4.8
(93)
1,525
hikers
200
hikes
Hiking in Cumberland County, Maine, features a mix of coastal scenery, woodland paths, and lakeside trails. The region is characterized by its proximity to the Atlantic Ocean, with numerous preserves and state parks providing accessible routes. The terrain generally consists of gentle hills and flat coastal plains, offering options for a wide range of hiking abilities.
Last updated: May 12, 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 forests to beautiful rocky shores and small pebble beaches. You will gain a gentle 67 feet (20 metres) in elevation, making it a relaxing journey suitable for most. The trail's flat, packed dirt surface makes for comfortable walking, and a unique highlight is the whimsical Fairy Village, where you can discover small houses crafted from natural materials. Expect to complete this scenic adventure in about 1 hour and 13 minutes.
To begin your hike, you will need to pay a small fee upon entering Mackworth Island State Park; this contribution supports the upkeep of the trails. Dogs are welcome to join you on the route, but please ensure they remain on a leash throughout your visit. While the main trail is generally flat and accessible, be aware that some side paths leading to the shore can be steeper. Plan your visit during daylight hours to fully enjoy the coastal views and forest sections.
Mackworth Island is not just a scenic hiking destination; it is also a legislated bird sanctuary, offering excellent opportunities for birdwatching as you explore. The island's unique ecosystem supports various species, making it a peaceful retreat for nature lovers. Beyond the natural beauty, the charming Fairy Village adds a touch of enchantment, inviting you to pause and appreciate the creative, natural art installations. This trail provides a perfect blend of coastal beauty, forest tranquility, and whimsical discovery.
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 fresh air. The trail offers scenic views of Casco Bay and its rocky outcrops, as well as the Harraseeket River as you hug the shoreline. This pleasant route covers 1.8 miles (3.0 km) with a gentle elevation gain of 135 feet (41 metres), making it an easy walk that typically takes about 48 minutes to complete. It is a perfect way to experience the varied ecosystems of the park.
When planning your visit, be aware that the trail features mixed terrain with dirt, rocks, and roots, so some sections can be uneven underfoot. If you are considering hiking in winter, be prepared for potentially icy conditions near tidal zones; sturdy, waterproof boots are highly recommended. The park provides convenient amenities such as restrooms and picnic areas for your comfort. You will also find interpretive signs along the way, and dogs are welcome to join you on a leash.
This loop offers a comprehensive tour of Wolfe's Neck Woods State Park's diverse natural habitats. As you hike, you will encounter salt marshes and tidal estuaries, which are home to a variety of plant and animal life. Keep an eye out for osprey nests on Googins Island, especially if you visit between May and August. The trail's proximity to the coast makes it a unique opportunity to observe marine and terrestrial ecosystems blending together.

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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 ascend 697 feet (212 metres). The route winds through peaceful forested areas before opening up to offer panoramic views of surrounding lakes and mountains, including Foster Pond. Reaching the summit of Bald Pate Mountain provides some of the best viewpoints in the preserve. This loop typically takes about 1 hours and 39 minutes to complete.
Finding your way on the South Face Loop Trail is straightforward, as it is clearly marked with orange trail markers. You can begin your hike by taking the Micah Trail, which gradually leads to the start of the loop. Parking is generally available at the South Face Loop Trailhead, making access convenient. There are no specific permits or fees required to enjoy this area.
The South Face Loop Trail is a highlight within the Bald Pate Mountain Preserve, known for its natural beauty. It offers a direct path to the summit of Bald Pate Mountain, providing hikers with rewarding vistas. This trail is a great way to explore the preserve's diverse landscape and enjoy its serene atmosphere. It stands out as an accessible option for experiencing the region's elevated views.
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 gentle undulations, covering 4.3 miles (6.9 km) and gaining 436 feet (133 metres) in elevation. Keep an eye out for small waterfalls and historical water pipes from 1920s sawmills as you pass through diverse forests and open fields. The varied terrain includes sections of dirt, woodchips, and grass, making for a pleasant and engaging walk. This loop typically takes around 1 hour and 56 minutes to complete, offering a refreshing outdoor experience.
