Find the top rated cross country skiing trails in Milford, 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.




















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.
Outstanding trail wandering through Newburyport, great mix of quiet woods and urban setting. The Trail has been completed to include the piece from the cemetery to the train station, making the entire route complete. Wonderful experience today!
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.
2.5 stars. Entered the trail a the far western end on Hancock Rd. near Skatutakee Lake. Biked eastward for several miles. Mixed surface (dirt, cinder, sand & forest floor). This trail is rough and best suited for fat-tire or full-suspension mountain bikes. You could do it with a gravel bike but be ready for a very bumpy ride. Partially buried track ties and roots cover roughly over a 3rd of this segment of the trail. The swamps and brook are absolutely beautiful. There are a few benches for a peaceful stop. The trail has a gentle decline most of the way so be prepared for the uphill on the return trip. Mostly shaded so sunscreen isn't needed but bug spray might be a good idea if stopping for prolonged periods. The bridges are beautiful & well maintained. The signage is discreet & informative. This is a wonderful all season trail that I plan to return to in foliage season. It has a lot of potential but in its current condition it has a LONG way to go to become a destination that will attract tourists & generate $$$ for the local economy.
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.
0.8 miles of this trail now consists of crushed gravel
The trail in the north is 80-90% full sun exposure in the summer. Just be aware if you're going out for a long run. It did start to get shady about 2 miles after the skate park.
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.
As of June 1, 2026, the first half of this trail starting in Bedford, MA is nice, but due to construction, it stops about halfway - I believe somewhere in Lexington. You can choose to exit the trail and go onto Massachusetts Avenue to ride in the bike lane, but that involves riding right alongside traffic and can be very stressful and dangerous. My husband and I did this today and I don't think I will do this again. At any point, someone in a parked car adjacent to where you are riding can open up their door right into you. Also, the bike lane often shares a lane with cars and is pretty scary for people not used to this. I hope the rest of the Minuteman bike path opens up to bikers again soon!
There's another couple of miles of mostly paved trail that goes beyond the parking lot in Lebanon. That's an excellent section of the trail. It took us all the way to Glen Road in West Lebanon.
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