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Hikes
United States
Maine

Cumberland County

The best walks and hikes in Cumberland County

4.7

(93)

1,505

hikers

197

hikes

If you've ever tried to plan hiking in Cumberland County, you know how quickly the options can feel overwhelming. With so many trails to choose from, it's tough to tell which routes are genuinely worth your time and effort, and which are just filler. You want the highlights, the trails that truly capture the essence of the region, without all the guesswork.

That's where we come in. Our komoot community has explored, mapped, and reviewed hundreds of routes here, giving…

Last updated: May 11, 2026

5.0

(1)

39

hikers

#1.

Mackworth Island Trail

4.75km

01:13

20m

30m

The Mackworth Island Trail offers a delightful escape into coastal Maine, providing an easy 2.9-mile (4.7 km) loop that takes about 1 hour and 13 minutes to complete. With only…

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Easy

5.0

(1)

27

hikers

The Harraseeket and White Pines Trail Loop offers a delightful ramble through coastal Maine, showcasing a rich tapestry of natural beauty. You'll traverse through dense coastal woods, where towering white…

Easy
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5.0

(2)

11

hikers

5.22km

01:39

210m

190m

The South Face Loop Trail on Bald Pate Mountain offers a fantastic blend of effort and reward, guiding you through varied terrain to stunning overlooks. You'll navigate a mix of…

Easy

7

hikers

The Blackstrap Hill River Loop offers a delightful journey through diverse forests and along the scenic West Branch of the Piscataqua River in Falmouth, Maine. You'll traverse a mix of…

Easy

The Kettle Cove and Crescent Beach Loop offers a delightful coastal ramble, seamlessly blending sandy beaches, rocky coves, and tranquil meadows. You'll experience the expansive, mile-long Crescent Beach before exploring…

Easy

6

hikers

The Winnick Woods Long Loop offers a delightful journey through varied terrain, from classic wooded paths to a large open meadow, past extensive wetlands, and a small pond. You'll encounter…

Easy

8

hikers

The Eastern Promenade Trail offers a delightful escape along Portland's waterfront, providing constant, expansive views of Casco Bay and its islands. This mostly paved, multi-use path is incredibly accessible, making…

Easy

The East Windham Purple and Blue Trail Loop offers a delightful exploration of the East Windham Conservation Area, winding through lush forests and along the serene shorefront of Little Duck…

Easy

4

hikers

4.01km

01:01

10m

10m

If you're seeking a tranquil nature escape in Maine, the Florida Lake Loop offers an easy 2.5-mile (4.0 km) hike with just 44 feet (13 metres) of elevation gain, taking…

Easy

4

hikers

3.81km

00:58

10m

10m

The Back Cove Trail offers a refreshing urban escape, circling the tidal basin with continuous views of the Portland skyline and harbor. You'll find yourself on a mostly flat path…

Easy
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Popular around Cumberland County

Hiking around Portland

Hiking around Cumberland Center

Hiking around Yarmouth

Hiking in Crescent Beach State Park

Hiking in Kettle Cove State Park

Hiking around Falmouth Foreside

Hiking in Scarborough Beach State Park

Hiking around Westbrook

Hiking around Sebago Lake

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On the trail of the Pilgrim Fathers – road trip along the Atlantic coast

Hiking Collection by

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Tips from the Community

Lisa
May 30, 2025, Cross Hill Trails

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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Lisa
May 30, 2025, Winnick Woods

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/

Translated by Google

2

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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/

Translated by Google

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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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Matthew
February 14, 2024, East End Beach

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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0

Frequently Asked Questions

Are there many hiking trails in Cumberland County?

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.

What do other hikers enjoy about the trails in Cumberland County?

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.

Are there any family-friendly hikes in the area?

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.

Can I take my dog on the trails?

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.

Are there any circular or loop hikes available?

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.

Where can I find a trail with a waterfall?

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.

What's a good hike for lake views?

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.

Are there any challenging hikes in Cumberland County?

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.

Where can I go for a longer hike?

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.

Are there any easy walks through fields or meadows?

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.

What is the terrain like on the coastal trails?

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.

Are there paved trails suitable for walking or running?

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.

Most popular routes in Cumberland County

Easy hikes in Cumberland County

Most popular attractions in Cumberland County

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Didn’t find what you were looking for?

Check out more Hikes throughout Cumberland County below and find the perfect route in your destination.

PortlandBrunswickCousins IslandFalmouthGorhamBradbury Mountain State ParkWestbrookOak HillSouth PortlandBridgtonDunstanFreeportNaplesSouth WindhamSteep FallsLittlejohn IslandCumberland CenterMorgan Meadow WmaFalmouth ForesideLittle FallsGrayNorth WindhamKettle Cove State ParkYarmouthStandishCascoScarborough Beach State ParkCrescent Beach State ParkSebago Lake

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Things to Do around Cumberland Center

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