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.
Eurostars The Boxer
West End
Save 100% on your flight
Price was €2,115, price is now €1,440 per person
€1,440
per person
26 Jun - 30 Jun
found 11 hours ago
Return flight included
Savannah (SAV) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Everything advertised was correct and enjoyable relaxing.
Reviewed on 11 Apr 2026
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was €2,465, price is now €1,724 per person
€1,724
per person
27 May - 1 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (535 reviews)
Loved all of it. Thank you to Jaclyn for a wonderful stay!
Reviewed on 7 Apr 2026
Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Save 100% on your flight
Price was €1,832, price is now €1,345 per person
€1,345
per person
27 May - 1 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (3,000 reviews)
Great location, easy to get to from the (free) shuttle to South Station. Easy check in, friendly staff. Reasonable restaurant attached in case you’re too tired to go out, and coffee places everywhere. Will stay there again
Reviewed on 11 Apr 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
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 Fort Preble, some noteworthy sights in the nearby area.
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
DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
The price is €75 per night from 26 Apr to 27 Apr
€75
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (1,378 reviews)
room with no extra toilette paper not not even a quart left on the roll
Reviewed on 8 Apr 2026
Spark by Hilton Portland Airport Maine Mall
461 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
The price is €56 per night from 26 Apr to 27 Apr
€56
26 Apr - 27 Apr
includes taxes & fees
7.8/10 Good! (1,445 reviews)
Hilton should do better, this was a terrible stay . First room window unit AC was very loud fan squealing l. Second room the window AC barely worked and was also very noisy. The breakfast area floor was sticky and the food items were stale. I will never stay at a Spark Hotel again.
Reviewed on 11 Apr 2026
Tru by Hilton Portland Airport Area
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
The price is €75 per night from 26 Apr to 27 Apr
€75
26 Apr - 27 Apr
includes taxes & fees
8.8/10 Excellent! (1,776 reviews)
We love the amenities and the staff are always super friendly. The breakfast is probably the best continental included ive seen, and use of the double tree next door completes the check list on amenities.
Reviewed on 11 Apr 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.
Popular places to visit
Maine Military Museum
You can spend an afternoon studying the exhibits at Maine Military Museum during your travels in South Portland. Experience the area's entertainment choices and great live music.
What to do in South Portland
Ultimate Portland Self-Guided Driving GPS Audio Tour
€15
per traveller
100% of travellers recommend
Portland Golden Adventure Puzzle Quest and Tour
€6
per adult
Portland Smartphone Audio Tour: Self-Guided Drive
€13
per traveller
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
