4.8
(89)
1,534
hikers
193
hikes
Easy hiking trails in Cumberland County traverse diverse landscapes, from coastal paths and dense woodlands to river valleys and nature preserves. The region features varied terrain, including flat, accessible paths and gentle ascents to low hills. Limestone streams, lakes, and agricultural areas characterize parts of the county, offering a range of natural environments for outdoor exploration.
Last updated: April 26, 2026
5.0
(1)
36
hikers
4.75km
01:13
20m
30m
Embark on an easy hike along the Mackworth Island Trail, a delightful loop offering continuous views of Casco Bay. This 2.9-mile (4.7 km) route features diverse scenery, from heavily wooded…
24
hikers
2.96km
00:48
40m
40m
Explore the Harraseeket and White Pines Trail Loop, an easy hike that takes you through beautiful coastal woods. You will wind past towering white pine and oak trees, enjoying the…

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5.0
(2)
10
hikers
5.22km
01:39
210m
190m
Embark on the South Face Loop Trail for an easy hike covering 3.2 miles (5.2 km). You will experience varied terrain, including some steep sections with rock slabs, as you…
8
hikers
6.93km
01:56
130m
140m
Embark on the Blackstrap Hill River Loop, an easy hiking route that winds along the scenic West Branch of the Piscataqua River. You'll follow a singletrack path, mostly flat with…
5
hikers
5.94km
01:34
50m
50m
Embark on the Winnick Woods Long Loop, an easy 3.7-mile (5.9 km) hike that takes you through varied landscapes in Cape Elizabeth. You will gain 157 feet (48 metres) in…
7
hikers
5.23km
01:20
20m
20m
Lace up for an easy hike on the Kettle Cove and Crescent Beach Loop, a coastal route spanning 3.2 miles (5.2 km). This trail offers a gentle experience with only…
6
hikers
3.72km
00:57
10m
20m
Enjoy an easy hike along the Eastern Promenade Trail, a paved multi-use path that offers continuous views of Casco Bay and its islands. This route covers 2.3 miles (3.7 km)…
5
hikers
6.70km
01:50
120m
90m
Explore the East Windham Purple and Blue Trail Loop, an easy hike that winds through varied terrain including dirt paths, forest floor, gravel, and some rocky sections. You will gain…
3
hikers
4.01km
01:01
10m
10m
The Florida Lake Loop offers an easy hiking experience, covering 2.5 miles (4.0 km) with a gentle elevation gain of just 44 feet (13 metres). You can expect to complete…
4
hikers
3.81km
00:58
10m
10m
Embark on an easy hike along the Back Cove Trail, a popular route that offers a refreshing escape with scenic views. This 2.4-mile (3.8 km) loop features a mostly flat…
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Popular around Cumberland County
Easy hikes around Portland
Easy hikes around Westbrook

