5.0
(2)
28
hikers
5
hikes
Hiking around Winterport, Maine, offers access to diverse natural features along the Penobscot River. The region is characterized by rolling hills and hardwood forests, providing a classic New England backdrop for outdoor activities. Trails often feature river views and lead through wooded areas. The landscape includes moderate elevations and varied terrain suitable for different hiking experiences.
Last updated: April 29, 2026
5.0
(1)
14
hikers
6.20km
02:01
300m
220m
Embark on the Mount Waldo Quarry Trail for a moderate hike spanning 3.9 miles (6.2 km) with an elevation gain of 986 feet (301 metres), typically taking around 2 hoursโฆ
2.15km
00:44
200m
0m
Embark on the Mt. Waldo South Trail for an easy hike that takes you through an airy oak forest before opening up to striking ledges of exposed granite. This routeโฆ

Sign up for free
1
hikers
1.97km
00:30
0m
0m
Hike the easy 1.2-mile Bucksport Waterfront Walkway for scenic views of the Penobscot River and Penobscot Narrows Bridge.
3.88km
01:01
40m
40m
The Miles Lane Trail offers an easy 2.4-mile hike through forests and around a pond in Bucksport, Maine, suitable for all skill levels.
5.0
(1)
13
hikers
6.13km
02:00
280m
280m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Popular around Winterport
The Miles Lane Trail is a walking and running trail around Bucksport High School and into the local woods. This trail system is also used by teachers from Miles Lane and Bucksport Middle Schools to provide real-life education experiences for students. The trail has different loops; all trails add up to about 3 miles of trail.
0
0
The Penobscot Narrows Bridge was built in 2006 to replace the Waldo-Hancock Bridge. It is 2,120 feet long and is a cable-stayed bridge. The bridge takes Highway 1 over the Penobscot River and links Verona Island to Prospect, in the U.S. state of Maine.
0
0
The Bucksport Waterfront Walkway is a very accessible hiking area, with restrooms, benches, and nice views of the Penobscot Narrows Bridge and of Fort Knox across the river. The path is 6 feet wide and paved with bricks, so it's stroller-friendly and wheelchair-accessible. There is a small hill near the Highway 1 bridge that ascends and descends over about 0.1 miles, and the steepest grade of the hill is 13%.
0
0
There are over 5 hiking trails around Winterport, ranging from easy strolls to moderate climbs. These routes offer diverse experiences, from river views to forest paths and summit vistas.
Yes, Winterport offers several easy trails perfect for families. The Bucksport Waterfront Walkway is a particularly accessible, paved path offering scenic views of the Penobscot Narrows Bridge and Fort Knox. Another great option is the Mt. Waldo South Trail, which provides a relatively easy ascent to panoramic views.
Hiking around Winterport offers a variety of natural beauty and historical landmarks. You'll encounter picturesque views of the Penobscot River, rolling hills, and classic New England hardwood forests. Notable landmarks include the Penobscot Narrows Bridge and Observatory, the historic Fort Knox State Historic Site, and the summit of Mount Tuck. Many trails also feature old stone walls, hinting at the region's past.
Many trails in the Winterport area are dog-friendly, allowing you to enjoy the outdoors with your canine companion. It's always a good idea to keep your dog on a leash and follow local regulations to ensure a pleasant experience for everyone. Trails like the Miles Lane Trail are popular choices for walks with dogs.
The best time to hike in Winterport largely depends on your preferences. Spring brings blooming wildflowers and lush greenery, while summer offers warm weather perfect for exploring. Autumn is particularly stunning, with vibrant fall foliage across the hardwood forests. Even winter can be beautiful for snowshoeing or cross-country skiing on some trails, though conditions require appropriate gear.
For those seeking a more challenging hike, the Mount Waldo Quarry Trail is a moderate option with significant elevation gain, offering a good workout and rewarding views. This trail provides a more rugged experience compared to the easier, flatter routes in the area.
Yes, if you're looking for a loop trail, the Mount Waldo loop from Frankfort is a great option. This moderate route allows you to experience the diverse terrain and views of Mount Waldo without retracing your steps.
The hiking routes around Winterport are highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the quiet woodlands, scenic river views, and the sense of tranquility found on the trails. The accessibility of many paths and the rewarding summit views are also frequently highlighted.
Parking availability varies by trailhead. For popular spots like the Bucksport Waterfront Walkway, designated parking areas are generally available. For other trails, especially those in more natural or less developed areas, parking might be more limited, often roadside or in small lots. It's advisable to check specific trail information for parking details before you go.
Absolutely! Winterport is situated along the deep and fast-flowing Penobscot River, as well as Marsh Stream, offering excellent opportunities for canoeing, kayaking, and other water sports. Many hiking trails provide scenic views of these waterways, and you can often combine a hike with a paddle for a full day of outdoor adventure.
The duration of hikes around Winterport varies significantly based on the trail's length and difficulty. Shorter, easy walks like the Bucksport Waterfront Walkway can be completed in under an hour, while moderate trails such as the Mount Waldo Quarry Trail might take around 2 hours or more to complete.


Browse the best Hikes in other regions.