Find the top rated cross country skiing trails in Randolph, 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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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.
Did this in August. The trails are well kept, a bit challenging but the views are incredible! You can ride right into ptown and avoid parking hassles and expense.
This section was our continuation from the Ghost Trail. This is a short ride but well worth it. Clean trail, no weeds covering the path and most importantly no surprise potholes. Just a beautiful peaceful shaded ride. When my sister and I reached the northern end we actually decided to go to lunch at Marquis’ Lobster Pool. After lunch we rode back to the trail and headed towards Newburyport. There are no signs from the Ghost Trail pointing you towards that direction.
This route was a continuation from Amesbury’s River Walk Trail which was a bit hard to find because there is no signage pointing you in the right direction. As I continued on it proved to be a well groomed path/ride. Road was in very good condition and weed control was well taken care of. This trail started out paved then turned into well packed crushed stone/dirt. A mountain bike would work well here but it was very manageable with a road bike as well. Beautiful ride through the woods. We continued on to the Ghost Trail from here.
Parked in the parking lot on Water St. There are no signs pointing you towards the start of the walking/bike path. Once I found it I was on my way. Then the path went downhill in a bad way. Overgrown weeds and thorns in the paths way and not to mention all those little pot holes and low lying branches. Some areas it was hard to stay on your side of the yellow line. Very poor path maintenance until you get to the back of Stop & Shop. Then again you’re on your own to find the continuation of the route. No signs at all pointing you in the right direction. What a shame. It could’ve been a very enjoyable ride. Hope they clean the area soon.
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
The claim of this being a 61 mile trail is very deceptive. Almost 40 miles of this trail is nearly unrideable except for mountain bikes (and even that would be unpleasant). We are experience riders and were on hybrid bikes with wide tires and front suspension. And while our plan was to cycle 40 miles from Willimantic to E. Hampton, we only did the first 10 mile section from Willimantic to James L. Goodwin State Forest.
The trail started out as just OK, but deteriorated in less than 2 miles. After crossing S. Brook Rd, the trail the trail was extremely gnarly and super overgrown. When we reached Goodwin State Forest, we were so happy to bail out and call it quits! Luckily, we had a SAG vehicle with us so we weren't forced to cycle back over the same awful trail.
Be warned, the entire trail we rode from Willimantic to Goodwin Forest was large, loose gravel, and the scenery is incredibly boring. There are places where the trail is extremely rough. At S. Brook Rd. the trail becomes unrideable, expect by maybe some die-hard mountain bikers. We used our SAG van to pop into other points along the trail from Goodwin to E. Hampton the trail only seemed to get even worse.
Honestly, just a really unpleasant ride.
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