Find the top rated mountain biking trails in South Portland, whether you're looking for an easy short mountain biking trail or a long mountain biking trail, you'll find what you're looking for. Click on a mountain biking trail below to find trail descriptions, trail maps, photos, and reviews.
Biked in October on e-bikes with 2" tires. From 33 Chestnut St (Dover). Went S (1 mile) and back then N (3 miles) and back. South is as much town as trail and is well paved. It also is tricky to find your way on the trail as it goes through the back of stores. We found someone to follow. The trip north is mostly dirt terrain and has many rocks and sewer caps. The trail varied from narrow to wide and had 2-spots where continuance was difficult to find, including spots by the bridge and a private drive (trail is on right of fence). You cannot maintain speeds over 12 mph on this part of the trail. Whereas, I didn't mind picking my way through the terrain, my wife hated it.
A real rail trail.¿ A little danger if you hit the rails.¿ You move from within, to the sides a lot. Worth the risk. Great scenery and condition. Biked with e-bike with 2.1" tires. Expect Wolfeboro to be crowded during summer and fall weekends. After the 12-mile ride to Wolfeboro, there are many wonderful places to stop for a bite to eat and drink. Of 20 Rail Trials we rode in October, this was one of the top two crushed stone trails we rode in NH.
So, the positives first. It's a well paved trail with views to a picturesque river.
However, forget the "ring your bell" or "on your left" helps. The proximity to Rt 1 (sometimes within 15 ft. or so) - and the associated traffic noise - all but end any communication, signals, or thoughts of a nice scenic contemplative ride. Also, parking at either end was sparse. And, yes, somewhat thankfully, it is short. A one and done.
Nice easy trail until it crosses the stream then turns into more challenging path. Small elevation changes. Lots of mosquitoes since it goes next to a stream/bog/swamp
So this trail has a hidden risk. Going from trail on the side of the rails to inside the rails can be tricky. My wife fell twice and skinned her knee pretty good. Also trail is narrow and has lots of walkers with dogs. Views are good near wolfboro but after that it’s a tree tunnel. Don’t need to do it again.
We cycled 20 miles, starting at bug Light in South Portland to Scarborough. Mostly flat, asphalt surface. Some riding on bike path along street traffic but most riding is on the separate bike path along water and in green areas. Highly recommend for an easy ride.
I rode the full trail starting in Wakefield at the Turntable park ( which had a good sized parking lot) to Wolfeboro and back. Smooth surface with packed gravel and stone dust. Watch yourself on the crossing when going over the rails so you don’t catch a wheel and go for a header. Good day of biking.
A lovely and fairly easy asphalt paved bike ride. I started in South Windham off Route 202 south of Rt 302. This app shows the parking at the Post Office but there is public parking south of the Post Office. There are signs on Rt 202 to show the Public Parking. Apparently, in 2023 the local Boy Scouts did some work to mark the parking and trail. Look for the little white signs “Sebago to the Sea Trail”. Park in the lot across from the Windham Fire Rescue South Station. Find the trail by looking at the Fire Station, look left and walk between the two buildings to a little grad & gravel trail. If you turn left, walk or ride behind the building about 100 yards to cross ice a 202 to the start of the asphalt path. If you turn right, the grass and gravel travel continues.
Tried riding this trail with a regular (skinny tire) bike. That's close to impossible. It's pretty obvious the trail has not been and is not maintained. It's rutted, has tree roots across it , has wet, muddy areas and worst of all, it has sections of very soft sand that make biking on it nearly impossible. It crosses NH Rte.11, a major two lane 55MPH highway, so be prepared. It is definitely not handicapped accessible. There are no facilities of any kind along or adjacent to the trail. Overall, a huge disappointment.
Nine riders went in. Only 4 came out without injury. Dangerous crossings over rails. Zigzag back and forth across tracks. Why not stay on just one side???? Needs maintenance to make it safer.
It is paved but it’s still very bumpy. Not ideal for rollerblades
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