The Blackstrap Hill River Loop is a popular destination, so you might encounter other outdoor enthusiasts enjoying the area. Dogs are welcome to accompany you on your hike; just ensure they are leashed within 300 feet of any trailhead and under voice control in other sections of the preserve. Be mindful that the preserve is part of an extensive network of trails, meaning you will share the paths with mountain bikers and trail runners. Consider starting your hike earlier in the day to avoid peak times, especially on weekends.
This trail is nestled within the Blackstrap Hill Community Forest, an area known for its natural beauty and recreational opportunities. The presence of historical water pipes from 1920s sawmills offers a glimpse into the region's industrial past, adding a unique historical layer to your outdoor adventure. The diverse forests and fields you traverse are characteristic of the local ecosystem, providing a rich backdrop for your journey. It's a great option if you're looking for an accessible and varied trail experience close to urban areas.
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 68 feet (21 metres) of elevation gain, making it perfect for a relaxed outing. You can expect to complete the loop in about 1 hour and 20 minutes, immersing yourself in a diverse landscape. Walk along the sandy shores of Crescent Beach, explore the rocky tide pools at Kettle Cove, and pass through peaceful meadows and wooded areas.
When planning your visit, note that dogs are welcome on leash only during the off-season, from October 1 to March 31. Specific trails within Kettle Cove State Park might have additional restrictions for pets. Parking is generally available, but visiting outside of peak times can offer a more tranquil experience with fewer people around.
This loop is notable for its varied natural features, transitioning smoothly between different coastal environments. Keep an eye out for monarch butterflies, especially in late summer and fall, as they frequent the mowed meadows along the route. The mile-long, crescent-shaped sandy beach is a particular highlight, providing ample space for a leisurely stroll by the ocean.
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 elevation, typically completing the route in about 1 hour and 33 minutes. The trail winds through dense woodlands before opening into a large meadow, where you might spot red-tailed hawks soaring overhead. Continue past a tranquil pond and through mixed forests, observing diverse flora and bird species along the way.
While the paths are generally well-maintained with bridges and boardwalks, some visitors find the trail system confusing. It is a good idea to use a navigation app to help you stay on track and ensure you follow the intended route. This popular multi-use trail is shared by hikers, mountain bikers, trail runners, and dog walkers, so you will encounter various outdoor enthusiasts during your visit.
The Winnick Woods Long Loop is part of the broader Cape Elizabeth Greenbelt system, offering connections to other scenic areas like the Cross Hill Trails. This integration provides additional opportunities to explore, revealing elements such as juniper and wildflowers. The trail's accessibility and connection to a larger network make it a notable option for enjoying the natural beauty of the region.
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) with a gentle elevation gain of only 48 feet (15 metres), making it suitable for all skill levels. You can expect to complete the journey in about 57 minutes, taking in the maritime scenery and glimpses of boats in the bay.
Planning your visit to the Eastern Promenade Trail is simple, as the path is mostly flat and paved, making it accessible for users with strollers or wheelchairs. The trail is also very dog-friendly, featuring designated off-leash areas and beach access during the off-season. You will find amenities such as benches, picnic tables, public toilets, and changing areas, particularly useful during the summer months.
This trail is a notable part of the larger East Coast Greenway project, connecting you to a broader network of routes. As you hike, you will pass by East End Beach, a popular spot for relaxation, and can explore the surrounding 68-acre Eastern Promenade park. Keep an eye out for the tracks of the Maine Narrow Gauge Railroad Co. & Museum, adding a touch of historical charm to your outing.
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 379 feet (116 metres) in elevation over 4.2 miles (6.7 km), taking about 1 hour and 50 minutes to complete. As you hike, you will pass along the scenic shorefront of Little Duck Pond and discover a sweeping overlook on Atherton Hill, offering expansive vistas that can even include the distant White Mountains.
When planning your visit, be aware that the East Windham Conservation Area trails are multi-use, welcoming hikers, runners, and mountain bikers. Dogs are also permitted on the route, but please keep them on a leash or under voice control for everyone's safety and enjoyment. While a universal access trail is currently under construction, some sections of the Purple Loop may be seasonally soft or feature grades up to 10 percent.
This route immerses you in lush hardwood forests, providing a refreshing outdoor experience. The trail's design ensures a diverse journey through the natural landscape of the conservation area. It is a great option if you are looking for an accessible and relatively quick outdoor adventure with rewarding views and varied scenery.
