Explore the best rated trails in Winthrop, MA, whether you're looking for an easy walking trail or a bike trail like the Southern New England Trunkline Trail and Heritage Trail (NH) . With more than 105 trails covering 664 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.
Rode the two sections of this beautiful trail today. From the parking spot in the middle of the Ware trail towards Gilbertville is a nice ride along the river. But a short one. Opposite the old factory the trail suddenly ends and there are handwritten signs "Stop, Don´t go further, Private property..." It would only take a few yards to reach the next road to travel on towards Gilbertville. No chance. Shame on you, property owners! (The trailmap shows a way through, but that might be an error?)
Okay, same way back and on to Route 32 past Gilbertville, where the next trailhead is waiting;-)
Smooth surface, well maintained and even good for kids bikes and flat all the way to Wheelwright. 3 nice old bridges. This is one is fully recommended! Absolutely worth it.
Rode this trail several times since mid-September. It is a nice length - 8 miles so not too long for a round trip. It is a new trail with all crushed stone, and it is a straight run and sufficiently wide. The scenery is typical woods. The trail crosses roads 2-3 times that are not too busy and all have lights. The parking lot, which is immediately south of the Airfield Café, is a decent size. The northern part of the trail ends by Route 1. Although I have not done it, you should be able to find your way into the city of Portsmouth from here using Islington St. or Middle Rd.
Very long for a paved trail and the few road crossings do not have much traffic. There are no more roots coming through the pavement than one would expect, and they all are painted white where they exist. A fast trail. There are towns in both the northern and southern part of the trail to grab food and/or drink. The trail is mostly in Massachusetts.
This path passes through a state park, is shaded, there's quite a decent hill climb and windy section on the north end, but the rest of it is easy.
as of october 2024 this path is paved and quite nice.
This is my favorite trail in the state, very scenic along the river. best part is from woonsocket to lincoln. Some parts of this trail through the city are poorly marked and you need to share the road with cars.
Trail connects seamlessly to Windham RT and Methuen RT and these two trails have connections to Derry RT and Spicket River Greenway for a total of 18.75 miles of connected trail.
The northern part of trail is like Windham (excellent), but southern part of trail (1-mile) runs along highway 28 and is not good hardpack (a black dirt gravel). The trail is wide and protected from vehicles but there are lots of stops to let cars depart from stores along the route (lots of button pushing at traffic lights).
Did on e-bikes with 2" tires in early October. Done in 2-segments of 14 miles each (started in Newfields and then in Manchester and worked way to middle). From Manchester there are several lakes/ponds, so it is more scenic. Also, this segment has three railbed passes beneath the roads. You can stay on your bike for all but one - watch your head! Also the lead up and down to these tunnels is steep, so get some speed going up to them. From Newfield there are places to eat about 12 miles in. The trail is mostly crushed stone & some dirt.
Started at Delta Dental baseball stadium in Manchester. Look to quickly go over river and i93 on 2 great bridges. Seamless into Goffstown Rail Trail.
Part of an excellent run of connected trails including Derry and Salem Bike-Ped. Wide trail with great scenery including water.
Excellent paved trail. Like Derry it can have lots of people. Go during non-peak hours. Too bad it doesn't connect to another trail. We went ¼ mile south of paved trail which was not bad (could only average 8-10 mph and reversed course at a rutted bridge. One of the best finds of October (we did 24 trails).
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