South Portland Holidays

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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
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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 5 kilometres 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!

Top hotels in South Portland

Tru by Hilton Portland Airport Area
Tru by Hilton Portland Airport Area
2.5 out of 5
369 Maine Mall Road, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$135 per night from 10 Apr to 11 Apr
S$135
includes taxes & fees
10 Apr - 11 Apr
8.8/10 Excellent! (1,368 reviews)
"Wonderful stay! Wonderful staff with h a nice, fresh breakfast"

Reviewed on 24 Mar,2025

Tru by Hilton Portland Airport Area
DoubleTree by Hilton Hotel Portland
DoubleTree by Hilton Hotel Portland
4 out of 5
363 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$148 per night from 3 Apr to 4 Apr
S$148
includes taxes & fees
3 Apr - 4 Apr
7.8/10 Good! (1,135 reviews)
"Great stay at the Double Tree! So convenient to park our vehicle while we travelled down south! We even got a great deal on our room in CAD!"

Reviewed on 25 Mar,2025

DoubleTree by Hilton Hotel 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 S$117 per night from 1 Apr to 2 Apr
S$117
includes taxes & fees
1 Apr - 2 Apr
8.4/10 Very Good! (1,170 reviews)
"It was great and fantastic overall."

Reviewed on 27 Mar,2025

Comfort Inn Airport
See all 2,576 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.

Frequently asked questions

How much does a South Portland holiday package cost?
You can pick up a holiday package to this popular destination 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?

  1. 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.
  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 holiday. 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 personalised South Portland holiday package.

What to do in South Portland

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

S$14
per adult
Downtown Golden Adventure Quest Experience in Portland
Portland Scavenger Hunt: The Maine Event

Self-Guided Portland Scavenger Hunt: The Maine Event

S$16
per adult
Self-Guided Portland Scavenger Hunt: The Maine Event
See all activities in South Portland

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.