Easy hikes in Kettle Cove State Park

Easy hikes in Crescent Beach State Park

Easy hikes around Cumberland Center

Easy hikes in Scarborough Beach State Park

Easy hikes around Yarmouth

Easy hikes around Gorham

Easy hikes around Brunswick

Easy hikes around Dunstan
You'll find several miles of trails here, blending seamlessly into the trails of Winnick Woods, just to the north. If you're walking, watch out for fast-moving mountain bikers on some of the Winnick Woods trails.
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This 71-acre parcel of woodland was donated to the township of Cape Elizabeth. It's a popular spot for walking, jogging and biking, and contains a 1.7-mile multi-use loop trail. There are also some trails that were purpose-built for mountain biking, so watch out for fast-moving bikers on those.
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A place with a nice overlook. Good to have a short stop.
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The Maine Narrow Gauge Railroad Co. & Museum has maintained a narrow gauge railway since 1993, which runs approximately 2.4 km along the coast of the Portland Peninsula and parallel to the Eastern Promenade Trail. The railway tracks date from a time when the Atlantic & St. Lawrence Railroad and later the Grand Trunk Railroad ran from Portland to Montreal. After the East End Rail Bridge was badly damaged by fire in 1984 and was not repaired for economic reasons, the railway line was no longer used. This led to the founding of the non-profit organization with the aim of preserving the railway and making its history unforgettable. https://mainenarrowgauge.org/
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The gigantic military fortress Battery Steele was built during World War II to house heavy guns to protect the North Atlantic fleet. After the war, the site came into the possession of the Casco Bay Island Development Association and later the Star Foundation, a non-profit organization, became the owner of the fortress. When Battery Steele was put up for sale again, a grassroots campaign was launched by a group of islanders. In 1995, the group bought the 5.5-hectare property to preserve it as a recreational and historical site. This is how Peaks Island Land Preserve, a volunteer organization, was created. In 2005, Battery Steele was added to the National Register of Historic Places. Walking through the more than 100-meter-long dark tunnel inside Battery Steele creates indescribable impressions. The walls are covered in graffiti, many of which unfortunately do not claim to be classified as ‘street art’. https://www.peaksislandlandpreserve.org/battery-steele
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The Atlantic bay off Portland is called 'Casco Bay'. The approximately 520 sq km bay is part of the Gulf of Maine and lies between Cape Elizabeth south of Portland and Cape Small, a peninsula in eastern Maine that extends far into the Atlantic. Six inhabited islands lie in the bay and can be reached by ferry all year round. You can find detailed information about the bay on the website of the 'Friends of Casco Bay - Casco BAYKEEPER'. https://www.cascobay.org/casco-bay/
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Crescent Beach State Park is a classic sandy Maine beach. The park has sand dunes, picnic areas and great views of an offshore island and the ocean.
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East End Beach backs up to Eastern Promenade, which is one of Portland's most popular waterfront parks. The paved path following the shore line is a great trail to use for accessing this beach area.
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Cumberland County offers a wide selection of easy hiking trails. There are over 160 easy routes available, providing numerous options for a relaxed outdoor experience.
Easy hikes in Cumberland County traverse diverse landscapes. You can find coastal paths, dense woodlands, river valleys, and nature preserves. Depending on the specific region, trails might feature limestone streams, lakes, or agricultural areas, offering varied natural environments.
Yes, many easy trails in Cumberland County are circular, perfect for a convenient outing. For example, the Harraseeket and White Pines Trail Loop is an easy 1.8-mile loop through wooded areas. Another option is the Winnick Woods Long Loop, which covers nearly 6 miles with minimal elevation changes.
Many easy trails are suitable for families. The Back Cove Trail in Portland, Maine, is a popular 3.6-mile loop that's generally flat and accessible. In Pennsylvania, the Cumberland County Biker-Hiker Trail at Pine Grove Furnace State Park is a 3-mile out-and-back trail with lakeside views, great for all ages.
Many easy hiking trails in Cumberland County are dog-friendly, but it's always best to check specific trail regulations before you go. Generally, trails in nature preserves and state parks often allow leashed dogs. For instance, the Mackworth Island Trail is a popular choice for dog walkers.
Easy hikes in Cumberland County offer access to various natural attractions. You can find beautiful coastal views, like those from Views of Casco Bay, or explore serene woodlands such as Robinson Woods. Some trails also lead to waterfalls, including Jewell Falls and Steep Falls Waterfall.
The best time for easy hikes in Cumberland County largely depends on the specific region. Spring and fall generally offer pleasant temperatures and beautiful scenery, with fall foliage being particularly stunning in areas like the Cumberland Plateau in Tennessee or Bald Pate Mountain in Maine. Summer is also popular, especially for coastal trails, while some areas like Cumberland Gap National Historical Park offer year-round hiking opportunities.
Yes, several easy hikes provide rewarding views. In Maine, the South Face Loop Trail on Bald Pate Mountain offers panoramic vistas of lakes and mountains. In Tennessee, the Black Mountain Overlook provides beautiful views, especially during fall. Cumberland Gap National Historical Park features the Pinnacle Overlook with expansive views of the gap.
Parking availability varies by trail. Most state parks and nature preserves in Cumberland County (Maine, Pennsylvania, and Tennessee) offer designated parking areas at trailheads. For urban trails like the Back Cove Trail in Portland, Maine, street parking or nearby public lots are often available. Always check specific trail information for detailed parking instructions.
Yes, Cumberland County offers excellent spots for bird-watching on easy trails. The Letort Spring Run and Nature Trail in Cumberland County, Pennsylvania, is a 2.5-mile accessible path following a limestone trout stream, known for its bird-watching opportunities. Coastal trails in Maine also attract various bird species.
The easy hiking trails in Cumberland County are highly regarded by the komoot community, with an average rating of 4.7 stars from over 50 reviews. Hikers often praise the well-maintained paths, the diverse scenery ranging from coastal views to peaceful woodlands, and the accessibility of many routes for all skill levels.
Absolutely. Many easy hikes in Cumberland County are situated near lakes or rivers. In Pennsylvania, Pine Grove Furnace State Park offers trails around Laurel and Fuller Lakes. In Maine, the Florida Lake Loop provides a pleasant walk around the water. The Big South Fork National River and Recreation Area in Tennessee also features numerous easy trails along scenic gorges and rivers.


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