South Portland Vacations

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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

Find the Best South Portland Vacation Packages

South Portland Beach Vacation

Listen to the soothing sound of waves rolling into the shore and stroll by the shimmering waters during your South Portland vacation. 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 vacation deals to choose from. Book one close to Willard Beach, just 2 kilometers from the downtown area, and live out your vacation 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 vacation homes. Home2 Suites by Hilton Portland Airport and TownePlace Suites by Marriott Portland Airport ME are a hit with travelers 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 vacation deals, you can see more top attractions like these.

South Portland Hotel Deals

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 ₩207,347 per night from Jul 22 to Jul 23
₩207,347
₩226,008 total
Jul 22 - Jul 23
includes taxes & fees
7.8/10 Good! (1,036 reviews)
"We were there for one night, a travel stopover. The room, bed, service, etc. were all perfectly fine for that kind of stay. I probably wouldn't want to stay a week, but for an overnight, it was OK."

Reviewed on Jul 17, 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 ₩188,073 per night from Jul 28 to Jul 29
₩188,073
₩204,999 total
Jul 28 - Jul 29
includes taxes & fees
8.4/10 Very Good! (2,756 reviews)
"It was nice. Great breakfast."

Reviewed on Jul 19, 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 ₩174,088 per night from Jul 27 to Jul 28
₩174,088
₩189,756 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (1,405 reviews)
"Great staff. Breakfast is very well done."

Reviewed on Jul 18, 2025

Comfort Inn Airport
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.

Frequently asked questions

How much does a South Portland vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. However, how much your vacation 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 vacation package, consider traveling 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 vacation to discover all that makes this place special. Wander around key neighborhoods, 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-organized 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 vacation package to South Portland?
It's no wonder a South Portland vacation is on the must-do list of many travelers. 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 vacation as a package?
Expedia vacation 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 vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation 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 vacation.
How to plan a trip to South Portland?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to South Portland.
  2. 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.
  3. Decide how long to go away for: Now that you know more about South Portland, you can work out the ideal length of your vacation. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized South Portland vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.