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.
Raffles Boston
Back Bay
Save 100% on your flight
Price was €2,788, price is now €1,706 per person
€1,706
per person
20 Nov - 27 Nov
found 4 hours ago
Return direct flight included
Cork (ORK) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!
Reviewed on 15 Sept 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was €2,418, price is now €1,639 per person
€1,639
per person
20 Nov - 27 Nov
found 4 hours ago
Return direct flight included
Cork (ORK) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
super nice check-in staff and wonderful room - hoping for the same room when i return in july !
Reviewed on 1 Oct 2025
Global Luxury Suites Downtown Boston
Chinatown
Price was €1,606, price is now €1,198 per person
€1,198
per person
20 Nov - 27 Nov
found 4 hours ago
Return direct flight included
Cork (ORK) to Boston (BOS)
8/10 Very Good! (598 reviews)
The property looks much better inside than out
Was just a couple of blocks to get to boston commons and T transportation. Staff was really nice
Reviewed on 23 Sept 2025
The Bostonian Boston
Government Center
Price was €1,303, price is now €984 per person
€984
per person
20 Nov - 27 Nov
found 4 hours ago
Return direct flight included
Cork (ORK) to Boston (BOS)
8.4/10 Very Good! (1,943 reviews)
Area loud outside. Lost sleep 2 out 3 nights due to loud music md commotion outside until early morning hours 1-3 am.
Reviewed on 29 Sept 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
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
Germaine Inn South Portland
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
The price is €79 per night from 30 Oct to 31 Oct
€79
30 Oct - 31 Oct
includes taxes & fees
7.4/10 Good! (277 reviews)
"Spacious room. Quiet. Perfect for a one night stay."
Reviewed on 27 Sept 2025
Comfort Inn Airport
90 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is €99 per night from 1 Nov to 2 Nov
€99
1 Nov - 2 Nov
includes taxes & fees
8.4/10 Very Good! (1,641 reviews)
"Compressor on little refrigerator was loud all night."
Reviewed on 28 Sept 2025
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is €110 per night from 23 Oct to 24 Oct
€110
23 Oct - 24 Oct
includes taxes & fees
8.4/10 Very Good! (2,799 reviews)
"Great value for the price"
Reviewed on 23 Sept 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 entertainment choices and great live music.
What to do in South Portland
Portland: Sightseeing Cruise to Portland Head Light
€35
per adult
98% of travellers recommend
Vintage Fire Truck Sightseeing Tour of Portland Maine
€36
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
