Parkside Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to €185 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Parkside

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

Downtown Portland

5 out of top 10 points of interest in this area
3.5/5(2 area reviews)

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 Wadsworth-Longfellow House.

Find hotels in Downtown Portland

Top hotels in Parkside

Longfellow Hotel
Longfellow Hotel
3.5 out of 5
754 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is €172 per night from 24 Feb to 25 Feb
€172
includes taxes & fees
24 Feb - 25 Feb
9.2/10 Wonderful! (60 reviews)
"Our stay was wonderful! Everyone was beyond helpful and the aesthetic is beautiful. In a great location that is walkable distance from great restaurants."

Reviewed on 19 Feb 2025

Longfellow Hotel
The Francis
The Francis
3.5 out of 5
747 Congress Street, Portland, ME
The price is €122 per night from 17 Mar to 18 Mar
€122
includes taxes & fees
17 Mar - 18 Mar
9.4/10 Exceptional! (319 reviews)
We can’t wait to return
"We were greeted with a smile, and every interaction with the staff was pleasant. The location was convenient, the information shared was helpful, and we enjoyed the history in ambience of the property."

Reviewed on 5 Jan 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 €173 per night from 9 Mar to 10 Mar
€173
includes taxes & fees
9 Mar - 10 Mar
9/10 Wonderful! (1,465 reviews)
"The bathroom had no fan. A nut was missing on magnifying mirror."

Reviewed on 18 Feb 2025

Portland Harbor Hotel
See all 2,243 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.

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.

Things to do

Old Wharf Street Portland, ME

Audio Guided Walking Tour from Old Port of Portland, Maine

€7
per adult
Audio Guided Walking Tour from Old Port of Portland, Maine
Portland, Maine: Local Brewery & Spirits Bus Tour

Portland, Maine: Local Brewery & Spirits Bus Tour

€95
per adult
100% of travellers recommend
Portland, Maine: Local Brewery & Spirits Bus Tour
Private Professional Vacation Photoshoot in Portland

Private Professional Vacation Photoshoot in Portland

€215
per adult
Private Professional Vacation Photoshoot in Portland
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.