Cliff Walk Tours

Cliff Walk
Cliff Walk
Cliff Walk
Cliff Walk
Cliff Walk


Follow in the footsteps of famed artist Winslow Homer as you stroll along one of Portland’s most scenic coastline walking paths.

Stroll along the Cliff Walk to experience Portland at its most picturesque. Take the 4.3-mile (6.9-kilometer) loop along sandy beaches, rocky cliffs and a collection of beautiful seaside homes. The Cliff Walk is located in Fort Williams Park, a stunning area that offers quintessentially Maine views at every turn.  

Begin the Cliff Walk by parking at either Ferry Beach or Scarborough Beach, both of which bookend the actual trail. From the beaches, locate the stone trailhead and follow it along the coastline. 

Winslow Homer, the celebrated landscape artist, lived and painted in the village of Prout’s Neck. Those familiar with his work will recognize many of the vistas along the walk from his paintings. Pass by the wood-shingled studio where he did some of his most celebrated work.

As you walk, enjoy beautiful views across the water. On a clear day, spot Ram Island Ledge Light and the islands of Casco Bay. Admire Portland Head Light, the oldest lighthouse in Maine. The classic red and white lighthouse lording over the coastline makes for a great photo opportunity. 

Stop for an al fresco meal at one of the numerous grills and picnic sites located along the trail. Within Fort Williams Park, take advantage of the playing fields and tennis courts.  

Trek along the Cliff Walk daily between sunrise and sunset. There is no admission fee but there is a seasonal parking fee. Don’t let Maine’s famously snowy winters stop you many people cross-country ski or snowshoe along the trail in colder months.

Although the Cliff Walk feels like it’s in the middle of nowhere, it’s actually located in convenient proximity to Maine’s largest city. In less than 15 minutes, drive to Old Portland, which boasts quaint cobblestone streets and a variety of restaurants and shops. 

Set aside at least an hour to fully appreciate the Cliff Walk. With the waves crashing below you and seagulls cawing above, it’s easy to understand why its vistas inspired world-renowned painters like Winslow Homer.

Plan a trip to see Cliff Walk

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
The Verb Hotel
The Lenox Hotel Boston

Browse tours and tickets to explore Cliff Walk

Tours & day trips

See all 23 activities

Private & custom tours

See all 9 activities

Classes & workshops

See all 3 activities

Adventure & outdoor

See all 3 activities

Popular places to visit


Best Lodging Options Near Cliff Walk

Black Point Inn

Black Point Inn

3.5 out of 5
510 Black Point Rd Scarborough ME
Black Point Inn
Grand Beach Inn

Grand Beach Inn

3 out of 5
198 East Grand Avenue Old Orchard Beach ME
Grand Beach Inn
Alouette Beach Resort

Alouette Beach Resort

2.5 out of 5
91 East Grand Avenue Old Orchard Beach ME
Alouette Beach Resort
Holiday House Inn

Holiday House Inn

2.5 out of 5
106 E Grand Ave Scarborough ME
Holiday House Inn
Friendship Oceanfront Suites

Friendship Oceanfront Suites

2.5 out of 5
167 E Grand Ave Old Orchard Beach ME
Friendship Oceanfront Suites
Ocean Walk Hotel

Ocean Walk Hotel

2.5 out of 5
197 E. Grand Ave Old Orchard Beach ME
Ocean Walk Hotel
Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 out of 5
6 Portland Ave Old Orchard Beach ME
Old Orchard Beach Inn
The Voyager

The Voyager

2 out of 5
1 Roussin St Old Orchard Beach ME
The Voyager
Sea Drift Motel

Sea Drift Motel

2.5 out of 5
126 E Grand Ave Old Orchard Beach ME
Sea Drift Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Explore a world of travel with Expedia