Parkside Holidays

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to Rp10 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 hotel + flight trips in Downtown Portland

Top hotels in Parkside

Casco Bay Hotel, Ascend Hotel Collection
Casco Bay Hotel, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is Rp1.569.110 per night from 2 Jun to 3 Jun
Rp1.569.110
per night
2 Jun - 3 Jun
8.4/10 Very Good! (1,500 reviews)
"Clean and convenient location. Bed comfortable. Eggs at breakfast were cold - make your own waffles were good . Basic accommodations, would stay again."

Reviewed on 23 May 2024

Casco Bay Hotel, Ascend Hotel Collection
The Francis
The Francis
3.5 out of 5
747 Congress Street, Portland, ME
The price is Rp3.784.577 per night from 27 May to 28 May
Rp3.784.577
per night
27 May - 28 May
9.4/10 Exceptional! (260 reviews)
"Great location for walking around Portland. And the hotel staff were very pleasant/helpful"

Reviewed on 22 May 2024

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 Rp4.142.705 per night from 29 May to 30 May
Rp4.142.705
per night
29 May - 30 May
9/10 Wonderful! (1,195 reviews)
"Clean and the staff were very friendly. Great location. Everything was easy to get to and within walking distance."

Reviewed on 25 May 2024

Portland Harbor Hotel
See all 2,176 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.

Popular places to visit

Image for Deering Oaks Park

Deering Oaks Park

Explore the great outdoors at Deering Oaks Park, a lovely green space in Portland. Experience the area's entertainment choices or attend a sporting event.

Deering Oaks Park
Image for Fitzpatrick Stadium

Fitzpatrick Stadium

Catch an event at Fitzpatrick Stadium during your trip to Portland. Amble around the area's waterfront or attend a sporting event.

Fitzpatrick Stadium
Image for Neal S. Dow House

Neal S. Dow House

You can spend an afternoon exploring the galleries in Neal S. Dow House in Portland. Stroll along the waterfront or attend a sporting event in the area.

Neal S. Dow House

Things to do

Image for Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

Rp2.257.443
Per adult
Portland: Old Port Seafood Lovers Tour
Image for Sunset Lighthouse Harbor Cruise from Portland's Old Port

Sunset Lighthouse Harbor Cruise from Portland's Old Port

Rp1.391.670
Per adult
Sunset Lighthouse Harbor Cruise from Portland's Old Port
Image for Portland, Maine: Old Port Brewery & Pub Walking Tour

Portland, Maine: Old Port Brewery & Pub Walking Tour

Rp1.376.207
Per adult
Portland, Maine: Old Port Brewery & Pub Walking Tour
See all activities in Portland

More trip options

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