South Portland Holidays
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Top Flight + Hotel Deals in South Portland
Price found within the past 48 hours. Click for updated prices.
Sheraton Boston, a Marriott Hotel
Back Bay
€1,008
per person
23 Nov - 28 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,949 reviews)
Things were good until we wanted to upgrade. The lady at the front desk said she was the supervisor once I asked for management. She acted like I was bothering her and really didn’t want to help. The concierge could hear us talking and she took control. Can’t remember her name but she made our experience much better. If it wasn’t for her we would have moved hotels.
Reviewed on 5 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
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.
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.
Meetinghouse Hill
While Meetinghouse Hill may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Willard Beach and Victoria Mansion.
Willard
Willard might not have many top sights, but Willard Beach and Victoria Mansion are two attractions nearby that you can check out.
Knightville
While Knightville isn't home to many top sights, Victoria Mansion and Portland Museum of Art are some notable places to visit nearby.
South Portland Beach Holiday
Listen to the soothing sound of waves rolling into the shore and stroll by the shimmering waters during your South Portland holiday. If you're in need of some time out, a trip to South Portland is just what the doctor ordered. We have plenty of South Portland holiday deals to choose from. Book one close to Willard Beach, just 2 kilometres from the downtown area, and live out your holiday dreams without blowing your budget.
Things You Should Know About South Portland
- Spend your escape by the water and let the stresses of daily life drift away with the ocean breeze. Check out our South Portland beach hotels and indulge in a little beachside bliss.
- South Portland also has a decent range of private holiday homes. Home2 Suites by Hilton Portland Airport and TownePlace Suites by Marriott Portland Airport ME are a hit with travellers and are worth taking a look at.
- Roughly 23,900 people live in South Portland. If you'd like advice about things to see and do, why not ask one or two of the locals? Our South Portland things to do page is also a great source of info.
- Don't leave town without checking out Maine Mall, Maine Mall and Willard Beach. With the money you save through our South Portland holiday deals, you can see more top attractions like these.
Top hotels in South Portland
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
€63
5 Nov - 6 Nov
includes taxes & fees
6.4/10 (1,154 reviews)
"No Elevator, A/C made lots of noise, strong cleaning smell"
Reviewed on 5 Oct 2026
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Fully refundable
€49
3 Nov - 4 Nov
includes taxes & fees
7.2/10 Good! (893 reviews)
"previously a Howard Johnsons - but upgraded, it's just ok, nothing special and nothing to be concerned about"
Reviewed on 5 Oct 2026
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
€75
4 Nov - 5 Nov
includes taxes & fees
8.4/10 Very good! (2,997 reviews)
"Very responsive staff and clean hotel. Beds were very comfortable!"
Reviewed on 5 Oct 2026
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.
Stay near popular South Portland attractions
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.
Fort Preble
8.8/10 (129 reviews)
This coastal defence fortress from 1808 showcases early American military architecture with panoramic harbour views. Explore granite walls and gun emplacements while enjoying the scenic backdrop of Casco Bay.
Lyric Music Theater
7.4/10 (61 reviews)
This intimate community theatre has showcased local talent in Broadway-caliber productions since 1952. Enjoy exceptional performances with impressive sets and costumes in a cosy venue where every seat offers a good view.
Maine Mall
8.4/10 (1,708 reviews)
The largest shopping centre in Maine offers over 100 stores, including the state's only Apple Store. Beyond retail therapy, enjoy the indoor ropes course at Jordan's Furniture or bowl at Round 1 Amusement centre.
Willard Beach
8.2/10 (161 reviews)
This intimate shoreline offers serene views of Casco Bay and its scattered islands. Explore tidal pools at low tide or stroll the nearby Spring Point Shoreway Trail to discover the historic lighthouse.
South Portland Historical Society Museum
8.0/10 (84 reviews)
This maritime history museum showcases South Portland's shipbuilding legacy and World War II Liberty ships. Explore exhibits adjacent to Bug Light Park, where harbour views complement the historical experience.
Maine Military Museum
7.8/10 (83 reviews)
This intimate museum showcases authentic military artefacts from the Revolutionary War to present, focusing on POW experiences. Veteran volunteers bring exhibits to life through personal stories.
What to do in South Portland
Sunset Windjammer Cruise Along the Coast of Portland Maine
€66
per adult
90% of travellers recommend
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
€64
per adult
100% of travellers recommend
Frequently asked questions
How much does a South Portland holiday package cost?
You can pick up a holiday package to this popular destination from €966 on Expedia. However, how much your holiday to South Portland costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to South Portland?
If you're hoping to book a cheap South Portland holiday package, consider travelling in January, February and November. You'll usually find lower prices on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for South Portland?
Allow at least 2 days for your South Portland holiday to discover all that makes this place special. Wander around key neighbourhoods, including Downtown Portland and Old Port. Then make a beeline for top sights like South Portland Historical Society Museum and Maine Mall. With a well-organised itinerary, you'll be kept busy with room for some rest time too. Want to venture outside of South Portland? Consider squeezing in a day trip or two.
Is it worth booking a holiday package to South Portland?
It's no wonder a South Portland holiday is on the must-do list of many travellers. Popular attractions like Willard Beach are just the start of things to see and do here.
How to find the best South Portland package deals?
Bagging a cheap South Portland package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly South Portland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a South Portland holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored South Portland holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to South Portland?
Score incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment South Portland holiday.
How to plan a trip to South Portland?
- Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to South Portland.
- Set a budget: Factor in expenses like flights, food and transportation when calculating how much to put aside for your trip to South Portland. Then, pick a property that fits your budget, whether that's an economical stay or a more luxurious retreat.
- Decide how long to go away for: Now that you know more about South Portland, you can work out the ideal length of your holiday. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalised South Portland holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
