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
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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.

Find hotels in Downtown Portland

Our pick of the best Parkside Hotel Deals

Longfellow Hotel

Longfellow Hotel

4 out of 5
754 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (128 reviews)
The room was incredible and the staff were so friendly and helpful. We loved every minute.

Reviewed on 29 Oct 2025

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Longfellow Hotel
The Francis

The Francis

3.5 out of 5
747 Congress Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 16 Nov to 17 Nov
AU$218
16 Nov - 17 Nov
includes taxes & fees
9.4/10 Exceptional! (366 reviews)
Parking was convenient right behind the hotel. Room was spacious and clean with a comfortable bed. Love the location near excellent dining like Tandem Bakery and Chaval. Nice long walk down to the waterfront in under 1.5 miles.

Reviewed on 27 Oct 2025

The Francis
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$252 per night from 16 Nov to 17 Nov
AU$252
16 Nov - 17 Nov
includes taxes & fees
9.2/10 Wonderful! (1,666 reviews)
Great rooms, walk-able to everything, super clean, great staff, the restaurant is delicious and the bar has good drinks, very accommodating and lots of extras! The 4 stars are for parking... we would like to keep our car inside the garage, to do so it must be valet, that is not an option for some ...

Reviewed on 12 Nov 2025

Portland Harbor Hotel
See all 2,294 properties in Parkside
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.
All Inclusive Holidays
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Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Parkside holiday package cost?
From as little as , you can customize your Parkside holiday package. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Parkside?
Bundle, bundle, bundle. Flights, hotels and rental cars — combine whatever you need into a Parkside holiday package to save loads of cash. Score even more discounts when you include extras such as experiences or tours to your booking. But that's not the only good part. You have the freedom to customize your holiday your own way. We offer more than 550 air carriers and 1 000 000 hotels around the world, so that everyone has an opportunity to travel and fulfil those holiday dreams.
Where should I stay in Parkside?
Most people who visit Parkside put both University of Southern Maine and Portland Museum of Art on their bucket lists. Why not select a hotel right near these top attractions?
What are the top hotels in Parkside?
Book a room at Beautiful 1st Floor Apartment And Amazing Shower. It's one of the area's most sought-after properties. Another highly rated option in Parkside is 1st Floor Private Entrance Condo. Walk To Restaurants And Parks.
How far in advance should I book my Parkside holiday?
It can be hard to know when is the perfect time to book your Parkside trip. But usually the earlier you book, the lower the prices. Sometimes, you can book your flights and hotels nearly 12 months prior to departure. If you're considering a last-minute getaway, no need to panic! There are terrific bargains featured on Expedia every single day.
What does an Expedia Parkside travel package include?
It comes down to what you're looking for. If you're travelling by yourself, you might decide to combine hotels and flights. Taking the entire family to Parkside? A travel package including hotels, rental cars and flights might suit you better. Expedia gives you the flexibility and freedom to customize your travel package.
What should I know before booking a Parkside travel package?
Whether it's relaxation or adventure you're seeking, a Parkside holiday package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Parkside Expedia holiday package?
With a holiday package, you're in charge. Whether you're eager to fly to Parkside in coach or business class, simply choose from the available airline options. Expedia has access to more than 550 airline partners globally.
If I'm not able to travel, can I cancel my Parkside holiday package?
Certainly, and we'll help you every step of the way. You may be able to amend or cancel your Parkside holiday package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your travel plans unexpectedly change, browse our Customer Service Portal for more information.

Activities

Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

AU$26
per traveller
Portland Smartphone Audio Tour: Self-Guided Drive
A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

AU$74
per adult
98% of travellers recommend
A Walk Through Time Tour in Portland
Tour of Palace & Monument of Marrakech

Tour of Palace & Monument of Marrakech

AU$60
per adult
Tour of Palace & Monument of Marrakech
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.