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 great live music and acclaimed theater scene.
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.
Lyric Music Theater
You can enjoy a show at Lyric Music Theater during your trip to South Portland. Experience the area's great live music or attend a sporting event.
Maine Mall
You can do some window-shopping at Maine Mall during your visit to South Portland. Experience the area's entertainment choices and great live music.
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
Portland Golden Adventure Puzzle Quest and 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
Top hotels in Highland
Best Western Merry Manor Inn
Really nice clean rooms, great hot tub and pool. Also a great breakfast and great staff
Reviewed on Apr 9, 2026
The Westin Portland Harborview
We enjoyed our stay. The only boy issue was a stain on the box spring, which staff took care of almost immediately. Would definitely stay again
Reviewed on Apr 12, 2026
Cambria Hotel Portland Downtown-Old Port
Disappointed with Friday dinner. Ordered simple burgers and they were burnt. Staff great, though
Reviewed on Apr 12, 2026
Portland Harbor Hotel
I had a wonderful stay at Portland Harbor Hotel and would absolutely recommend it! The location is perfect—right in the heart of the Old Port, making it easy to walk to shops, restaurants, and the waterfront. The staff was incredibly friendly and welcoming from the moment we arrived, always going ...
Reviewed on Apr 12, 2026
Holiday Inn Portland-By the Bay by IHG
We only stayed for a night but we had a wonderful stay at this hotel, and what truly made the experience stand out was the exceptional staff, Richard. When we asked him for a lunch recommendation, he suggested a fantastic local spot! His knowledge of the area and willingness to go the extra mile ...
Reviewed on Apr 11, 2026
Portland Regency Hotel & Spa
Clean and great location.
Reviewed on Apr 11, 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.
