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











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I haven't been on this trail for a few years so was disappointed to find there is still an issue with bumps from tree roots and small sink holes. I did not do the entire trail because of this. It is too bad because it is a nice trail.
Rode this trail today (7/17/26) in combination with several other adjacent trails. Smooth, well-paved, lots of rest stops, beautiful marsh lands, continued onto the Clipper City trail at the southern end in Newburyport. One of the nicest trails I've ridden.
Assabet is a 5 mile or so paved trail in good shape. We started at 72 Jefferson St. in Marlborough, MA where there was plenty of parking spaces and a path to the trail. The Assabet is pretty much a city/suburb experience with a few road crossings that need to be executed with care. Just recently it has been joined in Hudson by the 7 mile spanking brand new Hudson to Sudbury Trail (part of the Mass Central Rail Trail system). Then, in Sudbury the Bruce Freeman trail joins making for all sorts of possibilities for some great rides. My wife and I plan next time to park in Sudbury at the spot where the Bruce Freeman and Hudson to Sudbury connect (there's parking near) and make our riding choices from there.
It was a warm summer day. We were one of two cars in the almost empty trailhead parking lot. The trail was cool and mostly in the late afternoon shade. There was enough space to ride bikes next to each other or walk 3 across. The gravel is not so deep as to slow you down. We saw two deer meander through a field. A great time was had by all.
Pleasant ride on this crushed stone surface, using my hybrid. Very short section that still has rails and ties and requests that bikes go around on the sidewalk, but easily joins back up to the actual trail after about 100 yards. The eastern end terminates in the Squannacook wildlife management area, with walking trails to follow down toward the river. If you are looking for a nice short ride that's under 10 miles total, this is a good one to choose. Stop for a bite at the local diner in Townsend center, or an ice cream.
From EBBP over mostly dedicated path or protected bike lanes:
Over Washington Bridge thru India Pt Park;
Under I-195 along S. Water St. crossing Wickendon St. onto bike path along Providence River;
Cross Michael S. Van Leesten Memorial (pedestrian) Bridge over river then head west uphill along Ship, Chestnut then Clifford Streets;
Clifford St over I-95 bridge, onto Friendship St downhill then left onto Broad;
Along Broad then right onto Peace St (next to St. Joseph's Med Ctr);
Peace turns into Waverly. Waverly left onto Cranston St.;
Cranston St. (unprotected) under Rte10 then left onto Depot St.;
Arrived!
Cranston St is very busy with moving and parked cars and peds. An alternative bypass: along Peace St as above, but at Dexter St crossing where it turns to Waverly, turn left onto Dexter. Then right onto Waldo St, down to the second side street left onto Brattle St; this tees into Potters Av (busy!), quick dogleg right/left onto Homestead Av, (which tees into) turn right onto Huntington Av. A few blocks later, you reach Cranston St. at the Rte 10 underpass; then continue as before. Note: the northbound Huntington Av here is a quiet side road after it splits from the main northbound side Huntington Av highway.
The path now continues west across the Kickemuit River over the so-called "Broken Bridge", which has been replaced (see: https://www.dot.ri.gov/projects/BrokenBridge/index.php). However, it is still a pain to get from there to the celebrated East Bay Bike Path, less than a mile west.
From the East Bay Bike Path heading east, turn onto Franklin Street (a cross street), arrive at Metacom Av, which is very busy but thankfully has aided crossings. In the future, one might continue east down Libby Lane. But for now, turn left onto Metacom Av (sidewalk) heading north, turn right onto Child Street (sidewalk), then right onto West Street. At its end, you'll see the bridge down River View Street.
0.8 miles of this trail now consists of crushed gravel
I have been going to different trails around my area and this was by far the nicest even with no pavement just a nice ride
I parked at Lexington lot & took my atb after reading how rough the path is. Pleasantly surprised. I'll take my road bike next time.
This was such a beautiful ride. Didn’t mind the small section of gravel. Wish users were a little more courteous, don’t leave dog poop filled bags on trail, (there were a few on path ¿), and if you’re scootering by, please slow down or give verbal warning. Two scooters raced by me and I had not heard them coming. It was alarming how fast they were going. Most users were very friendly and courteous. I appreciated that.
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