South Portland Vacations from ￥128,154
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The Latest South Portland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Charles Hotel
West Cambridge
Save 100% on your flight
Price was ￥189,180, price is now ￥128,154 per person
￥128,154
per person
Nov 20 - Nov 24
found 5 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Boston (BOS)
9.4/10 Exceptional! (1,005 reviews)
Clean and stylish room
Reviewed on Oct 13, 2025
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was ￥222,874, price is now ￥165,348 per person
￥165,348
per person
Nov 20 - Nov 24
found 5 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
Great location with easy walking to other districts.
Fabulous old hotel full of history but that has been tastefully renovated and upgraded.
Lovely hotel and our stay was made even better with the wonderful staff - a big thank you to Jenna on the concierge desk who gave us some fabulous restaurant recommendations and to Saleem on reception.
Reviewed on Oct 14, 2025
The Newbury Boston
Back Bay
Price was ￥462,948, price is now ￥343,538 per person
￥343,538
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.4/10 Exceptional! (510 reviews)
Great location but they have no concierge , and for the price you will think they would. Rooms are small
Reviewed on Oct 8, 2025
Raffles Boston
Back Bay
Price was ￥447,789, price is now ￥333,730 per person
￥333,730
per person
Nov 20 - Nov 23
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.
Reviewed on Oct 7, 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
When in Knightville, you can plan a visit to Victoria Mansion and Portland Museum of Art, some noteworthy sights in the nearby area.
Find the Best South Portland Vacation Packages
South Portland Beach Vacation
Listen to the soothing sound of waves rolling into the shore and stroll by the shimmering waters during your South Portland vacation. 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 vacation deals to choose from. Book one close to Willard Beach, just 2 kilometers from the downtown area, and live out your vacation 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 vacation homes. Home2 Suites by Hilton Portland Airport and TownePlace Suites by Marriott Portland Airport ME are a hit with travelers 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 vacation deals, you can see more top attractions like these.
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 ￥13,663 per night from Oct 22 to Oct 23
￥13,663
￥14,893 total
Oct 22 - Oct 23
includes taxes & fees
7.4/10 Good! (306 reviews)
"Heated pool was awesome. Restaurant very good! Was clean except for the areas being renovated. The staff was not so friendly."
Reviewed on Oct 10, 2025
Comfort Inn Airport
90 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is ￥12,160 per night from Nov 3 to Nov 4
￥12,160
￥13,255 total
Nov 3 - Nov 4
includes taxes & fees
8.4/10 Very Good! (1,724 reviews)
"Clean. Friendly staff."
Reviewed on Oct 14, 2025
Tru by Hilton Portland Airport Area
369 Maine Mall Road, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is ￥12,324 per night from Nov 2 to Nov 3
￥12,324
￥13,434 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (1,573 reviews)
"Nice area and staff was wonderful"
Reviewed on Oct 13, 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.
What to do in South Portland
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
￥10,475
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
