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.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
per person
12 Feb - 19 Feb
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (1,003 reviews)
Great hotel in the Boston area

Reviewed on 23 Nov 2024

The Boxer

The Boxer

4 out of 5
West End
per person
12 Feb - 19 Feb
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (1,023 reviews)
Easy access to a ton of places

Reviewed on 23 Nov 2024

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
12 Feb - 19 Feb
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (1,001 reviews)
Amazing staff and amazing property. Very clean and nice amenities. Will be my go to when coming to Boston

Reviewed on 15 Nov 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
12 Feb - 19 Feb
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Super place, great service

Reviewed on 6 Nov 2024

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
per person
12 Feb - 19 Feb
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (2,407 reviews)
Good area, bathroom is pretty small but overall would stay there again.

Reviewed on 22 Nov 2024

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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Willard

Willard might not have many top sights, but Willard Beach and Victoria Mansion are two attractions nearby that you can check out.

Find hotels in Willard

South Portland Beach Holiday

Live out those beachy daydreams on your South Portland holiday. Embark on a romantic walk, admire the spectacular coastal vistas and collect pretty seashells during your trip to South Portland. Situated just 5 kilometres from the city centre, Willard Beach is the place to be for many sun-seeking visitors. Look through our South Portland holiday deals and watch your travel budget stretch further!

Top hotels in South Portland

Casco Bay Hotel, Ascend Hotel Collection
Casco Bay Hotel, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is €74 per night from 7 Dec to 8 Dec
€74
includes taxes & fees
7 Dec - 8 Dec
8.4/10 Very Good! (2,379 reviews)
"Stellar"

Reviewed on 23 Nov 2024

Casco Bay Hotel, Ascend Hotel Collection
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 €79 per night from 1 Dec to 2 Dec
€79
includes taxes & fees
1 Dec - 2 Dec
7.8/10 Good! (1,032 reviews)
"Everything was great"

Reviewed on 22 Nov 2024

DoubleTree by Hilton Hotel Portland
Comfort Inn Airport
Comfort Inn Airport
2.5 out of 5
90 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is €66 per night from 8 Dec to 9 Dec
€66
includes taxes & fees
8 Dec - 9 Dec
8.2/10 Very Good! (1,020 reviews)
"Over night to catch an early flight"

Reviewed on 22 Nov 2024

Comfort Inn Airport
See all 2,399 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.

Frequently asked questions

How much does a South Portland holiday package cost?
The cheapest South Portland holiday package is €855, so your dream escape can become a reality — without breaking the bank. Bundle flights, hotels, car rentals and more to tailor make a package that suits you.
How do I get a cheap travel package to South Portland?
Track down flights that suit your busy schedule, add a hotel room to your booking and watch the savings stack up with a South Portland holiday package. It’s that easy! From flights and hotels to rental cars and activities, Expedia makes travelling cheaply a cinch. And with more than 550 air carriers and 1,000,000 hotels throughout the world to select from, you’ll never be short of choice.
Where should I stay in South Portland?
With fascinating attractions like Portland Head Light and University of Southern Maine in this area, try to find a hotel near either of them. Portland Museum of Art is another sight that people flock to.
What are the top hotels in South Portland?
If you intend to stay in the Willard neighbourhood, some great options are Casco Bay Hotel, Ascend Hotel Collection and DoubleTree by Hilton Hotel Portland. Willard Beach is another well-known South Portland area. We recommend Tru by Hilton Portland Airport Area or Hampton Inn Portland Airport if you choose this part of the city.
How far in advance should I book my South Portland holiday?
Your safest bet is to book early. Air carriers typically advertise flights nearly 12 months ahead of departure, and this is a fantastic opportunity to pick up some of the cheapest prices. Boss just told you to use up some holiday time next month? No need to worry. Expedia are never short of fantastic deals to help you have the getaway of your dreams, at an affordable price.
What does an Expedia South Portland travel package include?
From flights and hotels to car rentals, Expedia can help you craft a South Portland package that works for you. Heading away for a week or longer? Consider a hotel, rental car and flight bundle. If you’re taking a quick break, a hotel and flight deal could be what you’re after. Experiences can also be added once you’ve made your booking. Our holiday packages make it easy to save and plan.
What should I know before booking a South Portland travel package?
Bundling your bookings into a South Portland holiday package is the easiest way to organise your trip. Not only that, you’ll save just for combining your hotels, flights and car rentals. Once you’ve booked, why not add on a tour or an activity?
Can I choose my airline with a South Portland Expedia holiday package?
With a holiday package, you’re in charge. Whether you want to fly to South Portland in coach or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners all over the world.
If I'm not able to travel, can I cancel my South Portland holiday package?
It’s impossible to predict what tomorrow might bring, so it’s comforting to know that you can cancel or change your South Portland holiday package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Popular places to visit

Maine Military Museum

You can enjoy some culture when you stop by Maine Military Museum in South Portland. Experience the area's entertainment choices or attend a sporting event.

Maine Military Museum

What to do in South Portland

Half Day Private Boat Charter from Portland

Half Day Private Boat Charter from Portland

€606
Per adult
Half Day Private Boat Charter from Portland
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

€10
Per adult
Downtown Golden Adventure Quest Experience in Portland
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

€9
Per adult
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
See all activities in South Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.