South Portland Holidays from £740

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Your South Portland Holiday

With one of our holiday packages to South Portland, you'll discover infinite opportunities for fun and relaxation. There's so much to enjoy, including its coastal scenery and lively atmosphere. If your trip to South Portland includes a little sightseeing, drop by much-loved attractions like Portland Head Light, University of Southern Maine and Portland Museum of Art. A couple of quick clicks is all it takes to put together a tailored South Portland holiday on Expedia.

Top South Portland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
8.6/10 Excellent! (1,033 reviews)
Great 3 night stay !! Thanks for the late check out.

Reviewed on 14 Jul 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on 6 Jun 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
27 Aug - 3 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on 14 Jul 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Save 100% on your flight
per person
26 Sept - 1 Oct
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Awesome stay with everything you need

Reviewed on 13 Jul 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
15 Sept - 22 Sept
found 22 hours ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
8.8/10 Excellent! (227 reviews)
Lovely and little in the heart of Boston. Took some getting used to that the check-in desk was the same as the check in for the restaurant/bar, For sure to be back for a future stay.

Reviewed on 13 Jul 2025

Where to stay in South Portland

Find the best South Portland areas and neighborhoods for the activities you enjoy most. Learn more about South Portland
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Knightville

While Knightville isn't home to many top sights, Victoria Mansion and International Cryptozoology Museum are some notable places to visit nearby.

Find hotels in Knightville

South Portland Beach Holiday

Live out those beachy daydreams on your South Portland holiday. Embark on a romantic walk, admire the spectacular coastal vistas and collect pretty seashells during your trip to South Portland. Situated just 3 miles from the city centre, Willard Beach is the place to be for many sun-seeking visitors. Look through our South Portland holiday deals and watch your travel budget stretch further!

South Portland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
23,900
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Higgins Beach, State Theatre and East End Beach

Top hotels in South Portland

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is £105 per night from 16 Jul to 17 Jul
£105
16 Jul - 17 Jul
includes taxes & fees
7.8/10 Good! (1,023 reviews)
"This property was a pleasure to stay at when I couldn’t get a hotel at Old Orchard Beach. Fernando at the front desk made everything so much better at check-in and also when I wanted to extend my stay. He really is the best, right along with the rest of the staff. The amenities were great as well ..."

Reviewed on 11 Jul 2025

Days Inn by Wyndham Airport/Maine Mall
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

Casco Bay Hotel Portland Airport - Maine Mall, 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 £117 per night from 21 Jul to 22 Jul
£117
21 Jul - 22 Jul
includes taxes & fees
8.4/10 Very Good! (2,740 reviews)
"Great easy access location"

Reviewed on 12 Jul 2025

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is £94 per night from 20 Jul to 21 Jul
£94
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very Good! (1,389 reviews)
"Staff was so helpful, courteous and accommodating"

Reviewed on 12 Jul 2025

Comfort Inn Airport
See all 2,789 properties in South Portland
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

What to do in South Portland

Portland Head Light

Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll

£117
per adult
100% of travellers recommend
Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll
Seven Portland Lighthouses Tour

Seven Portland Lighthouses Tour

£73
per adult
Seven Portland Lighthouses Tour
Lighthouse to Lagers Tour with Craft Beer

Lighthouse to Lagers Tour with Craft Beer

£64
per adult
Lighthouse to Lagers Tour with Craft Beer
See all activities in South Portland

Frequently asked questions

How much does a South Portland travel package cost?
Starting from as little as £740, you can create your own South Portland package. Simply bundle hotels, flights and car rentals and we'll reward you with discounts.
If I'm not able to travel, can I cancel my South Portland travel package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your South Portland travel package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, 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 South Portland?
One of the easiest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars --- we've got it all. Choose a combination that best fits you and see your savings pile up. We know a package deal is never one-size-fits-all. That's why we offer over 550 partner airlines and 1,000,000 hotels globally, which lets you customize your South Portland adventure.
Does Expedia offer Book Now, Pay Later South Portland holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without draining your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that fit all budgets, so you can escape on that well-earned holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip in multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan from Klarna.

Where should I stay in South Portland?
With so much to explore in South Portland, it'd be handy for you to stay close to its attractions. Portland Head Light, University of Southern Maine and Portland Museum of Art are some good ones to add to your itinerary.
What are the top hotels in South Portland?
People visiting South Portland often book a room at Portland Sheraton at Sable Oaks or DoubleTree by Hilton Hotel Portland. These options are in Willard. Another happening neighbourhood is Willard Beach. Portland Sheraton at Sable Oaks and DoubleTree by Hilton Hotel Portland are reputable choices in this part of town.
How far in advance should I book my South Portland holiday?
To bag rock-bottom prices, book as early as you can. Airlines usually begin selling tickets, along with some of the lowest fares, around a year ahead of time. Hotels, activities and car rental should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway to South Portland, there are always plenty of great deals to be had on Expedia. Check them out now!
What does an Expedia South Portland travel package include?
It all depends on what kind of trip you want to have. South Portland holiday deals can include flights, hotels and car rentals. You can mix and match to create the package that suits your budget and style. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a South Portland travel package?
Bundling your bookings into a South Portland travel package is the most convenient way to organise your trip. Not only that, you'll get great discounts when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a South Portland Expedia travel package?
Yes --- that's the beauty of an Expedia travel package. You can pick and choose your flights, hotels and more. We have more than 550 airline partners throughout the world, so you have lots of choice when planning your South Portland adventure.

* 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.