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
Price was €1,292, price is now €1,018 per person
€1,018
per person
27 Dec - 31 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Very clean room. It’s old hotel so rooms are small but didn’t bother us . Carlos was very nice at check in
Reviewed on 25 Nov 2025
Boston Harbor Hotel
North End
Price was €1,785, price is now €1,211 per person
€1,211
per person
27 Dec - 31 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Everywhere you went you were greeted with a smile. The front desk were wonderful. The doorman and bellman were very attentive. The room itself was very spacious and well appointed. I was thrilled to have access to Diptique beauty products. It was a fabulous stay from start to finish.
Reviewed on 24 Nov 2025
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 Spring Point Ledge Lighthouse, 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 €70 per night from 7 Dec to 8 Dec
€70
7 Dec - 8 Dec
includes taxes & fees
7.8/10 Good! (1,309 reviews)
The bathtub/shower had mold and looked like it hadn’t been cleaned in a while.
Reviewed on 20 Nov 2025
Tru by Hilton Portland Airport Area
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
The price is €70 per night from 7 Dec to 8 Dec
€70
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (1,632 reviews)
Nice place
Reviewed on 23 Nov 2025
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
The price is €71 per night from 17 Dec to 18 Dec
€71
17 Dec - 18 Dec
includes taxes & fees
8.4/10 Very Good! (2,842 reviews)
Good free breakfast
Reviewed on 24 Nov 2025
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 great live music and entertainment choices.
What to do in South Portland
Ultimate Portland Self-Guided Driving GPS Audio Tour
€15
per traveller
100% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
€15
per traveller
Portland Golden Adventure Puzzle Quest and Tour
€8
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
