Highland Travel Guide
Tourist Guide
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 entertainment choices.
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 entertainment choices 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?
Activities
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
Portland Smartphone Audio Tour: Self-Guided Drive
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Our pick of the best Highland Hotel Deals
Best Western Merry Manor Inn
"Room was very outdated"
Reviewed on 18 May 2026
Portland Harbor Hotel
"Location is fantastic and staff was friendly. The room and common areas were acceptably clean. The room was pretty basic and felt a little cramped but I could have booked a suite and didn’t. Some of the maintenance could have been done better, which would have been more fitting for a well restored ..."
Reviewed on 19 May 2026
Portland Regency Hotel & Spa
"We had breakfast both days of our weekend at the lovely first floor dining room. The tables were beautifully set and the food delicious. Both Patrick and John were standouts on the dining staff."
Reviewed on 18 May 2026
Cambria Hotel Portland Downtown-Old Port
"Rooms are fantastic! Great view! Lots of nice small amenities."
Reviewed on 16 May 2026
HomeAwhile
"We stayed for 9 nights in a King Suite and it was nice to have the separation between the sitting area/kitchenette and the bedroom. The bed was comfortable and it was great to have a desk for a work area in the bedroom as well as a TV. The building has only been open for a couple of months so everything ..."
Reviewed on 19 May 2026
Inn at St John Portland In-Town
"Really great experience at a very cool and unique place! Breakfast was more than I was expecting and staff helpful and attentive at all times."
Reviewed on 19 May 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.
Stanwood Park
Stanwood Park might not have many top sights, but International Cryptozoology Museum 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 isn't home to many top sights, Maine Mall and Thompson's Point are some notable places to visit nearby.
Meadowbrook
When in Meadowbrook, you can plan a visit to Thompson's Point and Maine Mall, some noteworthy sights in the nearby area.
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.
