South Portland Vacations from ￥372,217
Book a Hotel + Flight or Car together to unlock savings
The Latest South Portland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
West End
Price was ￥429,269, price is now ￥372,217 per person
￥372,217
per person
Jun 17 - Jun 20
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (1,441 reviews)
Helpful staff. In particular, there was a man named Carlos at the front who helped a lot.
Reviewed on Apr 27, 2026
The Langham, Boston
Downtown Boston
Price was ￥614,436, price is now ￥455,338 per person
￥455,338
per person
Jun 17 - Jun 20
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Private lounge offered three meals, wine, hard liquor, coffee, fruit, ice cream, etc. Well stocked & staff was superb
Reviewed on Apr 26, 2026
Hilton Boston Park Plaza
Bay Village
Price was ￥447,182, price is now ￥386,520 per person
￥386,520
per person
Jun 17 - Jun 20
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.4/10 Very Good! (3,127 reviews)
Everything was great except for the shower, which is too small.
Reviewed on Apr 29, 2026
The Atlas Hotel
Allston
Price was ￥436,416, price is now ￥378,650 per person
￥378,650
per person
Jun 17 - Jun 20
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (44 reviews)
Excellent staff, lovely room. Quiet, comfortable and upscale.
Reviewed on Apr 28, 2026
The Westin Boston Seaport District
Seaport District
Price was ￥417,684, price is now ￥372,702 per person
￥372,702
per person
Jun 17 - Jun 20
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (2,409 reviews)
Wonderful staff, good food options, and great location for the marathon.
Reviewed on Apr 22, 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 Spring Point Ledge Lighthouse.
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
Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
Fully refundable
The price is ￥12,255 per night from May 26 to May 27
￥12,255
￥13,358 total
May 26 - May 27
includes taxes & fees
8.6/10 Excellent! (2,024 reviews)
We only spent the night and left too early fir breakfast
Reviewed on Apr 28, 2026
DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
The price is ￥14,784 per night from May 17 to May 18
￥14,784
￥16,115 total
May 17 - May 18
includes taxes & fees
8/10 Very Good! (1,379 reviews)
Very clean
Reviewed on Apr 28, 2026
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundableReserve now, pay when you stay
The price is ￥13,115 per night from May 18 to May 19
￥13,115
￥14,296 total
May 18 - May 19
includes taxes & fees
6.6/10 (1,001 reviews)
Room was clean, door had to really pull shut or wouldnt close.
Reviewed on Apr 28, 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
￥2,708
per traveler
100% of travellers recommend
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
￥1,593
per traveler
Portland Smartphone Audio Tour: Self-Guided Drive
￥2,429
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.
