South Portland Vacations from $397

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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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $854, price is now $397 per person
$397
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Save 100% on your flight
Price was $1,099, price is now $704 per person
$704
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (2,158 reviews)
Nice hotel, good view from our room, friendly staff, great location.

Reviewed on Sep 23, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $2,076, price is now $1,356 per person
$1,356
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (1,007 reviews)
We were celebrating our 10th Anniversary and we asked about upgrading our room and the front desk representative pleasantly upgraded our stay. The staff around the resort were all friendly and accommodating.

Reviewed on Sep 19, 2025

Nonantum Resort

Nonantum Resort

3.5 out of 5
Save 100% on your flight
Price was $1,331, price is now $870 per person
$870
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (802 reviews)
Incredible Breakfast

Reviewed on Sep 20, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,080, price is now $714 per person
$714
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (1,581 reviews)
the property is very nice, the garden wonderful, the staff very friendly and helpful, the morning coffee area excellent, the rooms very comfortable.

Reviewed on Sep 22, 2025

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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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Knightville

When in Knightville, you can plan a visit to Victoria Mansion and Portland Museum of Art, some noteworthy sights in the nearby area.

Find hotels in Knightville

Discover the most popular places to visit in South Portland

Bug Light

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 great live music.

Bug Light
Fort Preble featuring wildflowers

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
Fort Preble showing a garden and a lighthouse as well as a small group of people

Fort Preble

On the South Portland waterfront, survey the scene of the Battle of Portland Harbor, which is the only known Civil War conflict fought in Maine.

Fort Preble

What to do in South Portland

Maine Coastal Lighthouse:Two-hour bicycle tour

Maine Coastal Lighthouse:Two-hour bicycle tour

$75
per adult
Maine Coastal Lighthouse:Two-hour bicycle tour
Half Day Private Boat Charter from Portland

Half Day Private Boat Charter from Portland

$650
per traveler
Half Day Private Boat Charter from Portland
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

$9
per adult
Downtown Golden Adventure Quest Experience in Portland
See all activities in South Portland

South Portland Hotel Deals

Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
$85 nightly
The price is $93 total per night from Oct 22 to Oct 23
$93 total
Oct 22 - Oct 23
Total with taxes and fees
7.4/10 Good! (250 reviews)
"The staff was very nice. Overall good experience."

Reviewed on Sep 18, 2025

Germaine Inn South Portland
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
$144 nightly
The price is $157 total per night from Oct 20 to Oct 21
$157 total
Oct 20 - Oct 21
Total with taxes and fees
8.8/10 Excellent! (1,542 reviews)
"Its was in a good area with food options. Rooms could be a bit bigger but they where clean and comfortable"

Reviewed on Sep 19, 2025

Tru by Hilton Portland Airport Area
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
$125 nightly
The price is $136 total per night from Oct 19 to Oct 20
$136 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (1,610 reviews)
"Very clean. Good breakfast!"

Reviewed on Sep 21, 2025

Comfort Inn Airport
See all 2,701 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.

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.

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Frequently asked questions

How much does a South Portland vacation package cost?
You can pick up a vacation package to this popular destination from $397 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

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.