Parkside Holidays from £834

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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.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was £1,169, price is now £834 per person
£834
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
The staff was excellent and the room immaculate. Our room had no balcony, which was disappointing. It would have been nice to have a small table and chairs in the room.

Reviewed on 27 Jun 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was £2,181, price is now £1,581 per person
£1,581
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (335 reviews)
Good hotel but overpriced considering the amenities. No in house laundry and the TVs do not have built in capabilities for streaming apps. Residence Inn by the waterfront is probably cheaper with more amenities, while having built in kitchens like this hotel.

Reviewed on 27 Jun 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was £2,010, price is now £1,565 per person
£1,565
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,786 reviews)
I was told I would get a text when my room was ready, I never did and while sitting in lobby hours later watched multiple guests get their rooms. I was told as an Expedia VIP, there would be a bottle of wine waiting for me in my room. There was none. The bed made a loud creaking noise every time I moved. Outlets next to the bed were very loose. While the location was great; not worth the money

Reviewed on 26 Jun 2026

Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was £4,679, price is now £3,673 per person
£3,673
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
Room was kept very clean and stocked. Cleaning staff was also very personable. Breakfasts portions were too big. Spa was busy but felt very automated and factory line

Reviewed on 26 Jun 2026

AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Price was £1,772, price is now £1,434 per person
£1,434
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (246 reviews)
Totally in love with overall vibes, calm and relaxation. Plus I’m DSI thankful to Staff for always welcome and helpful as I was accidentally unable to make the check-in before 7pm. I really appreciated.

Reviewed on 1 Jun 2026

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
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 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 £287 per night from 5 Jul to 6 Jul
£287
5 Jul - 6 Jul
includes taxes & fees
9.6/10 Exceptional! (172 reviews)
"The staff was excellent. The rooms were a little tight. The area around the hotel seemed a little sketchy but it was safe."

Reviewed on 22 Jun 2026

Longfellow Hotel
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
The price is £133 per night from 30 Jun to 1 Jul
£133
30 Jun - 1 Jul
includes taxes & fees
8.6/10 Excellent! (2,194 reviews)
"The staff were very nice. I did find it odd that they charged a parking fee, given their location."

Reviewed on 26 Jun 2026

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
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 £262 per night from 5 Jul to 6 Jul
£262
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (1,773 reviews)
"Iron broken. Construction outside."

Reviewed on 26 Jun 2026

Portland Harbor Hotel
See all 2,478 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
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Beach Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Parkside travel package cost?
Our Parkside packages, which begin at just £834, 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.
See properties

Things to do

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
Small Group Afternoon Lighthouse Boat Cruise With Local Drinks

Small Group Afternoon Lighthouse Boat Cruise With Local Drinks

£65
per adult
Small Group Afternoon Lighthouse Boat Cruise With Local Drinks
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.