South Portland Holidays from £763

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.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was £1,072, price is now £763 per person
£763
per person
10 Jan - 17 Jan
found 7 hours ago
Return flight included
London (LON) to Boston (BOS)
9/10 Wonderful! (2,071 reviews)
We were excited for this stay as we went beyond budget a little bit to stay here for one night of our trip while we explored the north end of Boston. Check in was wonderful, the valet staff was great and front desk friendly but nothing real informative. Our room was ok, honestly expected more from what my booking described. We barely had a water view and that was something we paid extra for. The doors on the bathroom were broke, we couldn’t get them to close. It was just my daughter and I so no big deal but still something to note. The bathroom wasn’t very clean either and the carpet through out just felt not as clean as could be. We couldn’t get the thermostat to adjust and were both very warm, we prefer a cooler sleeping temp so that was tough. The bed sheets had a large tear I didn’t even notice until my toe got stuck in it. Location was amazing. Very comfortably walkable to just about everything in the North End. And the property overall was great. We appreciated all the walkway and sitting areas. The front desk staff maybe could have given us a better description/understanding of the whole property and what was right there available.

Reviewed on 29 Oct 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was £2,491, price is now £1,387 per person
£1,387
per person
10 Jan - 17 Jan
found 7 hours ago
Return flight included
London (LON) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was £2,780, price is now £1,756 per person
£1,756
per person
10 Jan - 17 Jan
found 7 hours ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was £2,043, price is now £1,485 per person
£1,485
per person
3 Dec - 8 Dec
found 5 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was £1,120, price is now £821 per person
£821
per person
10 Jan - 17 Jan
found 7 hours ago
Return flight included
London (LON) to Boston (BOS)
9/10 Wonderful! (3,501 reviews)
Rooms were small and not having a safe was disappointing

Reviewed on 29 Oct 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
A lighthouse on a rocky breakwater, a large building across the water, and a clear sky.

Willard Beach

2 out of top 10 points of interest in this area

When in Willard Beach, you can plan a visit to Willard Beach and Spring Point Ledge Lighthouse, some noteworthy sights in the nearby area.

Find hotels in Willard Beach

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

Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Fully refundable
The price is £60 per night from 5 Nov to 6 Nov
£60
5 Nov - 6 Nov
includes taxes & fees
6.2/10 (1,207 reviews)
"Very clean, Staff was very helpful. Plenty of breakfast. Enjoyed my stay at this hotel. Will love to come back."

Reviewed on 30 Oct 2026

Quality Inn & Suites South Portland
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 £62 per night from 3 Nov to 4 Nov
£62
3 Nov - 4 Nov
includes taxes & fees
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
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 £42 per night from 29 Nov to 30 Nov
£42
29 Nov - 30 Nov
includes taxes & fees
7.2/10 Good! (1,026 reviews)
"Nice place to stay"

Reviewed on 29 Oct 2026

Clarion Pointe South Portland
See all 2,721 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

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

Harbor Lights and Sights Cruise

Harbor Lights and Sights Cruise

£46
per adult
90% of travellers recommend
Harbor Lights and Sights Cruise
Portland: Casco Bay Morning Lighthouse Cruise

Portland: Casco Bay Morning Lighthouse Cruise

£44
per adult
80% of travellers recommend
Portland: Casco Bay Morning Lighthouse Cruise
Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

£58
per adult
92% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
See all activities in South Portland

Frequently asked questions

How much does a South Portland travel package cost?
Starting from as little as £763, 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.