Looking for the best trails around Kittery?

Explore the best rated trails in Kittery, ME, whether you're looking for an easy walking trail or a bike trail like the Northern Rail Trail and Eastern Promenade Trail . With more than 74 trails covering 454 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.

Recent Trail Reviews

WOW Trail

wow trail

September, 2024 by r1paull

Sept 30th not a good trail ! We ran into several meth heads and police taking them into custody, Scarey stuff to say the least. We will not be back.

West Foss Farm Trail

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

September, 2024 by hrradness

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

Cotton Valley Rail Trail

cotton valley trail

September, 2024 by frbauer_tl

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.

Accordion

Wellington Greenway

Trail by MBTA station

September, 2024 by oneadventureroad

Wellington Greenway Trail is good place to ride my bike underpass the MBTA purple and orange line trains. Ducks walk by the river pond. I have seen yacht boats there.

Bruce Freeman Rail Trail

Agree. GREAT Trail!

September, 2024 by 44s9k9tzxm

We parked in West Concord and decided to ride south to Sudbury. Beautiful trail — ends 2 miles from where we parked with a locked gate. BUT… there is more trail on the other side. There is a nice, paved switchback up to a crossing at Powdermill Road. All marked with great signage. The way down on the other side is very steep and not paved—but manageable after dismounting. Trail is just as beautiful on the other side. We didn’t make it quite to the end because I got a construction-based flat at North Road (the Davis Field parking lot). I didn’t notice that they hadn’t paved the transitions at the road crossing and pinched a tire. Oh well. Hopefully, by the time you ride the construction will be complete and you can just enjoy the scenery!

Winnipesaukee River Trail

well maintained with beautiful views of the river

August, 2024 by brenda.viglienzoni

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.

Eastern Trail

comfortable ride; well marked trail

August, 2024 by philgautreau

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.

Martin H. Burns Wildlife Management Area Trail

flooded

August, 2024 by qgtwb28wbh

The trail no longer runs through. It is flooded year round due to beaver activity. Not sure if DCR or National Grid maintains it but it has been flooded for a couple years now.

Rockingham Recreational Rail Trail (Portsmouth Branch)

bike day

August, 2024 by mflayhan

Great trail we loved it would recommend it for sure enjoy

Northern Rail Trail

great trail

August, 2024 by mflayhan

One of the best biking trails smooth great steady cruiser trail loved it

Bruce Freeman Rail Trail

Great Trail

August, 2024 by closey2112

It states 15.7 Miles. More like 14.6 miles. But, I’m splitting hairs. First off. . . A LOT of street crossings. And they (the trail Gods) want you to dismount and walk your bike across each one. You make the call. Other than that, the trail is paved all the way. If you ride gravel bike, like I do, you’ll find nice packed gravel sections on each side of trail. Super fun to ride. Lots of places to stop and grab a quick bite, or a shot of Go-Go juice (that’s coffee) along the way. Some real nice scenery too, to look at along the way. Fun for everyone!

Methuen Rail Trail

Consurn

August, 2024 by kevinwolf4787

Over the last two days three teenagers have been riding ATVs on the tail he almost ran me and my mother over cause there was no room and he didn't want to move there are little kids and dogs on there trail and theses kids should not be riding ATVs on the trail can't even enjoy the trail now

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