Explore the best rated trails in Rockland, MA, whether you're looking for an easy walking trail or a bike trail like the Southern New England Trunkline Trail and Swampscott Rail Trail . With more than 96 trails covering 632 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
Rode the two sections of this beautiful trail today. From the parking spot in the middle of the Ware trail towards Gilbertville is a nice ride along the river. But a short one. Opposite the old factory the trail suddenly ends and there are handwritten signs "Stop, Don´t go further, Private property..." It would only take a few yards to reach the next road to travel on towards Gilbertville. No chance. Shame on you, property owners! (The trailmap shows a way through, but that might be an error?)
Okay, same way back and on to Route 32 past Gilbertville, where the next trailhead is waiting;-)
Smooth surface, well maintained and even good for kids bikes and flat all the way to Wheelwright. 3 nice old bridges. This is one is fully recommended! Absolutely worth it.
This trail is a mixed bag. I mean literally you can expect to see everything from nice paved road, to chunky, rocky eroded sand, and everything in between. A fair amount of light gravel and packed clay and dirt for fast gravel riding. some sandy parts where you’d benefit from a wider tire. some chunky rocks and eroded sections. If you’re doing the whole thing, gravel or hybrid bike at the least. Wider tires and suspension are recommended. I did this on a gravel bike with relatively narrow all terrain tires and it was great most of the time but definitely not optimal for the roughest sections. overall this ia great trail to learn gravel riding and test your bike’s capabilities.
This path passes through a state park, is shaded, there's quite a decent hill climb and windy section on the north end, but the rest of it is easy.
as of october 2024 this path is paved and quite nice.
This is my favorite trail in the state, very scenic along the river. best part is from woonsocket to lincoln. Some parts of this trail through the city are poorly marked and you need to share the road with cars.
Trail connects seamlessly to Windham RT and Methuen RT and these two trails have connections to Derry RT and Spicket River Greenway for a total of 18.75 miles of connected trail.
The northern part of trail is like Windham (excellent), but southern part of trail (1-mile) runs along highway 28 and is not good hardpack (a black dirt gravel). The trail is wide and protected from vehicles but there are lots of stops to let cars depart from stores along the route (lots of button pushing at traffic lights).
Part of an excellent run of connected trails including Derry and Salem Bike-Ped. Wide trail with great scenery including water.
A little under a mile, this trail meanders and crosses the Concord River twice, providing great views. Not crowded at all with good views of old mill buildings
I love this trail, but right now part of it is closed for utilities repair. It will not be open until March 2025. You can still go for a ride, but you will have to take a detour on the street.
I use this trail as a connection after I get off Bradford rail trail take Salem st to this trail. Ride it until the end. Then your on the Border to Boston trail.
Rode the entire trail from Ayer, MA to Nashua, NH then back to Ayer on 10/09/24. Paved the entire length and extremely well maintained with frost heaves painted white, although, one should be careful when sections of the trail are leaf strewn, as it was yesterday. Suitable for walkers, joggers, rollerblading and cycling. This is the nicest trail I’ve ridden since moving to Massachusetts 2 years ago
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