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 this relaxed route in about 1 hour and 1 minute. As you hike, you'll discover a variety of landscapes, from the tranquil Florida Lake to lush wetlands and mature forests. The trail features bog bridges and boardwalks, providing unique perspectives over vernal pools and marshy areas. It's a perfect choice if you're looking for a peaceful outdoor escape without strenuous climbs.
Planning your visit to the Florida Lake Loop is straightforward, as the trail is accessible year-round. However, if you plan to hike during spring, be prepared for potentially wet and muddy conditions on certain sections. Waterproof boots are highly recommended to ensure a comfortable experience. Each season brings its own unique natural beauty, so you can enjoy the route whenever it suits you.
This loop within the Florida Lake Preserve is a haven for local wildlife. Keep an eye out for various bird species, including tree swallows and Canada geese, as well as larger animals like beaver and deer. The diverse ecosystem, particularly the wetland areas, supports a rich amphibian life, making it an interesting spot for nature observation. It's a great opportunity to connect with nature close to home.
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 path, gaining only 17 feet (5 metres) in elevation, making it perfect for a relaxed outing. You can expect to complete the entire circuit in about 57 minutes, enjoying the open atmosphere and glimpses of the Portland skyline across the water.
Planning your visit to the Back Cove Trail is straightforward, as it is easily accessible from West Portland. You will find convenient parking options at the Preble Street Extension and Payson Park, both equipped with portable toilets. The trail is well-maintained and popular year-round, though seasonal water fountains are available for both you and your pets during warmer months.
The Back Cove Trail is notable for its unique blend of urban convenience and natural beauty, providing a vital green space within the city. As you hike, keep an eye out for the distinctive Back Cove Crane Sculpture, a local landmark that adds character to the route. The trail also connects to other pathways, offering opportunities to extend your adventure if you wish to explore more of the area.
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Popular around Cumberland County
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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Yes, there are over 100 hiking routes to explore. The terrain is quite varied, with the majority being easy, flat coastal paths and woodland trails, but there are also a number of more moderate routes with some elevation.
The area is highly rated by the komoot community, with an average score of 4.6 stars. Hikers often praise the beautiful mix of coastal scenery and quiet, well-maintained woodland paths.
Absolutely. The region is great for families. For an easy, flat walk, consider the Cherry Hills Trail – Cherry Hills Farm, Gorham. It's a pleasant 2.6-mile (4.2 km) loop that's suitable for all ages.
Many trails in Cumberland County are dog-friendly, but policies can vary between parks and preserves. It's always best to keep your dog on a leash and check local signage. A good option to explore with your canine companion is the Pleasant Hill Preserve loop — Cape Elizabeth.
Yes, many of the best trails are loops, allowing you to enjoy a varied walk without retracing your steps. A great example is the Loop Trail – Hedgehog Mountain, Freeport, which offers a pleasant 2.9-mile (4.7 km) circuit through the woods.
For a route that features a waterfall, check out the Jewell Falls and Thompsons Point – Portland trail. Jewell Falls is Portland's only natural waterfall and a lovely feature of this walk.
For a beautiful walk alongside a lake, the Outer Loop – Sebago Lake State Park is an excellent choice. This nearly 4-mile (6.4 km) trail offers wonderful views of the water in a peaceful park setting.
While the region is known more for its gentle terrain, you can find some moderately challenging routes. The Bri-Mar Trail – Rattlesnake Mountain, Casco involves a climb with over 550 feet (170 m) of elevation gain, rewarding you with great views from the top.
If you're looking for a longer walk, the Robinson Woods Preserve & Fort Williams Park loop — Portland, Maine is a great option. It's a 6.2-mile (10 km) route that takes you through beautiful coastal forest.
Yes, for a gentle walk through open fields, the Fuller Farm Preserve loop via the Hayfield, Maine, and Bird Trails — Scarborough is perfect. It's a quiet, 1.9-mile (3.1 km) trail that's also excellent for birdwatching.
Coastal trails typically feature a mix of packed earth, some rocky sections, and occasional boardwalks. A great example is the Cliff Trail loop — Sebascodegan Island, which follows the shoreline and includes some short, steeper climbs through the woods, offering fantastic views of the water.
Yes, the Back Cove Trail loop — Portland, Maine is a very popular 3.6-mile (5.8 km) paved path. It's mostly flat and offers lovely views across the water, making it ideal for walking, jogging, and running.


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