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 451 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

Northern Rail Trail

Rode from Lebanon to Grafton, beautiful trail, especially for a gravel bike. There some single track sections, but that added to experience. Loved the fact that it crossed the river many times thus many bridges and several tunnels.

June, 2024 by klracicot

Rode from Lebanon to Grafton, beautiful trail, especially for a gravel bike. There some single track sections, but that added to experience. Loved the fact that it crossed the river many times thus many bridges and several tunnels.

Eastern Promenade Trail

For rollerblades, not good

June, 2024 by kdcspamspam

It is paved but it’s still very bumpy. Not ideal for rollerblades

Mountain Division Trail

Good but hilly

June, 2024 by kdcspamspam

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.

Accordion

Boxford Rail Trail

The worst, go elsewhere.

June, 2024 by curt.schulz

Not even really a rail trail. You are biking under double electric lines. There is no posting at the Pond Street entrance. Also, a quarter mile in, there is a no trespassing sign right on the trail so you have to take a longer loop around on surface streets to get back under the power lines. Not scenic at all. I've done about 18 trails throughout MA and NH and this is the worst trail I have been on. Why is this even listed here?

Northern Strand Community Trail

getting better and better

June, 2024 by mcvk57tjjp

This trail is very near our home. We’ve watched it evolve since we used to walk along the railroad tracks. It has taken a long time to develop, but we love it and appreciate the improvements that keep coming. We walk and bike there often. Looking forward to when we can bike all the way to Somerville on one end and Nahant on the other tx Bike To the Sea!!!

Northern Strand Community Trail

Parts are really pleasant

June, 2024 by r2tguy

Just did this trail today with my wife and 2 friends. We're all in our 70s. We had fun but were taken by surprise when we hit the end... the trail just ends and it's necessary to ride back a hundred yards to a road to get off the trail.

We plodded along the Lynnway to the traffic circle at Nahant Road then rode south along Nahant Beach to the Tides restaurant for beer, fried clams, and mussels. On the way back after lunch we rode on the hard-packed beach back to the traffic circle then worked our way back to the Northern Strand Community Trail back to where we parked at Rivergreen Park in Everett. We had too much sun and the rush hour was approaching so we skipped the ride over to the Encore Boston Harbor Casino.

The marshes were an unexpected surprise in this densely-populated area. We visited America's largest model train store. And the aroma of coffee and baked bread was so welcome.

Watch out for the electric scooters. The people riding them go too fast (and they don't wear helmets).

The reason I gave four stars and not five is the many road crossings and traffic lights. We found it helps to press the button to cross.

Topsfield Linear Common

Topsfield Linear a lovely ride

May, 2024 by suebl

We have been riding this trail for at least seven years. I am surprised to be the first reviewer. Topsfield Linear Common trail is one of the most consistently scenic trails I have ridden in eastern Massachusetts. At some point it merges with the Danvers Rail Trail so maybe most of the reviews are there. On Saturday, we parked in Topsfield Center as usual, across from St. Rose of Lima Church (that is the easiest way to find the parking lot via GPS) and decided to go north, which in the past was not at all finished and became quickly impassable. But to our surprise, work had been done on this part of the trail since we last checked, so we were able to ride the full two miles to the end in Boxford. You can't go any further because Rte. 95 is in front of you. In Topfield, it is still a narrow packed dirt trail, but the grass on both sides has been mowed. When you cross over to Boxford, the trail becomes small gravel. At the very end, for a short distance, it reverts to dirt track.

We returned to Topsfield and rode south. You pass the fairgrounds, then the Ipswich River, and The Wenham-Danvers swamp, which has a lovely .3 mile scenic scenic boardwalk through the swamp. We were probably on the Danvers trail by now. We went as far as the playground which purports to be in Wenham, and has a place to refill your water bottle as well as equipment for kids.

The part of the trail from here to the end of the Danvers trail is, to my mind, not so scenic, so I have stopped riding it.

Head's Pond Trail

Great parking lot off rt3 in Hooksett. Packed gravel trail for the most part. Absolutely beautiful wetlands and woods. A wildlife paradise.

May, 2024 by chefmark.mrg

Great parking lot off rt3 in Hooksett. Packed gravel trail for the most part. Absolutely beautiful wetlands and woods. A wildlife paradise.

WOW Trail

Ok Trail

May, 2024 by justin.c.perry84

This was an OK trail. We enjoyed that it was pretty well marked with the exception of one crossing near some train tracks. Too many road crossing points. Portions of the trail were rough because of roots growing under the pavement. We actually saw a runner take a pretty nasty spill because of the rough surface. It was nice to check it out, but we won’t go out of our way to come back.

South Manchester Rail Trail

Smooth paved rail trail, from start to finish. Park at Walmart, for ez access. Saw some turtles, squirrels, and big fat bunny ¿. Friendly people walking, bike riding, and an elderly lady on a mobility scooter. FUN!!!

May, 2024 by chefmark.mrg

Smooth paved rail trail, from start to finish. Park at Walmart, for ez access. Saw some turtles, squirrels, and big fat bunny ¿. Friendly people walking, bike riding, and an elderly lady on a mobility scooter. FUN!!!

Northern Strand Community Trail

I have done this trail multiple times on a bicycle and it's good urban trail to exercise .

April, 2024 by erickyvr

I have done this trail multiple times on a bicycle and it's good urban trail to exercise .

Spicket River Greenway

urban trail, easy to follow

April, 2024 by reg13

Trail connects to the Methuen Rail Trail via a confusing ramp (at the north end of the park). It’s narrow and turns a lot so you won’t go fast, but it’s paved and was easy to follow. MBTA commuter rail near the east end. I liked it because you see a bit of the city as get through safely.

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