Explore the best rated trails in Rehoboth, 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 76 trails covering 551 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.
Easy walk but the trail is not paved on the Medfield side; perfect if you want to minimize the impact on your knees
Better for walking or running than biking. The parking at Ellis Field works OK but isn't the best location for that end of the trail, you have to ride down Circuit Street to get to the trail at 139. Better to park in the small lot off of 139 at Circuit Street if you can.
I rode 20.5 miles of the southern section of the Air Line Trail from East Hampton to Willimantic on a very hot day in June. This section of the Air Line Trail offers gorgeous scenery, peaceful seclusion and a tightly packed gravel surface that is in very good condition throughout. Despite the heat the trail is very shaded which provided much needed relief from the sun. There are a fair amount of road crossings, most are very small, quiet roads and all of the busier roads have warning lights that can be activated to let motorists know you are crossing.
The only two small complaints I have is there is a lack of signage along the trail. There is one very short on road section that I almost missed getting back on the trail due to there being no signage, I just rightly assumed the small unmarked path on the road was the way to get back on the trail. The gates at the road crossings are on the narrow side which can make navigating through the road crossings difficult. I feel these two issues do not at all detract from what this section of the Air Line Trail has to offer.
The Assabet River Rail Trail is varied and enjoyable. The tricky thing about it is that it exists as two disconnected sections, separated by 2 miles of fairly busy road that's only suitable for confident road warriors. And that's a shame because both sections are marvelous and have much to recommend them.
The northern section runs from South Acton, through Maynard, and barely into Stow. It passes right through downtown Maynard, where you can find some decent food options and a bike shop. Proceeding south, it turns into a wide, hard-packed dirt road, and then finally ends as a slightly rougher dirt path. You can also easily access the Assabet River Wildlife Refuge from here, which has miles of wonderful off-road bike paths.
The southern section starts in Hudson and passes through the eastern end of its downtown, where there are more services and some worthwhile shops, including a bike shop. As of 2025, this part also connects to a new 8-mile eastbound section of the Mass Central Rail Trail. But if you continue on the Assabet River Rail Trail, you'll climb up into Marlborough -- it's pretty consistently uphill as you head south, but it's good exercise and has at least one excellent view. The trail more or less ends in the center of Marlborough, near the library, and where there are a few more spots you can grab a bite or get a drink.
So although this one isn't a straight shot, it's easily the most pleasant way to tour these towns and see what they have to offer. I hope finish it some day, and make it a single continuous Acton-to-Marlborough trail it's meant to be.
Without question, this is one of the best rails trails in Massachusetts -- maybe even New England as a whole.
The northernmost section, closest to Lowell, are clearly older -- it's fairly narrow and the way through the center of Chelmsford isn't super well thought-out. As you head south, it quickly turns into a wide, well-maintained, gorgeous trail with beautiful scenery and a serene vibe. There are places to stop for food; a couple of swimming holes; NARA Park in Acton; the fabulous bridge over Route 2; the convenient access through West Concord, and more as you proceed -- including an intersection with the future crown jewel of Massachusetts rail trails (the Mass Central Rail Trail). The BFRT is now mostly complete as of 2025, and I think the only section still waiting to be built is the southernmost section in Framingham. I love the Bruce Freeman and I bet you will too.
The Mattapoisett portion is open. It is a seamless continuation of the phoenix path and is very pretty, well maintained, and has a beautiful boardwalk near the end. It goes to a beach and you can then ride on a quiet road to Ned points lighthouse. Definitely worth the trip.
Great local path. It is all paved except for a short area near the Norton line. It has gravel for about 50 feet. Flat with lots of trees. Some finishing touches needed at the crossing but they have lights set up for safety. It’s about 13 round trip. Used by walkers, runners, bikers. Great place to teach kids how to ride a bike. Not too crowded.
I parked at NARA park and biked to Chelmsford. Today parked in same place and biked to west concord. Path is in great shape. Lots of trees, waterways, bridges, towns. Got to “the end” to discover that it actually goes several more miles which I’ll save for another day. I liked the poetry booth in West Concord- very original. I highly recommend this for scenery, safety, convenience of restaurants and bathroom stops. My favorite find this year.
Yesterday we decided to see if the trail, south of West Concord, was finally open. Last year, there was a locked gate under an overpass, and the only way to get past was to drag the bike down a hill. But, to our delight, the gate is open, and we biked all the way to Sudbury, nearly to Route 20. The new leg of the trail is glorious, beautiful scenery, well-marked, great resting spots, with blinking lights at road crossings. At the end, it connects to the Mass Central Rail Trail, itself under construction, but people were biking on it anyway through a gap in the fence. The only thing missing: portapotties!
We just got back from doing this trail yesterday.
We started at the north end at the Fort Hill Parking area.
There were plenty of spots to park when we arrived.
Being a very nice day, there were LOTS of people out enjoying the trail.
We only went as far as Police Cove Park where the trail was closed.
There was a detour route that continued but we decided that was enough for the day and headed back.
We did take the side trail out to the carousel, which we knew would be closed from checking on the web.
We were a little surprised that a trail so nice didn't have ANY restroom facilities. It wasn't easy to go into the woods between lots of poison ivy and people on the trail.
We'll go back and go from south to north and enjoy the rest of the trail
Just rode this trail today 5/27/25. My previous 5* review (2024) still stands with two additional comments. 1. There are virtually no port-a-potties on the trail. However, right near the southern end in Bristol there are some nice benches and just across Thames St is a very nice town facility. 2. The north end parking (India Point) is very busy and biking the first mile getting to the East Bay Path is involved with some unpleasant street portions. Use GPS to locate the parking at 66 Veterans Memorial Pkwy, East Providence. A much better option - in my opinion.
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