Pleasantdale Travel Guide
South Portland
Visit Pleasantdale
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?
Things to do
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
Ultimate Portland Self-Guided Driving GPS Audio Tour
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Top hotels in Pleasantdale
Portland Harbor Hotel
"Clean spacious rooms and very friendly staff. Thank you."
Reviewed on 19 May 2026
Portland Regency Hotel & Spa
"Nice Spa. Great location. Comfortable place to relax and visit Portland."
Reviewed on 19 May 2026
Cambria Hotel Portland Downtown-Old Port
"Clean Room, as advertised breakfast, phenomenal staff,"
Reviewed on 19 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
Holiday Inn Portland-By the Bay by IHG
"Had to stand there for 15 minutes to check in, the manager was busy doing something else but standing right there. I requested a wake up call and it did not happen."
Reviewed on 19 May 2026
Other neighbourhoods around Pleasantdale
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.
Knightville
While Knightville isn't home to many top sights, Victoria Mansion and Portland Museum of Art 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.
Ligonia
Ligonia might not have many top sights, but Thompson's Point and Hadlock Field are two attractions nearby that you can check out.
Willard
Willard might not have many top sights, but Willard Beach and Portland Head Light 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.
