South Portland Vacations from ￥354,673

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The Latest South Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was ￥453,615, price is now ￥354,673 per person
￥354,673
per person
Sep 14 - Sep 18
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥573,347, price is now ￥401,042 per person
￥401,042
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on Jul 11, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥486,489, price is now ￥398,860 per person
￥398,860
per person
Sep 14 - Sep 18
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
The room had extension cords in it and felt unsafe, moved hotels after the first night. Would not recommend

Reviewed on Jul 10, 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was ￥465,880, price is now ￥383,906 per person
￥383,906
per person
Sep 14 - Sep 18
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.4/10 Exceptional! (177 reviews)
We loved the Atlas Hotel, located directly opposite Harvard on a quiet street in Boston. It is a beautifully appointed hotel with good-sized rooms (we took a corner room and were very happy with it), and it is well-suited to international travellers (space for bags, etc). The bed is comfortable, and the rooms are well serviced and clean throughout our stay, with lovely linens, towels, etc. We did have a good hairdryer, essential for me (long hair) and a steamer. We did ask for an iron and ironing board. The iron was super, but the ironing board had seen better days! This was mentioned and replaced quickly. What makes this hotel are the staff; they are friendly, always say hello, and ask if they can help, which made it a pleasure to be here and stay here. This was in the middle of the World Cup, so I can imagine they were busy with many travellers arriving and leaving. We liked the tasty breakfasts and the great cocktails on the top floor of the hotel, which has a good view over the Boston environs. I would be delighted to stay here again in the future. A special place where you feel special for being here.

Reviewed on Jul 10, 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥460,716, price is now ￥380,466 per person
￥380,466
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (576 reviews)
Good location

Reviewed on Jul 10, 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
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Ferry Village

1 out of top 10 points of interest in this area

While there might not be top attractions in Ferry Village, you can explore the larger area and discover places like Willard Beach and Casco Bay Lines Ferry Terminal.

Find hotels in Ferry Village

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

Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Fully refundable
The price is ￥14,551 per night from Jul 30 to Jul 31
￥14,551
￥15,860 total
Jul 30 - Jul 31
includes taxes & fees
7.4/10 Good! (540 reviews)
"Mediocre hotel in a convenient location. Breakfast was poor quality"

Reviewed on Jul 10, 2026

Clarion Pointe South Portland
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Fully refundable
The price is ￥23,908 per night from Jul 15 to Jul 16
￥23,908
￥26,059 total
Jul 15 - Jul 16
includes taxes & fees
8.6/10 Excellent! (2,210 reviews)
"."

Reviewed on Jul 9, 2026

Comfort Inn South Portland Airport
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Fully refundable
The price is ￥16,006 per night from Jul 12 to Jul 13
￥16,006
￥17,447 total
Jul 12 - Jul 13
includes taxes & fees
6.4/10 (1,022 reviews)
"Camping is cleaner and safer than staying at this hotel. They should not be part of Quality Inn"

Reviewed on Jul 10, 2026

Quality Inn & Suites South Portland
See all 2,760 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.

Stay near popular South Portland attractions

A lighthouse at sunset by the water.

Bug Light

9.0/10 (344 reviews)
This charming Greek-inspired lighthouse offers panoramic views of Portland Harbor and the city skyline. Bring a picnic to enjoy in the park while watching boats navigate the harbor waters.
See properties

What to do in South Portland

Portland Explorer: Cultural/Historical & 3 Lighthouses Tour

Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour

￥12,841
per adult
100% of travellers recommend
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
Portland: Trolley City Tour with Portland Head Light Stop

Portland: Trolley City Tour with Portland Head Light Stop

￥9,102
per adult
100% of travellers recommend
Portland: Trolley City Tour with Portland Head Light Stop
Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

￥12,516
per adult
88% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
See all activities in South Portland

Frequently asked questions

How much does a South Portland vacation package cost?
You can pick up a vacation package to this popular destination from ￥354,673 on Expedia. However, how much your vacation to South Portland costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to South Portland?
If you're hoping to book a cheap South Portland vacation package, consider traveling in January, February and November. You'll usually find lower prices on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for South Portland?
Allow at least 2 days for your South Portland vacation to discover all that makes this place special. Wander around key neighborhoods, including Downtown Portland and Old Port. Then make a beeline for top sights like South Portland Historical Society Museum and Maine Mall. With a well-organized itinerary, you'll be kept busy with room for some rest time too. Want to venture outside of South Portland? Consider squeezing in a day trip or two.
Is it worth booking a vacation package to South Portland?
It's no wonder a South Portland vacation is on the must-do list of many travelers. Popular attractions like Willard Beach are just the start of things to see and do here.
How to find the best South Portland package deals?
Bagging a cheap South Portland package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly South Portland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a South Portland vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored South Portland vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to South Portland?
Score incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment South Portland vacation.
How to plan a trip to South Portland?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to South Portland.
  2. Set a budget: Factor in expenses like flights, food and transportation when calculating how much to put aside for your trip to South Portland. Then, pick a property that fits your budget, whether that's an economical stay or a more luxurious retreat.
  3. Decide how long to go away for: Now that you know more about South Portland, you can work out the ideal length of your vacation. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized South Portland vacation package.

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.