Find the top rated fishing trails in Holliston, whether you're looking for an easy short fishing trail or a long fishing trail, you'll find what you're looking for. Click on a fishing trail below to find trail descriptions, trail maps, photos, and reviews.




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don't see bathroom in the parking lot
Well, used multiple vehicle vehicles. Maintenance vehicle working on trail . Good views. Will ride again.
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.
We started at Walpole after searching for the trailhead parking lot finally parked our car thanks to the locals at the Irving station. We almost didn’t recognize the trail because it was grass. There were no markings and we found ourselves initially at the river at the boat launch because we didn’t realize that was the trail we were following. After backtracking, we followed the other grass trail toward Keene. Although there were portions that were dirt and gravel, the 9 mile ride that we managed to cover at 6 miles an hour with primarily grass. After an hour and a half, we realize we are only halfway to our destination of Keene and we turned back.. I recommendation would be not to start in Wall Paul, but to start and keen where the trail is paved
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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