Explore the best rated trails in Kittery, ME, whether you're looking for an easy walking trail or a bike trail like the Middleton Rail Trail and Wellington Greenway . With more than 77 trails covering 468 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.
Really nice accessible trail for people of all abilities. Wheelchair friendly and just shy of all the requirements to be classified as a Universal Access Trail. Very well thought out trail, Bravo!!
From Massabesic Lake parking lot to Raymond and back. Beautiful ride. Keep an eye on rocks on the trail. Otherwise, well marked and excellent ride in nature to pretty much all to yourself. Enjoy!
Started at Oak Street trail head parking lot. Headed south, roughly 4 miles out and 4 back. Well maintained crushed packed stone. Best to turn back at Carpenters Bridge if bicycling without fat tires. Part after Carpenters Bridge is Sandy and moguls from ATV use.
I have biked several times over the past 4 years. Nice ride but this past ride (Labor Day week) there was a lot of foot traffic which required a lot of stopping. Usually a nice ride but I guess I picked the wrong day.
We probably crossed the rails 15 times before my wheel caught and I went down, scraping my knee and hands, I got pretty bruised up. I couldn’t bend my knee to ride back and uber was not an option. So my husband rode back to the other end to get the car. This is dangerous and the trail is narrow for bikes and walkers at the same time. We had to stop so that bikes in the opposite direction could pass. Would be a nice ride if it were fixed up a bit.
Beautiful trail. Enjoyed the sites, sounds and smells. It runs along the river. I got on at the Depot Rd parking lot in Boscawen. Very easy access and plenty of parking. I Road 15 miles. The trail is fairly level with very little incline.
Trail is nice and flat, some soft dirt (minimal), and small rocks across bridge. Trail needs a good chain drag, roots cut back, and rake. Otherwise it’s a good dirt trail with lots of shade. Excellent for walking dogs too!
We went there today! What a super fast fun trail! Lots to see and do ! Bring a picnic lunch and spend the day!!!
Salem to Derry - entirely paved Awesome trail will do it again!
Started at Salem Depot and went north to Derry…awesome ride Entire path is pavement
Longest trail in State and is deservedly well rated by most. It is a consistently groomed crushed stone trail with few roots and rocks. Not many places to stop and sit which on a long ride can be helpful. Make sure to ride to the statue at the southern trail head.
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