South Portland Holidays

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Top Flight + Hotel Deals in South Portland

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 €2,271, price is now €1,600 per person
€1,600
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) 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 23 May 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €3,779, price is now €2,436 per person
€2,436
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on 11 Jul 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was €2,357, price is now €1,648 per person
€1,648
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
It was a great experience and very friendly staff!

Reviewed on 11 Jul 2026

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was €2,762, price is now €2,092 per person
€2,092
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8.8/10 Excellent! (1,891 reviews)
Great experience, serene environment.

Reviewed on 8 Jul 2026

The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Price was €2,421, price is now €1,846 per person
€1,846
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9.6/10 Exceptional! (1,578 reviews)
Room was incredibly dated, especially the bathroom. Rug was frayed and there was an old school corded phone next to the toilet. Not what I expected from a “luxury” hotel. Soap, shampoo and conditioner were in tacky plastic white containers that had visible residue where they get filled. Bed was really comfy and staff was helpful, but the room needs some refreshing.

Reviewed on 11 Jul 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 Ferry Village isn't home to many top sights, Willard Beach and Casco Bay Lines Ferry Terminal are some notable places to visit nearby.

Find hotels in Ferry Village

South Portland Beach Holiday

Listen to the soothing sound of waves rolling into the shore and stroll by the shimmering waters during your South Portland holiday. 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 holiday deals to choose from. Book one close to Willard Beach, just 2 kilometres from the downtown area, and live out your holiday 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 holiday homes. Home2 Suites by Hilton Portland Airport and TownePlace Suites by Marriott Portland Airport ME are a hit with travellers 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 holiday deals, you can see more top attractions like these.

Top hotels in South Portland

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 €86 per night from 3 Aug to 4 Aug
€86
3 Aug - 4 Aug
includes taxes & fees
7.4/10 Good! (545 reviews)
"Stayed for one night. Check in/out was super easy. The room was clean and the beds were really comfortable. I liked that the pool was open until 11:00pm considering we didn’t get there until 7:30pm. The breakfast that is included is nothing to write home about, but it’s free so I guess I shouldn’t ..."

Reviewed on 12 Jul 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 €132 per night from 15 Jul to 16 Jul
€132
15 Jul - 16 Jul
includes taxes & fees
8.6/10 Excellent! (2,213 reviews)
"Room was clean, parking was convenient, many dining options close by, friendly staff, would definitely stay here again."

Reviewed on 12 Jul 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 €90 per night from 15 Jul to 16 Jul
€90
15 Jul - 16 Jul
includes taxes & fees
6.4/10 (1,025 reviews)
"Parking was good. Room was very dark."

Reviewed on 11 Jul 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 Harbour and the city skyline. Bring a picnic to enjoy in the park while watching boats navigate the harbour waters.
See properties

What to do in South Portland

Portland Explorer: Cultural/Historical & 3 Lighthouses Tour

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

€78
per adult
100% of travellers recommend
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

€67
per adult
88% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

€15
per traveller
100% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
See all activities in South Portland

Frequently asked questions

How much does a South Portland holiday package cost?
You can pick up a holiday package to this popular destination from €1,600 on Expedia. However, how much your holiday 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 holiday package, consider travelling 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 holiday to discover all that makes this place special. Wander around key neighbourhoods, 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-organised 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 holiday package to South Portland?
It's no wonder a South Portland holiday is on the must-do list of many travellers. 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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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 holiday.
How to plan a trip to South Portland?

  1. Choose the best time to travel: Your schedule, favourite 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 holiday. 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 personalised South Portland holiday 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.