Find the top rated cross country skiing trails in Webster, whether you're looking for an easy short cross country skiing trail or a long cross country skiing trail, you'll find what you're looking for. Click on a cross country skiing trail below to find trail descriptions, trail maps, photos, and reviews.
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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.
The Nashua River Rail Trail is terrific. It's long, smooth, well-maintained, and beautiful. Since it lies in a relatively rural part of Massachusetts, I find it to be a lower-key ride than its eastern cousin, the Bruce Freeman Rail Trail, but still well-used. There's less to see and do along it, but that might be exactly what you're looking for. Wholeheartedly recommended.
I just rode the trail from Cheshire to New Haven Harbor. It gets confusing because of the lack of signage once you go under the Temple St Garage in New Haven. You get dumped out into a street and don't know where to go. The trail is on the road or sidewalk depending on what you prefer. Take a left onto Grove St. continue to the end and take a right onto Olive ST. Follow Olive St. to the end and pick up the trail again on Water St. Cross Brewery ST and take a right to continue on Brewery. Brewery changes to Sargent Drive. Take a left to go under I95 and the water will be in front of you. If you take a right and continue down for a little, along the water's edge, you will find dozens of food trucks to buy lunch before a return trip. It was well 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.
I recently rode this on a cool day in May from Manchester to Willimantic and back, so right at 40 miles. The trail is well-maintained and foot/bike traffic was light, even though it was a holiday weekend. Very scenic for long stretches and low elevation gain. I rode a gravel bike with 45 mm tires. On a road bike with reasonable tires, this should be do-able (I saw a couple of them), but there is one rough section of about 100ft (30m) where you would need to walk. There is also one underpass that is dark enough to use a headlight...but it's passable if you slow down. There are a number of places to read about the history of the rail line, as well as a few locations with fix-it stations with bike tools and air pumps.
One final tip: Google maps takes you to an intersection on Colonial Road for the Manchester trailhead...the parking lot has a tiny sign that is easy to miss.
...we rode the western part... (is there a tool to edit a review?)
We rode the eastern part of the trail today, starting at the CT/MA border towards Douglas. The first 6-8 mls are well maintained and a good ride even with a street bike. Nice scenery, too. But then things get worse around Douglas. Rough surface with crushed stone, sand and deep puddles after a rainfall (like today). Looks like the track has not been maintained in a while and detoriates. A mountain bike is a big plus and highly recommended in some parts of the trail. Was a good ride though but do not expect a smooth one.
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