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
Portland Smartphone Audio Tour: Self-Guided Drive
Portland Maine App-Based Driving & Walking Audio Tour Bundle
Top hotels in Pleasantdale
Portland Harbor Hotel
Hotel is beautiful but rooms are small! Tight for 3 people. The parking is expensive and only option is valet. There’s always a long wait to get your car, they don’t go in order and are rude. The “free” snacks on the various floors were nothing special. Instead of sparkling water, have regular available. ...
Reviewed on 13 May 2026
Portland Regency Hotel & Spa
A hotel has control over cleanliness, upkeep, and service. This hotel ranks very poorly in service. Not a single smile from any staff at check-in, check-out, or requests. They advertise pickup from the airport is available but after a call before flight, after landing, and then 3 more calls after ...
Reviewed on 12 May 2026
Cambria Hotel Portland Downtown-Old Port
This is my second time staying at this hotel, and my husband and I both love it! He uses the gym everytime we stay and he likes it. The bed is so comfortable! The parking is easy. I like it more without valet. The restaurant at the hotel is delicious. The outdoor seating area is amazing. The staff ...
Reviewed on 14 May 2026
HomeAwhile
Highly recommend to all travelers , very clean and new place to stay!
Reviewed on 13 May 2026
Holiday Inn Portland-By the Bay by IHG
Great location. Attended a concer at the State Theater, a block away, and also across the street from the Art Museum, and 15 minute walk to the Old Port. Highly recommend!
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
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 Portland Exposition Building 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.
