South Portland Vacations from $895

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your South Portland Vacation

With one of our vacation packages to South Portland, you'll discover infinite opportunities for fun and relaxation. There's so much to enjoy, including its coastal scenery and lively atmosphere. If your trip to South Portland includes a little sightseeing, drop by much-loved attractions like Portland Head Light, University of Southern Maine and Portland Museum of Art. A couple of quick clicks is all it takes to put together a tailored South Portland vacation on Expedia.

The Latest South Portland vacation packages

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was $1,400, price is now $895 per person
$895
per person
Aug 8 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (3,191 reviews)
Good location staff were great

Reviewed on Jun 24, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $3,246, price is now $1,808 per person
$1,808
per person
Aug 8 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,324, price is now $1,355 per person
$1,355
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (711 reviews)
It would be nice to include bottled water in the room. Expected a little more for paying $1k/nt. Staff were courteous. The shuttle is helpful and convenient to airport.

Reviewed on Jun 19, 2026

The Coach House

The Coach House

3 out of 5
Save 100% on your flight
Price was $1,826, price is now $1,087 per person
$1,087
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (182 reviews)
Everything was perfect

Reviewed on Jun 12, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was $1,517, price is now $975 per person
$975
per person
Aug 8 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (5,092 reviews)
This hotel was perfect. Upon arrival we were greeted by a very friendly staff, especially Arbon and Ardit. We arrived before normal check in but they found a room for all of us and we were settling in within minutes of our arrival. Every team member we met, were friendly and professional, including the cafe staff. Ardit seemed to be everywhere. He worked the front desk upon arrival and was a bartender at night. Arbon and Ardit were very quick to make restaurant reservations and all proved to be excellent. Upon departure, Arbon arranged for transportation for us to the airport. The rooms were immaculate and the location of the hotel was terrific. We would definitely stay here again.

Reviewed on Jun 26, 2026

Don't see what you're looking for?
See all available trips from Columbus to South Portland
View all trips

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
A lighthouse on a rocky breakwater, a large building across the water, and a clear sky.

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 Fort Preble.

Find hotels in Willard Beach

Stay near popular South Portland attractions

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

Bug Light

9.0/5 (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

Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

$45
per adult
98% of travellers recommend
Vintage Fire Truck Sightseeing Tour of Portland Maine
See all activities in South Portland

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
$99 nightly
The price is $108 total per night from Jul 7 to Jul 8
$108 total
Jul 7 - Jul 8
Total with taxes and fees
7.4/10 Good! (506 reviews)
"Exprience was very nice Staff was very nice and co-operative"

Reviewed on Jun 26, 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
$125 nightly
The price is $136 total per night from Jun 28 to Jun 29
$136 total
Jun 28 - Jun 29
Total with taxes and fees
8.6/10 Excellent! (2,156 reviews)
"Okay !"

Reviewed on Jun 27, 2026

Comfort Inn South Portland Airport
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts Rd. South Portland ME
Fully refundable
$123 nightly
The price is $134 total per night from Jun 28 to Jun 29
$134 total
Jun 28 - Jun 29
Total with taxes and fees
8.4/10 Very Good! (2,954 reviews)
"Good star at the hôtel! Good service!"

Reviewed on Jun 26, 2026

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
See all 2,777 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.

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 1 mile 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 Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
23,900
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
State Theatre, Higgins Beach and East End Beach

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a South Portland vacation package cost?
You can pick up a vacation package to this popular destination from $895 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'd like to score a cheap South Portland vacation package, consider visiting in November, December and January. You're likely to find lower prices on hotels and airfares during these months — ideal for budget-conscious travelers.
How many days is enough for South Portland?
South Portland vacations come in many shapes and sizes, but to get a real feel for this destination, we'd say 2 days is a good ballpark. In this timeframe, you can fit in top attractions like South Portland Historical Society Museum and Bug Light along with underrated gems. Don't skip cool neighborhoods such as Nasons Corner and East Bayside either. If you plan wisely, you can even take a day trip or two from South Portland too.
Is it worth booking a vacation package to South Portland?
It's easy to see why a South Portland vacation is on the must-do list of many travelers. Major attractions like Willard Beach are just the beginning 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. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to visit South Portland.
  2. Set a budget: Consider expenses like flights, transportation and food when working out how much to set aside for your trip to South Portland. Then, pick a property that suits your budget, whether that's an economical option or a high-end retreat.
  3. Organize your South Portland getaway with our trip planning tool: Search for and book stays and activities all in one place. You can also collaborate with friends and family to plan an unforgettable trip to South Portland together.
  4. Decide how many days away: Start by listing all the sights and activities you'd like to get to in South Portland. Then, estimate how long you'll need at each, including any travel time.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized South Portland vacation package.
  6. Book activities and experiences ahead of time: Whether it's a ticket to a major attraction or a day trip, you won't have to worry about missing out on South Portland's highlights. Find all the incredible things to do in South Portland in South Portland with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later South Portland vacation packages?
Secure your dream getaway to South Portland with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or wait until payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snag great deals before they sell out.

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.