South Portland Holidays from NZ$1,308
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest South Portland Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Raffles Boston
Back Bay
Save 100% on your flight
Price was NZ$3,280, price is now NZ$2,323 per person
NZ$2,323
per person
20 Nov - 23 Nov
found 1 day ago
Return flight included
Los Angeles (LAX) to Boston (BOS)
9.8/10 Exceptional! (159 reviews)
Staff went above and beyond everyday! The dining options and location were amazing.
Reviewed on 2 Sep. 2025
The Charles Hotel
West Cambridge
Price was NZ$2,289, price is now NZ$1,875 per person
NZ$1,875
per person
20 Nov - 23 Nov
found 1 day ago
Return flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (1,001 reviews)
Lou the driver was awesome and very informative. We enjoyed walking to Harvard Yard which is only two blocks away!
So much fun for family’s.
Reviewed on 6 Sep. 2025
Eurostars The Boxer
West End
Price was NZ$1,675, price is now NZ$1,403 per person
NZ$1,403
per person
20 Nov - 23 Nov
found 1 day ago
Return flight included
Los Angeles (LAX) to Boston (BOS)
8.6/10 Excellent! (1,275 reviews)
I have stayed here several times and it’s always been fine but it’s clearly seen better days now. There was one employee working in the whole hotel at 4pm on a Saturday so check in took 15 minutes. The bar is closed. The walls and shower of the room are worn out, dirty, scratched up.
Reviewed on 7 Sep. 2025
Our guide on 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 Holiday
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.
Our pick of the best South Portland Hotel Deals
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 NZ$157 per night from 7 Oct to 8 Oct
NZ$157
7 Oct - 8 Oct
includes taxes & fees
Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
Comfort Inn Airport
90 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$231 per night from 10 Sept to 11 Sept
NZ$231
10 Sept - 11 Sept
includes taxes & fees
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.
Discover the most popular places to visit in South Portland
Fort Preble
On the South Portland waterfront, survey the scene of the Battle of Portland Harbor, which is the only known Civil War conflict fought in Maine.
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 Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll
NZ$280
per adult
100% of travellers recommend
Half Day Private Boat Charter from Portland
NZ$1,101
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
