
Parkside Holidays
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Your Parkside Holiday
Experience the beauty of this small neighbourhood with a Parkside holiday package. From its festivals and markets to its walking, there's lots here for every traveller. Kick start your trip to Parkside by visiting nearby attractions such as Portland Museum of Art, University of Southern Maine and Victoria Mansion. Whatever your dream Parkside holiday may look like, you can make it a reality with Expedia.
Our guide on where to stay in Parkside
Find the best Parkside areas and neighborhoods for the activities you enjoy most. Learn more about Parkside

Downtown Portland
4 out of top 10 points of interest in this area
4/5(1 area review)
A noteworthy feature of Downtown Portland is its captivating waterfront views. While you're in town, be sure to stop and check out Cross Insurance Arena and Merrill Auditorium.
Our pick of the best Parkside Hotel Deals

Longfellow Hotel
754 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$342 per night from 17 May to 18 May
AU$342
17 May - 18 May
includes taxes & fees
9.6/10 Exceptional! (162 reviews)
Beautiful hotel! I loved the design of the lobby and rooms. Everything is thoughtfully planned and inviting. Staff is friendly and the room was lovely and clean with a very comfortable bed. Despite being on a fairly busy street, it was silent. I loved the selection of teas in room and the evening ...
Reviewed on 14 May 2026

The Francis
747 Congress Street Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$418 per night from 21 May to 22 May
AU$418
21 May - 22 May
includes taxes & fees
9.4/10 Exceptional! (388 reviews)
Great location, comfortable bed, charming property, friendly and helpful staff.
Reviewed on 1 May 2026

Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$360 per night from 27 May to 28 May
AU$360
27 May - 28 May
includes taxes & fees
9.4/10 Exceptional! (1,769 reviews)
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
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Activities

The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
AU$96
per adult
100% of travellers recommend

Portland Smartphone Audio Tour: Self-Guided Drive
AU$21
per traveller

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
AU$14
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.














