Explore the best rated trails in Medway, MA, whether you're looking for an easy walking trail or a bike trail like the East Bay Bike Path (RI) and Mystic River Greenway . With more than 109 trails covering 681 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.
We’ve biked this many times. It quickly takes you from Lowell, with its National Park, etc to countryside and the center of small towns along smooth, paved, well-maintained trail. Nice to swim in Hart Pond, too, in season, on return trip to Lowell. Trail keeps getting better and better, great facilities along the way as trail is extended.
This trail needs open parking spaces! Most of the parking spots are blocked off!
Nice short trail with beautiful views and an interesting history. If you’re biking, keep your mouth closed or you might ingest a fly in some spots.
This is a multi use bike trail for everyone to enjoy.
This is a good trail, but if you start in Milford and do the entire checkmark there are a lot of street crossings. The pretty parts of the trail are nice and shady and wooded, but there is a fair amount of commercial areas that you have to get through. It’s nice and flat and there are lots of parking areas along the way. My gps did not take me to a parking lot but when I put the trail into AllTrails I got accurate directions.
Salem to Derry - entirely paved Awesome trail will do it again!
Started at Salem Depot and went north to Derry…awesome ride Entire path is pavement
June 6th 2025
The Mrs and I rode this beautiful trail from North Hampton to just short of Belchertown, and back.
The weather was great and the trail is mostly shaded, so the ride was superb.
I'd have no objection to doing it again.
1st time we went south to combine with Methuen trail, some crossing lights were not working, a part of trail is hard packed dirt so a wider tire made it easier
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