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Cumberland County

Attractions and Places To See in Cumberland County - Top 20

Attractions and places to see in Cumberland County include a diverse range of coastal landmarks, natural trails, and urban points of interest. This region features a prominent coastline with historic lighthouses and harbors, alongside extensive trail networks for outdoor activities. The landscape combines maritime heritage with accessible natural spaces, offering opportunities for exploration.

Best attractions and places to see in Cumberland County

  • The most popular attractions is Eastern Promenade Trail, a trail that runs along the waterfront. This paved trail offers beach access, ocean views, and connects to other local trails.
  • Another must-see spot is Portland Head Light at Fort Williams Park, a man-made monument. This lighthouse, built in 1791, marks the entrance to Portland Harbor and is located within Fort Williams Park.
  • Visitors also love Portland Harbor, a popular destination. It offers opportunities to observe boats and enjoy sea views.
  • Cumberland County is known for its coastal landmarks, extensive trail networks, and historical sites. The region offers a variety of attractions to see and explore, from lighthouses to natural viewpoints.
  • The attractions in Cumberland County are appreciated by the komoot community, with 26 upvotes and 23 photos shared by users.

Last updated: April 26, 2026

Portland Head Light at Fort Williams Park

Highlight • Monument

The Portland Head Light is located on a rocky promontory in Cape Elizabeth, Maine, and has marked the entrance to Portland Harbor since 1791. It is the oldest lighthouse in the state. The 24-meter-tall, white tower structure was built at the direction of George Washington. Today, the U.S. Coast Guard operates the light, while the former keeper's house houses a museum. The building is owned by the municipality and is located in picturesque Fort Williams Park, overlooking the Atlantic Ocean.

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Portland Harbor

Highlight • Structure

Portland Harbor is a very popular tourist destination. There are many things to do at the harbor including eating at one of the restaurants, watching the boats coming into and out of the harbor and enjoying the great sea views.

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Eastern Promenade Trail

Highlight (Segment) • Trail

The Eastern Promenade Trail is a paved trail built on an old rail bed that runs along the waterfront. It is a very popular trail as it gives users beach access, ocean views and access to other trails in the area.

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South Portland Greenbelt

Highlight (Segment) • Cycleway

The Greenbelt Walkway is a 5.6 mile off-road open for walking, running and cycling. It is a very popular trail in South Portland.

The path is not very difficult and because it is off-road, it is a great option for a family bike ride.

The park at the eastern end provides expansive views of the Portland Harbour.

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East End Beach

Highlight • 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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Eastern Trail

Highlight (Segment) • Trail

This is a beautiful off-road section of the Eastern Trail. It is over 8 miles of flat, easy trails connecting Saco, Old Orchard Beach, and Scarborough.

It is completely traffic free, so it is a great place for a family bike ride.

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View from Bradbury Mountain Summit

Highlight • Viewpoint

Northern Loop is the easiest ascent. We came down South Ridge Trail, which is a bit steeper. This was a short hike (~50 minutes), which was just what we wanted on this particular day.

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Jewell Falls

Highlight • Waterfall

The 'Jewel Falls' is a natural waterfall in Portland's 'Fore River Sanctuary'. The waterfall is located on the 'Portland Trails' network in the nature reserve. At the end of May 2024, the water will only flow as a trickle over the rocks down into the wetland.
newenglandwaterfalls.com/me-jewellfalls.html

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Portland City Hall

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Portland's New City Hall on Congress Street was built in 1911. The new city hall was built on the site of the previous city hall, which was destroyed in a fire in 1908. The first city hall on this site was destroyed in the Great Fire of 1866, just six years after it was completed.
mainememory.net/record/76514
sah-archipedia.org/buildings/ME-01-005-0040

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Spring Point Ledge Lighthouse

Highlight • Monument

The Spring Point Ledge Lighthouse is one of the most popular lighthouses in Maine. It was constructed in 1897. It is one of the few that allows visitors to enter a working lighthouse.

You need to book tickets to enter the lighthouse. You can find more information here: springpointlight.org/visitors

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Popular around Cumberland County

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

Hiking in Cumberland County

Road Cycling Routes in Cumberland County

Running Trails in Cumberland County

Cycling in Cumberland County

MTB Trails in Cumberland County

Gravel biking in Cumberland County

Other adventures in Cumberland County

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

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Marius
June 1, 2025, Portland Head Light

The Portland Head Light is located on a rocky promontory in Cape Elizabeth, Maine, and has marked the entrance to Portland Harbor since 1791. It is the oldest lighthouse in the state. The 24-meter-tall, white tower structure was built at the direction of George Washington. Today, the U.S. Coast Guard operates the light, while the former keeper's house houses a museum. The building is owned by the municipality and is located in picturesque Fort Williams Park, overlooking the Atlantic Ocean.

