Parkside Holidays from £614
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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.
Price found within the past 48 hours. Click for updated prices.
Evalina Hotel
Downtown Portland
£1,075
per person
16 Nov - 21 Nov
found 1 day ago
Return flight included
London (LON) to Portland (PWM)
10/10 Exceptional! (11 reviews)
Better than expected. This new property was in a great location. Easy to walk to restaurants and shopping. Comfortable bed, nice bathroom and a sitting area with sofa, chair and tv. I was a little concerned because we could hear music from a nearby bar, but everything stopped by 10 o’clock. Would return.
Reviewed on 25 Sept 2026
The Docent's Collection at 178 Middle Street
Downtown Portland
£902
per person
16 Nov - 21 Nov
found 1 day ago
Return flight included
London (LON) to Portland (PWM)
9.6/10 Exceptional! (65 reviews)
Amazing rooms amazing staff perfect location absolutely amazing !!!! Can’t wait to
Go back
Reviewed on 27 Sept 2026
Where to stay in Parkside
Find the best Parkside areas and neighborhoods for the activities you enjoy most. Learn more about Parkside
Downtown Portland
5 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.
Old Port
Explore the cobblestone streets in Portland’s historic district, which combines a wealth of history with a thoroughly modern city experience.
West End
If you're spending some time in West End, Victoria Mansion and Portland Fire Museum are top sights worth seeing.
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.
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.
Top hotels in Parkside
Longfellow Hotel
754 Congress St Portland ME
£254
27 Oct - 28 Oct
includes taxes & fees
9.6/10 Exceptional! (192 reviews)
"This hotel is amazing. Friendly staff- really good food and the spa was great."
Reviewed on 21 Sept 2026
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundableReserve now, pay when you stay
£68
28 Oct - 29 Oct
includes taxes & fees
6.4/10 (1,144 reviews)
"This is a very nice property and very clean. Staff were cordial. The hvac system worked well and wasn’t noisy. Room was clean. The room could have used a chair though. There was an office chair at the desk but the back wasn’t stable."
Reviewed on 30 Sept 2026
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
£69
28 Oct - 29 Oct
includes taxes & fees
8.4/10 Very good! (2,962 reviews)
"Right place to stay"
Reviewed on 30 Sept 2026
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 travel package cost?
Our Parkside packages, which begin at just £614, 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
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.
Fitzpatrick Stadium
Catch an event at Fitzpatrick Stadium during your trip to Portland. Amble around the area's waterfront or attend a sporting event.
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.
Things to do
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
£55
per adult
100% of travellers recommend
Portland: Casco Bay Morning Lighthouse Cruise
£44
per adult
80% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
£57
per adult
90% of travellers recommend
* 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.