Parkside Trips (flight + hotel)

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Where to stay in Parkside

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

Downtown Portland

5 out of top 10 points of interest in this area

Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Maine College of Art, you won't get bored spending a day wandering around this part of Portland.

Find hotels in Downtown Portland

Top hotels in Parkside

Longfellow Hotel
Longfellow Hotel
4 out of 5
754 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (92 reviews)
"Best hotel I've been to that wasn't overseas. The staff was kind, helpful, and the hotel was wonderfully"

Reviewed on Jun 28, 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 P14,378 per night from Jul 13 to Jul 14
P14,378
P17,363 total
Jul 13 - Jul 14
includes taxes & fees
9.4/10 Exceptional! (331 reviews)
"Had a quick one night stay at The Francis and am so glad we landed there for our only night in Portland. Extremely clean, well decorated, lots of thoughtful touches and a perfect all around vibe! Bed was very comfortable and shower pressure was great! The staff was extremely nice/helpful. Very walkable ..."

Reviewed on Jul 3, 2025

The Francis
Clarion Hotel Portland
Clarion Hotel Portland
2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is P8,576 per night from Jul 13 to Jul 14
P8,576
P9,488 total
Jul 13 - Jul 14
includes taxes & fees
7.8/10 Good! (1,013 reviews)
"Nice hotel close to the airport with shuttle service"

Reviewed on Jul 7, 2025

Clarion Hotel Portland
See all 2,484 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 vacation package cost?
From as little as , you can customize your Parkside vacation 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 vacation 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 vacation 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 fulfill those vacation 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 vacation?
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 traveling 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 vacation 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 vacation package?
With a vacation 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 vacation package?
Certainly, and we'll help you every step of the way. You may be able to amend or cancel your Parkside vacation 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

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

P399
per adult
Downtown Golden Adventure Quest Experience in Portland
East Coast Road Trip: Self-Guided Driving & Walking Audio Tour Bundle

East Coast Road Trip: Self-Guided Driving & Walking Audio Tour Bundle

P8,456
per traveler
East Coast Road Trip: Self-Guided Driving & Walking Audio Tour Bundle
Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

P5,699
per adult
84% of travellers recommend
Portland Tall Ship Cruise on Casco Bay
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.