Arch Bridge
Created in 1883 by railroad baron James J. Hill, the Stone Arch Bridge measures 2,100 ft long by 28 ft wide. It’s a popular trail for biking, walking, and absorbing the impressive landscape. This is an easy route that takes an average of 43 minutes to complete, so if you or any family member want to visit a trail that’s not too challenging, this is the perfect one for you.
Your pet is also welcome but must be kept on a leash. The best months to visit are from April through October.
Kennedy Pond Loop Trail
Considered a moderately challenging route, the Kennedy Pond Loop Trail is best for horseback riding, walking, nature trips, running, and hiking. It takes approximately 32 minutes to complete, but if you find this 1.6-mile loop trail too challenging, you and your family can spend a few hours marveling at the trail’s river.
Note that this is a lightly trafficked area, so you may find small crowds of people during peak hours. The trail is pet-friendly, but your pet must be kept on a leash.
Burge’s Pond Trail
The Burge’s Pond Trail is a solid choice for a nature trip with the whole family, as it isn’t only one of the easiest routes in all of Westford, Massachusetts, but it also has an impressive pond, which you’ll surely want to observe for hours. You can complete this 2.2-mile loop trail in about 45 minutes, and this route is best for birding, hiking, trail running, and walking.
Dogs are welcome, and you don’t need to put them on a leash. The best months to visit are from April through September, and visitors should be aware of black ice.
Emmet Conservation Land Loop
The Emmet Conservation Land Loop’s mission is to protect and conserve the natural resources at Emmet County and improve the community’s quality of life with educational opportunities and sustainable agriculture practices. Visiting this loop trail is a win-win situation, as you’ll have a great time with your family while contributing to the community’s wellbeing.
This 3.3-mile trail is considered an easy route, and most visitors complete it in just 1 hour. Note that the Emmet Conservation Land Loop is a quiet trail, which makes it perfect for hiking, running, and biking.
Cider Mill Pond Loop
If you’d like to spend some time in the woods with your family while enjoying the peace and quiet that nature brings, this 2.3-mile loop trail may be the perfect option. The Cider Mill Trail is a lightly trafficked land that’s mainly covered by large white pines.
It’s also considered an easy route and takes approximately 52 minutes to complete. This trail is perfect for birding, hiking, running, and trail walking. If you have time, be sure to visit the old cider mill foundation. Due to terrain irregularities, pets aren’t allowed, and it’s best to go during the warmer months.
Tom Paul Trail
This 4.4-mile loop trail is perfect for those days when you need to clear your mind and get away from the city’s bustle. The Tom Paul Trail is a family-friendly route with little to no difficulty. It’s perfect for hiking, trail running, biking, and exploring. It takes an average of 1 hour and 36 minutes to complete it, but it could take more if you decide to explore alternative routes.
The trail is also pet-friendly, but like in most trails, you must put a leash on your furry friend. The best times to visit are March through October.
Greystone Pond Loop
The Greystone Pond Loop is a 1.8-mile trail that’s best for hiking, birding, and trail running. Note that it’s unlikely to encounter other people, as this is a really quiet trail, so if privacy it’s what you and your family are looking for, then the Greystone Pond Loop is the perfect option.
It takes approximately 32 minutes to complete it, and the best time to visit is during the warmer months when the ground is more stable. Pets are welcome, but they must be on a leash, and visitors are advised to bring bug spray.
Grassy Pond Lifecourse
The Grassy Pond Lifecourse is a wooded conservation area that has belonged to the Westford community since 1971. This 0.60-mile loop trail is perfect for a quick trip outdoors with the family, as it takes an average of 11 minutes to complete and is considered an easy route.
The trail is open all year round, so you can go anytime you want, and the view is wonderful during both warmer and cold months. It is perfect for dog owners because you can take your dog too, and some areas even allow dogs to be off-leash.
So, that’s all for today. We hope that you find this post helpful, and if you’ve visited one of these trails before, please leave a comment, so we can all read about your experience. If you’re interested in purchasing, selling, or getting your car serviced, and you’re near Westford, Massachusetts, get in touch or pay us a visit at 1601 Sublette Ave #2, St. Louis.
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