South Portland trip planner
Create a fully customized
day by day itinerary for free
South Portland is a city in Cumberland County, Maine, United States, and is the fourth-largest city in the state, incorporated in 1898. As of the 2010 census, the city population was 25,002. Known for its working waterfront, South Portland is situated on Portland Harbor and overlooks the skyline of Portland and the islands of Casco Bay. Due to South Portland's close proximity to air, marine, rail, and highway transportation options, the city has become a center for retail and industry in the region.Despite the name, South Portland was never part of the city of Portland, but rather part of Cape Elizabeth. It broke off in 1895. However, both Cape Elizabeth and Portland were once part of Falmouth. Cape Elizabeth, and by default, South Portland, broke away from Falmouth in 1765. South Portland is a principal city of the Portland – South Portland – Biddeford metropolitan area.HistorySouth Portland was first settled in 1630, and it grew to become a small residential community with many farms. The village was raided by natives in Father Rale's War (1724). In 1858, the City of Portland purchased land near the Fore River for the Forest City Cemetery. On March 15, 1895, it was incorporated as a town after it broke away from Cape Elizabeth, based on a disagreement on a future source of public drinking water. Three years later South Portland became a city, destined to receive its drinking water, like Portland, from Sebago Lake, while Cape Elizabeth used wells or other local sources.Our United States day trip planner allows you to plan your trip to South Portland and a wealth of other destinations big and small.
Create a full itinerary — for free!
Plan your trip to South Portland
Get a personalized planA complete day by day itinerary
based on your preferences
Customize itRefine your plan. We'll find the
best routes and schedules
Manage itEverything in one place.
Everyone on the same page.
Hidden gems in South Portland
Side trips from South Portland
See all ›
Historic Sites in South Portland
Trails in South Portland
Duration: 1h 30 min
Parks in South Portland
Duration: 1h 30 min
Places to visit with South Portland
Recently planned trips to South Portland
1 day in Maine BY A USER FROM UNITED STATES October, romantic, popular sights Preferences: October, romantic Attraction style: Popular sights Pace: Medium 6 days in New Orleans & Maine BY A USER FROM UNITED STATES November, slow & easy, hidden gems Preferences: November Attraction style: Hidden gems Pace: Slow & easy 1 day in Maine & Dallas BY A USER FROM UNITED STATES October, popular sights Preferences: October Attraction style: Popular sights Pace: Medium 4 days in South Portland BY A USER FROM UNITED STATES September, popular sights Preferences: September Attraction style: Popular sights Pace: Medium 36 days in Maine BY A USER FROM UNITED STATES September, culture, outdoors, romantic, historic sites, museums, wildlife, fast-paced, hidden gems Preferences: September, culture, outdoors, romantic, historic sites, museums, wildlife Attraction style: Hidden gems Pace: Fast-paced 19 days in United States BY A USER FROM UNITED KINGDOM November, popular sights Preferences: November Attraction style: Popular sights Pace: Medium