Parkside Holidays

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Your Parkside Holiday

Festivals, markets and walking are just the start of the things to look forward to when you lock in a holiday package to Parkside. Whether you're seeking relaxation or adventure, this small neighbourhood has it all. Not sure where to go during your trip to Parkside? Nearby attractions such as Portland Museum of Art, University of Southern Maine and Victoria Mansion are excellent places to start. Stop dreaming and start doing. When you're ready to lock in your holiday to Parkside, Expedia is here to help.

Where to stay in Parkside

Find the best Parkside areas and neighborhoods for the activities you enjoy most. Learn more about Parkside
A tree-lined pathway leading to a brick building with a sign reading "Mercy Hospital Service Entrance".

Downtown Portland

4 out of top 10 points of interest in this area

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.

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A marina with boats docked, a wooden pier, and a red brick building with balconies.

Old Port

Explore the cobblestone streets in Portland’s historic district, which combines a wealth of history with a thoroughly modern city experience.

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A lighthouse on a rocky shore with a sailboat in the distance.

West End

If you're spending some time in West End, Victoria Mansion and Portland Fire Museum are top sights worth seeing.

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A large, cream-colored building with white columns and a white picket fence in front.

Portland Arts District

The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip.

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A red brick building with Gothic architectural features, including pointed arches and a cross on top.

East Bayside

If you're spending some time in East Bayside, Maine Jewish Museum and Cathedral of the Immaculate Conception are top sights worth seeing.

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Top hotels in Parkside

Longfellow Hotel

Longfellow Hotel

754 Congress St Portland ME
Fully refundableReserve now, pay when you stay
£330
1 Sept - 2 Sept
includes taxes & fees
Longfellow Hotel
Clarion Pointe South Portland

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME
Fully refundable
£75
13 Sept - 14 Sept
includes taxes & fees
Clarion Pointe South Portland
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME
Fully refundable
£107
1 Sept - 2 Sept
includes taxes & fees
8/10 Very good! (1,632 reviews)
"Clean property. Ac worked great!"

Reviewed on 13 Aug 2026

Clarion Hotel Portland Airport ME
See all 2,470 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
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

Frequently asked questions

How much does a Parkside travel package cost?
Our Parkside packages, which begin at just , are an easy way to save big bucks. All you have to do is choose your preferred hotels, flights and more to create your dream escape.
If I'm not able to travel, can I cancel my Parkside travel package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Parkside travel package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for more information.
How do I get a cheap travel package to Parkside?
Book everything all in one place with our Parkside travel packages. We have deals on hotels, flights and more that'll keep your pocketbook happy and your adventurous spirit busy. And, with more than 550 airlines and 1,000,000 hotels around the world to choose from, you have countless opportunities to mix and match as you want.
Does Expedia offer Book Now, Pay Later Parkside holidays?
We sure do. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply pick the payment plan that suits you best during the checkout process and take away the stress of budgeting for your next trip. Don't forget to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:
  • Pay monthly holidays: Klarna has manageable monthly payment plans that fit all budgets, so you can jet away on that well-earned holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your holiday across multiple transactions.
  • Low deposit holidays: Clicking the "book now" button is easier with this plan. Simply put down a small deposit on your holiday and then start packing your bags.
Where should I stay in Parkside?
Take the hassle out of sightseeing by staying someplace just a stone's throw away from Parkside's biggest attractions. University of Southern Maine and Portland Museum of Art are two of the best in this neighbourhood.
What are the top hotels in Parkside?
The Westin Portland Harborview and Embassy Suites by Hilton Portland Maine are two of the most popular properties in Parkside. Why not have a look at the amenities and rates at each and then make up your mind?
How far in advance should I book my Parkside holiday?
Travellers are usually able to browse international flights on Expedia within 12 months of the departure date. Booking late? With a bit of luck, it's still possible to purchase a cheap ticket just weeks before your flight.
What does an Expedia Parkside travel package include?
With Expedia, you can choose a combination of car rentals, flights and hotels to build your ideal Parkside package. Once you've made your booking, you can add on the fun stuff like day tours and activities. Don't forget, the more you bundle, the more discounts you'll get!
What should I know before booking a Parkside travel package?
Tailor deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we've got everything you need to plan your getaway. You'll save a packet just by bundling your bookings. Whether you're heading away on a ski trip or venturing someplace warm, your perfect holiday is just a few clicks away.
Can I choose my airline with a Parkside Expedia travel package?
Expedia has access to more than 550 partner airlines globally, so you sure can! Just select the carrier that suits you and craft the perfect Parkside trip.

Stay near popular Parkside attractions

Fitzpatrick Stadium

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

6.0/10 (2 reviews)
After visiting Deering Oaks Park, make a plan to see the other sights and activities in Portland. Amble around the area's waterfront or attend a sporting event.
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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.
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Things to do

Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

£58
per adult
90% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
Portland Lighthouse Boat Cruise with Oysters & Prosecco

Portland Explorer: Boat Cruise with Oysters & Prosecco

£103
per adult
Portland Explorer: Boat Cruise with Oysters & Prosecco
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. Flight-inclusive packages are ATOL protected.