South Portland Vacations from ￥431,730
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The Latest South Portland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
West End
Price was ￥596,952, price is now ￥431,730 per person
￥431,730
per person
Jun 7 - Jun 13
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
breakfast could’ve been better but other than that it was good!
Reviewed on Apr 6, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was ￥984,105, price is now ￥653,004 per person
￥653,004
per person
Jun 7 - Jun 13
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
From the moment we arrived we knew we made the right decision. The property is beautiful and the staff are professional and friendly. We were very pleased with our room and the great view of Boston Harbor. Two minor issues were the water spot on the bathroom sinks were too short for the size of the sink, making it hard to use without making a mess (wide designs such things and knows). The other minor item was the quality of the toilet tissue, for a hotel of this caliber, the need to spend a little more there. I must say that these were minor issues considering how amazing this property is. We went to the Dark Bar twice and loved it, had breakfast in the hotel restaurant and couldn’t have been more pleased and also had room service dinner one night and were very impressed. I would highly recommend this property!
Reviewed on Apr 6, 2026
Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Price was ￥555,114, price is now ￥436,096 per person
￥436,096
per person
Jun 7 - Jun 13
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (3,000 reviews)
Perfect location and price. Nice pub next door
Reviewed on Apr 6, 2026
Staypineapple, A Delightful Hotel, South End
South End
Price was ￥596,767, price is now ￥478,466 per person
￥478,466
per person
Jun 7 - Jun 13
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (1,008 reviews)
Me encantó.
Cómodo, bonito y con un gran servicio. El detalle de la botella de agua fue fantástico.
Reviewed on Mar 27, 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
If you're looking for some top things to see and do in Willard Beach and surrounding area, you can visit Willard Beach and Fort Preble.
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
DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
The price is ￥12,962 per night from Apr 20 to Apr 21
￥12,962
￥14,128 total
Apr 20 - Apr 21
includes taxes & fees
8/10 Very Good! (1,375 reviews)
The pool was great. Warm and felt clean. Our room however did not. We did not have any hand soap or body soap in our shower. The room felt not very clean either. The light fixture in the bathroom ceiling was dangling.
Reviewed on Apr 5, 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 ￥9,689 per night from Apr 20 to Apr 21
￥9,689
￥10,561 total
Apr 20 - Apr 21
includes taxes & fees
7.8/10 Good! (1,436 reviews)
Clean hotel, friendly staff.. Hotel has been someone recently updated.. Nothing hot for breakfast was a bummer.. I've stayed at that location many times before.When it was a day's inn and they always had a hot breakfast with waffles and sausages , things like that..
Reviewed on Apr 7, 2026
Tru by Hilton Portland Airport Area
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
The price is ￥12,962 per night from Apr 19 to Apr 20
￥12,962
￥14,128 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (1,769 reviews)
The staff is friendly and helpful. The hotel is modern and very clean. The room was spacious and bed is very comfortable (203) would stay again
Reviewed on Apr 6, 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.
What to do in South Portland
Ultimate Portland Self-Guided Driving GPS Audio Tour
￥2,696
per traveler
100% of travellers recommend
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
￥1,567
per traveler
Portland Smartphone Audio Tour: Self-Guided Drive
￥2,427
per traveler
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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.
