South Portland Vacations from NT$29,332

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The Latest South Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was NT$44,418, price is now NT$29,332 per person
NT$29,332
per person
Mar 31 - Apr 5
found 1 day ago
Roundtrip flight included
Syracuse (SYR) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Great staff especially Carmen and Holden very professional and very nice and great customer service.

Reviewed on 2026/2/21

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was NT$86,358, price is now NT$46,201 per person
NT$46,201
per person
Mar 31 - Apr 5
found 1 day ago
Roundtrip flight included
Syracuse (SYR) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on 2026/1/25

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was NT$83,736, price is now NT$55,149 per person
NT$55,149
per person
Mar 31 - Apr 5
found 1 day ago
Roundtrip flight included
Syracuse (SYR) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
So luxurious with a fabulous staff. I had a very nice room with a terrible view of the top of a parking garage, but I still enjoyed the room! Top-notch service. Brunch options could be a little heartier, I’m a fussy chef! Truly enjoyed my stay!

Reviewed on 2026/2/21

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was NT$43,363, price is now NT$29,802 per person
NT$29,802
per person
Mar 31 - Apr 5
found 1 day ago
Roundtrip flight included
Syracuse (SYR) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Great gym and staff. Kudos to Nicky at the front desk.

Reviewed on 2026/2/22

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was NT$60,900, price is now NT$42,642 per person
NT$42,642
per person
Mar 31 - Apr 5
found 1 day ago
Roundtrip flight included
Syracuse (SYR) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Friendly staff, clean room

Reviewed on 2026/2/20

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
Bug Light

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 hotels in Willard Beach

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

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
The price is NT$2,308 per night from Mar 15 to Mar 16
NT$2,308
NT$2,516 total
Mar 15 - Mar 16
includes taxes & fees
8.8/10 Excellent! (1,739 reviews)
The room was spotless, the staff were polite. The bonus of having an accessible indoor pool- PERFECT!

Reviewed on 2026/2/19

Tru by Hilton Portland Airport Area
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
The price is NT$2,568 per night from Mar 1 to Mar 2
NT$2,568
NT$2,799 total
Mar 1 - Mar 2
includes taxes & fees
8/10 Very Good! (1,345 reviews)
Good room

Reviewed on 2026/2/18

DoubleTree by Hilton Hotel Portland
Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks

4 out of 5
200 Sable Oaks Dr South Portland ME
The price is NT$4,080 per night from Mar 22 to Mar 23
NT$4,080
NT$4,447 total
Mar 22 - Mar 23
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
it was a great stay in conjunction with the New Year’s Eve event!

Reviewed on 2026/1/16

Portland Sheraton at Sable Oaks
See all 2,593 properties in South Portland
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 showing a garden and a lighthouse as well as a small group of people

Southern Maine Community College

Walk around the campus at Southern Maine Community College as part of your travels around South Portland. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

Southern Maine Community College
South Portland, Maine, USA at the Portland Breakwater Light.; Shutterstock ID 688189870; Purchase Order: -

Bug Light

4.5/5(44 reviews)

You can find out about the history of South Portland with a visit to Bug Light. Experience the area's acclaimed theater scene and entertainment choices.

Bug Light

Maine Mall

4/5(607 reviews)

You can do some window-shopping at Maine Mall during your visit to South Portland. Experience the area's great live music and entertainment choices.

Maine Mall

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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.