Highland
South Portland
Popular places to visit
Southern Maine Community College
Walk around the campus at Southern Maine Community College as part of your travels around South Portland. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.
Bug Light
You can find out about the history of South Portland with a visit to Bug Light. Experience the area's acclaimed theater scene and entertainment choices.
Lyric Music Theater
You can enjoy a show at Lyric Music Theater during your trip to South Portland. Experience the area's acclaimed theater scene or attend a sporting event.
Fort Preble
On the South Portland waterfront, survey the scene of the Battle of Portland Harbor, which is the only known Civil War conflict fought in Maine.
Maine Mall
You can do some window-shopping at Maine Mall during your visit to South Portland. Experience the area's great live music and entertainment choices.
Willard Beach
Why not spend a carefree afternoon at Willard Beach during your travels in South Portland?
Things to do
Ultimate Portland Self-Guided Driving GPS Audio Tour
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Portland Smartphone Audio Tour: Self-Guided Drive
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
Portland, Maine: Local Brewery & Spirits Bus Tour
Portland Maine App-Based Driving & Walking Audio Tour Bundle
Top hotels in Highland
Best Western Merry Manor Inn
Awesome pool
Reviewed on Feb 23, 2026
The Westin Portland Harborview
Location, clean rooms, pleasant staff
Reviewed on Feb 23, 2026
Clarion Hotel Portland Airport ME
great location, no frills, clean and kind staff
Reviewed on Feb 23, 2026
Portland Harbor Hotel
Location was great, staff was friendly (especially adam at the front desk) but the bed was very uncomfortable, pillows were cheap and deflated, and the whole "resort fee" was very offputting. I would rather just be told a real rate when I book over getting an extra few hundred in charges. The 35$ ...
Reviewed on Feb 23, 2026
Portland Regency Hotel & Spa
Beautiful.. great location, great bar and menu.
Reviewed on Feb 18, 2026
Cambria Hotel Portland Downtown-Old Port
The staff was amazing ! Very clean hotel Would def go back
Reviewed on Feb 22, 2026
Other neighbourhoods around Highland
Thorton Heights
Thorton Heights might not have many top sights, but Maine Mall and Thompson's Point are two attractions nearby that you can check out.
Cash Corner
While visiting Cash Corner, you might make a stop by sights like Casco Bay and Maine Military Museum.
Sunset Park
While Sunset Park might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Maine Mall and Thompson's Point.
Country Gardens
If you're looking for some top things to see and do in Country Gardens and surrounding area, you can visit Maine Mall and Thompson's Point.
Meetinghouse Hill
While Meetinghouse Hill isn't home to many top sights, Willard Beach and Victoria Mansion are some notable places to visit nearby.
Knightville
When in Knightville, you can plan a visit to Victoria Mansion and Portland Museum of Art, some noteworthy sights in the nearby area.
