Find the top rated hiking trails in South Portland, whether you're looking for an easy short hiking trail or a long hiking trail, you'll find what you're looking for. Click on a hiking trail below to find trail descriptions, trail maps, photos, and reviews.
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
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
We rollerbladed down this path, starting at the Maine State Visitor information center. It was smooth but very hilly. Also we tried to start in Standish but it was not paved.
Nice section starting from the Kennebunk elementary school parking lot. The trail switches to road riding in Biddeford turn left when the trail ends and you’ll see a Dunkin Donuts. Can you say coffee and pee
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