South Portland Holidays from £1,161

Book a Hotel + Flight or Car together to unlock savings

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.
Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
North Brookline
Save 100% on your flight
Price was £1,707, price is now £1,161 per person
£1,161
per person
3 Oct - 10 Oct
found 9 hours ago
Return direct flight included
London (LON) to Boston (BOS)
6.8/10 (5 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells. Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.

Reviewed on 6 Jul 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was £2,450, price is now £1,542 per person
£1,542
per person
2 Oct - 9 Oct
found 1 hour ago
Return direct flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (262 reviews)
This Inn is a beautiful old building with a long history. It is located within easy walking distance of downtown Lexington with all its history. The Inn had wonderful rooms, a great staff and a top rate restaurant all in one place. Highly recommend!

Reviewed on 13 Jul 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was £2,474, price is now £1,659 per person
£1,659
per person
14 Oct - 21 Oct
found 20 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (5,138 reviews)
Very nice.

Reviewed on 25 Jul 2026

The Charles Hotel

The Charles Hotel

5 out of 5
West Cambridge
Save 100% on your flight
Price was £1,827, price is now £1,290 per person
£1,290
per person
7 Sept - 14 Sept
found 13 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (1,007 reviews)

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Save 100% on your flight
Price was £2,242, price is now £1,595 per person
£1,595
per person
14 Oct - 21 Oct
found 20 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.2/10 Wonderful! (2,381 reviews)
Propre, excellent service et très bien situé pour marcher dans Boston et visiter.

Reviewed on 26 Jul 2026

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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Ferry Village

1 out of top 10 points of interest in this area

While Ferry Village isn't home to many top sights, Willard Beach and Casco Bay Lines Ferry Terminal are some notable places to visit nearby.

Find hotels in Ferry Village

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

Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Fully refundable
The price is £81 per night from 16 Aug to 17 Aug
£81
16 Aug - 17 Aug
includes taxes & fees
7.4/10 Good! (594 reviews)
"The floor was a faux wood laminate , my feet were dirty after walking around for only a sort while, disappointed."

Reviewed on 25 Jul 2026

Clarion Pointe South Portland
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Fully refundable
The price is £134 per night from 25 Aug to 26 Aug
£134
25 Aug - 26 Aug
includes taxes & fees
Comfort Inn South Portland Airport
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts Rd. South Portland ME
Fully refundable
The price is £155 per night from 2 Aug to 3 Aug
£155
2 Aug - 3 Aug
includes taxes & fees
8.4/10 Very good! (3,014 reviews)
"Great location. Staff were very friendly and accommodating. Great price for Portland hotels."

Reviewed on 26 Jul 2026

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
See all 2,763 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.
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Stay near popular South Portland attractions

A lighthouse at sunset by the water.

Bug Light

9.0/10 (344 reviews)
This charming Greek-inspired lighthouse offers panoramic views of Portland Harbour and the city skyline. Bring a picnic to enjoy in the park while watching boats navigate the harbour waters.
See properties

What to do in South Portland

Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

£58
per adult
88% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
Portland Lighthouse Boat Cruise with Oysters & Prosecco

Portland Explorer: Boat Cruise with Oysters & Prosecco

£103
per adult
Portland Explorer: Boat Cruise with Oysters & Prosecco
See all activities in South Portland

Frequently asked questions

How much does a South Portland travel package cost?
Starting from as little as £1,161, 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.