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 large, historic building with a prominent clock tower and arched windows.

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.

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
The price is £217 per night from 15 Nov to 16 Nov
£217
15 Nov - 16 Nov
includes taxes & fees
9.4/10 Exceptional! (201 reviews)
"Easy Valet Parking, great staff and room service!"

Reviewed on 10 Nov 2026

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 £130 per night from 29 Nov to 30 Nov
£130
29 Nov - 30 Nov
includes taxes & fees
9.4/10 Exceptional! (419 reviews)
"We truly enjoyed our stay at the Francis Hotel. Upon arrival, Devin the young man at the front desk, was very courteous and recommended things that we could do while we were in the city. All of the other staff that we encountered during our visit were just as courteous. We enjoyed the breakfast provided ..."

Reviewed on 10 Nov 2026

The Francis
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundable
The price is £76 per night from 6 Dec to 7 Dec
£76
6 Dec - 7 Dec
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"Good but not as good as a typical Westin at all. Needs to be updated"

Reviewed on 14 Nov 2026

The Westin Portland Harborview
See all 2,398 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

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

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.
See properties

Things to do

Phantoms, Penance, and Poltergeists: Portland, ME Ghost Tour

Phantoms, Penance, and Poltergeists: Portland, ME Ghost Tour

£24
per adult
Phantoms, Penance, and Poltergeists: Portland, ME Ghost Tour
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

£13
per traveller
100% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

£7
per traveller
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
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.