Highland Travel Guide
South Portland
Popular places to visit
Southern Maine Community College
Walk around the campus at Southern Maine Community College during your visit to 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 trip to Bug Light. Experience the area's great live music and acclaimed theatre 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 stay in South Portland. Experience the area's great live music or attend a sporting event.
Maine Mall
You can browse for the perfect souvenirs at Maine Mall during your stay in South Portland. Experience the area's entertainment choices and great live music.
Willard Beach
Why not spend a care-free afternoon at Willard Beach during your travels in South Portland?
Things to do
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Ultimate Portland Self-Guided Driving GPS Audio Tour
Portland Smartphone Audio Tour: Self-Guided Drive
Audio Guided Walking Tour from Old Port of Portland, Maine
Portland Golden Adventure Puzzle Quest and Tour
Maine: Portland Smartphone-Based Walking Audio Tour
Top hotels in Highland
Best Western Merry Manor Inn
Good value and location very good for the reason I was there
Reviewed on 28 Apr 2026
Portland Harbor Hotel
We (and our kids!) loved the “pantry” on each floor — fruit, snacks, cookies, tea, coffee. It was a much-appreciated surprise. Room was clean and quiet, and all staff were friendly and helpful.
Reviewed on 29 Apr 2026
Cambria Hotel Portland Downtown-Old Port
I could not have asked for a better hotel and room for my stay in Portland. This is now my second stay in a Cambria property and this stay was even better than my previous 5 star stay. Great location, walk to everything, the best restaurants, Old Town, the waterfront. The room was immaculate, spacious, ...
Reviewed on 29 Apr 2026
HomeAwhile
Check in was a nightmare. Key machine did not work and it took over an hour to get in to a room where the key only worked once. After finally getting in I was assigned a different room as we couldn’t get the key to work.
Reviewed on 30 Apr 2026
Portland Regency Hotel & Spa
The room was great. No microwave (which would have been helpful)
Reviewed on 30 Apr 2026
Holiday Inn Portland-By the Bay by IHG
Other neighbourhoods around Highland
Thorton Heights
When in Thorton Heights, you can plan a visit to Maine Mall and Thompson's Point, some noteworthy sights in the nearby area.
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 isn't home to many top sights, Maine Mall and Thompson's Point are some notable places to visit nearby.
Country Gardens
While Country Gardens isn't home to many top sights, Maine Mall and Thompson's Point are some notable places to visit nearby.
Meetinghouse Hill
While Meetinghouse Hill may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Willard Beach and Portland Museum of Art.
Knightville
While Knightville isn't home to many top sights, Victoria Mansion and Portland Museum of Art are some notable places to visit nearby.
