Find the top rated hike trails in Ossipee, whether you're looking for an easy short hike trail or a long hike trail, you'll find what you're looking for. Click on a hike trail below to find trail descriptions, trail maps, photos, and reviews.
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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
I started this ride at the northernmost end (Skookumchuck) and rode all the way to The Flume. Unfortunately, my time there was limited, and I would have loved to stop at the many available sites along the way. Many places to stop for a bite, see nature, read about history, and use bathrooms. But be aware that this is a very hilly ride. You will have hills to climb, and you will descend very quickly. There are also a few sharp turns. Be on the lookout for walkers, other bikers, and pet walkers. The trail, while asphalt, is also bumpy due to tree roots growing underneath.
Started at the very north end just before the interstate starts and went to the parking lot of The Flume. It was 10.1 miles. Had some very steep hills, some picnic tables scattered along the trail and some nice scenic spots. Not my favorite trail due to the hills as I ride on a trike with a passenger seat for my daughter and struggled getting up the hills but it is very scenic.
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.
This trail was lovely. I did the entire trail both ways in a couple of hours. Mostly flat and well maintained. Began in Tilton on Rt 140 and road to the end in Franklin. Many nice places to stop along the way. Took some great pictures. It was a bit confusing when the trail ends and you are routed down Main Street in Tilton. I almost turned around at this point. Honestly It’s really not that far through town. Just be careful of cars backing out of parking spots. The vistas are worth it, keep going. Looking forward to checking out another trail.
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.
Great trail we loved it would recommend it for sure enjoy
One of the best biking trails smooth great steady cruiser trail loved it
We only had an hour before sunset but went from the flume visitor center to the basin. We loved it!
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.
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