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
Find out about the history of South Portland when you take a trip to Fort Preble. Experience the area's acclaimed theatre scene and entertainment choices.
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?
Top hotels in Pleasantdale
Portland Harbor Hotel
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Reviewed on 17 May 2026
Portland Regency Hotel & Spa
Food was great at the Armory. Staff was helpful & we enjoyed morning coffee in the lounge by the fire. Hotel is conveniently located near shops, restaurants, waterfront & attractions!
Reviewed on 16 May 2026
Cambria Hotel Portland Downtown-Old Port
Rooms are fantastic! Great view! Lots of nice small amenities.
Reviewed on 16 May 2026
HomeAwhile
Great stay.
Reviewed on 14 May 2026
Inn at St John Portland In-Town
The staff were incredible! I loved the fresh coffee and the continental breakfast - much of which was available 24/7. Highest recommendation!
Reviewed on 13 May 2026
Holiday Inn Portland-By the Bay by IHG
Very clean and updated hotel. We had a beautiful view of the bay on the 9th floor. The staff was super friendly and helpful. Richard, specifically, gave us all of our details and answered questions about the area. The breakfast was a bit disappointing and haphazard on the first day. The staff seemed ...
Reviewed on 16 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.