Translated by Google

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Portland's New City Hall on Congress Street was built in 1911. The new city hall was built on the site of the previous city hall, which was destroyed in a fire in 1908. The first city hall on this site was destroyed in the Great Fire of 1866, just six years after it was completed. https://www.mainememory.net/record/76514 https://sah-archipedia.org/buildings/ME-01-005-0040

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Hubert Trapp
August 26, 2024, Jewell Falls

The 'Jewel Falls' is a natural waterfall in Portland's 'Fore River Sanctuary'. The waterfall is located on the 'Portland Trails' network in the nature reserve. At the end of May 2024, the water will only flow as a trickle over the rocks down into the wetland. https://www.newenglandwaterfalls.com/me-jewellfalls.html

Translated by Google

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Anette
February 15, 2024, Jewell Falls

The picturesque Jewell Falls, with its two main steps and small cascades, are the only natural waterfalls in Portland. They are accessible through the Portland Trail System trails, and you'll quickly forget that you're in the city.

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The Spring Point Ledge Lighthouse is one of the most popular lighthouses in Maine. It was constructed in 1897. It is one of the few that allows visitors to enter a working lighthouse. You need to book tickets to enter the lighthouse. You can find more information here: springpointlight.org/visitors

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mtm05005
February 14, 2024, Portland Harbor

Portland Harbor is a very popular tourist destination. There are many things to do at the harbor including eating at one of the restaurants, watching the boats coming into and out of the harbor and enjoying the great sea views.

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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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The overlook on Bradbury Mountain looks out over the entirety of the state park. The exposed granite makes this such an amazing area to go see, as it is unlike most summits in Maine. When cycling up to the overlook, ensure you are either coming via the Boundary Trail or Switchback Trail, as they are the only two which allow bikes.

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Frequently Asked Questions

What are some family-friendly attractions in Cumberland County?

Cumberland County offers several attractions suitable for families. The Portland Head Light at Fort Williams Park is a historic lighthouse within a picturesque park, perfect for exploration. The Eastern Promenade Trail and Eastern Trail are paved paths ideal for walking or cycling with children, offering beach access and ocean views. East End Beach is also a great spot for families to enjoy the waterfront.

Where can I find historical sites or landmarks in Cumberland County?

For history enthusiasts, the Portland Head Light at Fort Williams Park is a significant landmark, being Maine's oldest lighthouse, built in 1791. You can also visit Portland City Hall, an important historical building, and the Spring Point Ledge Lighthouse, another historic beacon accessible via a breakwater.

What outdoor activities and trails are available in Cumberland County?

Cumberland County is rich in outdoor opportunities. The Eastern Promenade Trail is a popular paved path along the waterfront. The South Portland Greenbelt and Eastern Trail offer more options for walking and cycling. For those seeking more challenging routes, you can explore various running trails like the Back Cove and Eastern Promenade Trail, or gravel biking and MTB trails, which you can find more about in the Running Trails in Cumberland County, Gravel biking in Cumberland County, and MTB Trails in Cumberland County guides.

Are there any natural viewpoints or scenic spots in the area?

Absolutely. The Portland Head Light at Fort Williams Park offers stunning ocean views. You can also enjoy sea views from Portland Harbor. For a different perspective, the View from Bradbury Mountain Summit provides expansive overlooks of the state park, featuring unique exposed granite formations. Additionally, Jewell Falls offers a serene natural setting with a waterfall.

What do visitors enjoy most about attractions in Cumberland County?

Visitors frequently praise the scenic beauty and accessibility of the attractions. The Portland Head Light is loved for its historic charm and picturesque setting within Fort Williams Park. The Eastern Promenade Trail is popular for its ocean views, beach access, and connection to other local trails, making it a favorite for walking and cycling. Many also enjoy the vibrant atmosphere and sea views at Portland Harbor.

Are there any unique geological features to explore in Cumberland County?

Yes, the View from Bradbury Mountain Summit is notable for its exposed granite, which creates a distinct geological landscape unlike many other summits in Maine. While the broader Cumberland region (like Pennsylvania) has formations such as Hammonds Rocks, within this Cumberland County, Bradbury Mountain offers a unique geological experience.

Are there any wheelchair accessible places in Cumberland County?

While specific accessibility details vary, Portland City Hall is noted as wheelchair accessible. Many paved trails, such as sections of the Eastern Promenade Trail, are generally accessible, offering flat surfaces for easy movement.

What are some less crowded alternatives to popular attractions?

While popular spots like Portland Head Light can draw crowds, exploring the full length of the Eastern Trail, especially sections further from urban centers like those connecting Saco, Old Orchard Beach, and Scarborough, can offer a more serene experience. Additionally, discovering smaller natural areas or less frequented sections of the running or MTB guides might lead to quieter spots.

Can I find places for wild swimming in Cumberland County?

While specific designated 'wild swimming' spots are not explicitly detailed, East End Beach offers direct access to the ocean for swimming. The coastal nature of Cumberland County provides many opportunities to enjoy the water, though always exercise caution and check local regulations for safety.

What kind of cycling opportunities are there in Cumberland County?

Cumberland County is excellent for cycling. The Eastern Promenade Trail is a popular paved route with ocean views. The South Portland Greenbelt and the Eastern Trail (which includes over 8 miles of flat, traffic-free sections connecting Saco, Old Orchard Beach, and Scarborough) are also great for family bike rides. For more specific routes, consult the Gravel biking in Cumberland County and MTB Trails in Cumberland County guides.

Are there any waterfalls in Cumberland County?

Yes, you can visit Jewell Falls, which offers a beautiful natural setting and is a pleasant spot for a short hike.

Most popular routes in Cumberland County

Hiking in Cumberland County

Most popular attractions in Cumberland County

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