South Portland Holidays from £1,226

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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.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £2,052, price is now £1,226 per person
£1,226
per person
18 Nov - 22 Nov
found 24 hours ago
Return direct flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
Lovely property and staff. Great location and spa. Will return!

Reviewed on 26 Aug 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £2,981, price is now £1,803 per person
£1,803
per person
6 Oct - 10 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on 24 Aug 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was £2,301, price is now £1,495 per person
£1,495
per person
1 Nov - 8 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (441 reviews)
Beautiful building, friendly staff, great atmosphere

Reviewed on 16 Aug 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
Price was £2,298, price is now £1,512 per person
£1,512
per person
12 Oct - 19 Oct
found 19 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8/10 Very Good! (585 reviews)
Overall is pretty good and the only thing that we don’t like it is the water volume of shower head just need to be way a lot more .please turn it up .

Reviewed on 28 Aug 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £3,157, price is now £2,115 per person
£2,115
per person
12 Oct - 19 Oct
found 19 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.4/10 Exceptional! (482 reviews)
Love the Street Bar!

Reviewed on 25 Aug 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 Portland Museum of Art 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 £123 per night from 1 Sept to 2 Sept
£123
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,248 reviews)
"the breakfast was great"

Reviewed on 25 Aug 2025

Days Inn by Wyndham Airport/Maine Mall
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
The price is £73 per night from 15 Sept to 16 Sept
£73
15 Sept - 16 Sept
includes taxes & fees
7.2/10 Good! (177 reviews)
Tammy
"The room in general was clean 👌"

Reviewed on 24 Aug 2025

Germaine Inn South Portland
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 £101 per night from 2 Sept to 3 Sept
£101
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,520 reviews)
"The staff was helpful and the room comfortable."

Reviewed on 25 Aug 2025

Comfort Inn Airport
See all 2,713 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

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

£63
per adult
Lighthouse to Lagers Tour with Craft Beer
Portland Head Light

Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll

£122
per adult
100% of travellers recommend
Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll
See all activities in South Portland

Frequently asked questions

How much does a South Portland travel package cost?
Starting from as little as £1,226, 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.