Parkside Vacations from $605

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Your Parkside Vacation

Experience the beauty of this small neighborhood with a Parkside vacation package. From its festivals and markets to its walking, there's lots here for every traveler. 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 vacation may look like, you can make it a reality with Expedia.

The Latest Parkside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The McKernan Inn
Inn By The Sea
The Docent’s Collection – Thompson Block
Cliff House Maine
Portland Harbor Hotel

Where to stay in Parkside

Find the best Parkside areas and neighborhoods for the activities you enjoy most. Learn more about Parkside

Parkside Hotel Deals

Longfellow Hotel

Longfellow Hotel

4 out of 5
754 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $181 total per night from Feb 10 to Feb 11
$181 total
Feb 10 - Feb 11
Total with taxes and fees
9.4/10 Exceptional! (143 reviews)
We loved our stay. Great staff, room was nice, cafe very good and the Town Car service for rides, so convenient!

Reviewed on Jan 5, 2026

Longfellow Hotel
The Francis

The Francis

3.5 out of 5
747 Congress Street Portland ME
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $161 total per night from Feb 19 to Feb 20
$161 total
Feb 19 - Feb 20
Total with taxes and fees
9.4/10 Exceptional! (374 reviews)
Clean and great location

Reviewed on Jan 11, 2026

The Francis
Knock on Wood | Airy Charm in Heart of Downtown

Knock on Wood | Airy Charm in Heart of Downtown

Portland ME
$318 nightly
The price is $346 total per night from Mar 5 to Mar 6
$346 total
Mar 5 - Mar 6
Total with taxes and fees
8.8/10 Excellent! (25 reviews)
Easy in and out. Beds were super comfortable

Reviewed on Oct 25, 2025

Knock on Wood | Airy Charm in Heart of Downtown
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.

Discover the most popular places to visit in Parkside

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.