South Portland Vacations from ￥239,423
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
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The Latest South Portland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
InterContinental Boston by IHG
Downtown Boston
Price was ￥275,134, price is now ￥260,892 per person
￥260,892
per person
Feb 21 - Feb 23
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (1,002 reviews)
Room was beautifully appointed and staff was wonderful!
Reviewed on Jan 12, 2026
Hotel Commonwealth
Fenway–Kenmore
Price was ￥260,864, price is now ￥248,868 per person
￥248,868
per person
Feb 21 - Feb 23
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (1,839 reviews)
Great hotel, 5min walk from my son’s dorm, lots of food options, walkable. Cons very expensive parking $79/night and no restaurant on site, coffee and tea only until 10:30am
Reviewed on Jan 17, 2026
The Lenox Hotel Boston
Back Bay
Price was ￥261,968, price is now ￥251,854 per person
￥251,854
per person
Feb 21 - Feb 23
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,218 reviews)
Wonderful hotel and excellent staff; friendly, knowledgeable and extremely helpful!
Reviewed on Jan 18, 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
Long Creek Hotel by IHG
171 Philbrook Ave South Portland ME
Fully refundable
The price is ￥12,333 per night from Jan 21 to Jan 22
￥12,333
￥13,443 total
Jan 21 - Jan 22
includes taxes & fees
7.4/10 Good! (1,006 reviews)
Clean spacious room. Mostly friendly staff.
Reviewed on Jan 16, 2026
Tru by Hilton Portland Airport Area
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
The price is ￥10,555 per night from Feb 8 to Feb 9
￥10,555
￥11,505 total
Feb 8 - Feb 9
includes taxes & fees
8.8/10 Excellent! (1,712 reviews)
The room was great. I didn't care for the pillows, but that is personal preference. Check-in was smooth and the staff was great.
Reviewed on Jan 14, 2026
DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
The price is ￥10,555 per night from Jan 25 to Jan 26
￥10,555
￥11,505 total
Jan 25 - Jan 26
includes taxes & fees
8/10 Very Good! (1,325 reviews)
Quiet and comfortable. Microwave and small refrigerator made stay convenient.
Reviewed on Jan 13, 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
￥2,660
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
￥2,394
per traveler
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
