Highland
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
Ultimate Portland Self-Guided Driving GPS Audio Tour
Portland Golden Adventure Puzzle Quest and Tour
Portland Smartphone Audio Tour: Self-Guided Drive
Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
Maine: Portland Smartphone-Based Walking Audio Tour
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio 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 9 Apr 2026
The Westin Portland Harborview
I chose this hotel specifically because it was advertised as pet-friendly, as I was traveling with my well-trained dog. While the location was convenient and the room itself was comfortable, the experience was soured by the lack of transparency regarding the pet policy. When I booked, the additional ...
Reviewed on 6 Apr 2026
Cambria Hotel Portland Downtown-Old Port
Clean, quiet, good stay.
Reviewed on 6 Apr 2026
Portland Harbor Hotel
Wonderful staff!
Reviewed on 10 Apr 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 11 Apr 2026
Portland Regency Hotel & Spa
We loved our stay here. Location is perfect! Front desk and valet are helpful and make scheduling a shuttle to the airport or train station a breeze. Zero complaints about the property and will be happy to stay here again anytime.
Reviewed on 8 Apr 2026
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 Victoria Mansion.
Knightville
While Knightville isn't home to many top sights, Victoria Mansion and Portland Museum of Art are some notable places to visit nearby.
