Find the top rated bike trails in Winthrop, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike 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.
We are on week 2 of a 2-week Northeast rail trail tour and we’re experienced cyclists. I should have believed the Trailguide when it warned that this one wasn’t well-suited for hybrid bikes. We only made it 6 miles out of Livermore Falls before turning around. There were only a few stretches of packed sand. The rest was loose sand or chunky rock. For reference, we were riding an Allied Alpha and a Cannondale Supersix Evo SE. Would have been a blast on a fatty.
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.
Ok, so having ridden the length from Sunset Cemetery north to 201 in Bingham here are my recommendations. The path from the Cemetery to Tavern Road you can probably skip. It's considerably rougher and doesn't offer much in the way of views. I would suggest parking at the Jotham and Emma bridge that separates Solon and Embden and picking up the trail via Tavern Road. However there is still a land dispute going on so the trail ends abruptly with fencing and "NO ATVS" signs posted. Now to be clear there are no "No Trespassing" signs, just the ones about ATV's. I asked some locals at 201 motor sports (after leaving the trail where indicated and biking into town via the road) and they didn't seem to think it would be an issue. That being said if you stay on the trail, be prepared to work around construction fencing, game cams and caution tape. I did notice that my bicycle tracks weren't the only ones. This route gives you about 16 miles round and overs a pretty good trail and beautiful views. This is not a cruiser style or road bike route. Some spots are smoother than others- best with a hybrid or mountain bike. Also go mid week and preferably after a recent rain. There will be less dust and less ATV's out and about. Regarding the drivers of said ATV's I found most (and there weren't many) to be polite, cautious, and gave me lots of space. Some however seemed annoyed I was out there. Just like anywhere I suppose.
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.
First time on this trail and we loved it! We were on gravel grinder bikes, and the trail was perfect for this type of bike. We found the trails were in great condition. We did an out and back turn around at 6 miles. We will definitely return possibly for increased distance and more exploration on trails around Titcomb ski area.
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
This is not a bike trail, this is a atv trail, the people drive the side by sides like they are out of cigarettes on the trails up here.
At only 2.1 miles, Eastern Promenade Trail packs a great deal of interest into its short length.
Starting near the Highway 295 bridge you'll be blessed with sensational views of the bay. Next, as you make your way past Fish Point, you'll be rewarded with the sight of massive cruise ships, vintage narrow gauge trains, and historic buildings.
What brought the greatest pleasure to me on this October Sunday morning bike ride were the throngs of people walking their dogs! It was like being at the National Dog Show! I had to stop at East End Beach which is essentially a dog park to watch the dogs happily play and cavort. This trail was most heavily populated with the dog walkers, joggers, and other pedestrians. We bicyclists were few and far between.
Be sure to combine this with the Back Cove Trail loop for nearly 8 miles of riding and get more bang for your buck!
(But do not bother combining it with another connecting trail - the Bayside Trail, which doesn't go along a bay and is about as appealing as riding down an alley)
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