South Portland Vacations from $586
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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
Dorchester
$586
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Don't see what you're looking for?
See all available trips from Columbus to South Portland
View all tripsWhere to stay in South Portland
Find the best South Portland areas and neighborhoods for the activities you enjoy most. Learn more about South Portland
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.
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.
Knightville
When in Knightville, you can plan a visit to Victoria Mansion and Portland Museum of Art, some noteworthy sights in the nearby area.
Willard
While Willard might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Willard Beach and Victoria Mansion.
Meetinghouse Hill
While Meetinghouse Hill isn't home to many top sights, Willard Beach and Victoria Mansion are some notable places to visit nearby.
Stay near popular South Portland attractions
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.
Fort Preble
8.8/10 (129 reviews)
This coastal defense fortress from 1808 showcases early American military architecture with panoramic harbor views. Explore granite walls and gun emplacements while enjoying the scenic backdrop of Casco Bay.
Lyric Music Theater
7.4/10 (61 reviews)
This intimate community theater has showcased local talent in Broadway-caliber productions since 1952. Enjoy exceptional performances with impressive sets and costumes in a cozy venue where every seat offers a good view.
Maine Mall
8.4/10 (1,708 reviews)
The largest shopping center in Maine offers over 100 stores, including the state's only Apple Store. Beyond retail therapy, enjoy the indoor ropes course at Jordan's Furniture or bowl at Round 1 Amusement center.
Willard Beach
8.2/10 (161 reviews)
This intimate shoreline offers serene views of Casco Bay and its scattered islands. Explore tidal pools at low tide or stroll the nearby Spring Point Shoreway Trail to discover the historic lighthouse.
South Portland Historical Society Museum
8.0/10 (84 reviews)
This maritime history museum showcases South Portland's shipbuilding legacy and World War II Liberty ships. Explore exhibits adjacent to Bug Light Park, where harbor views complement the historical experience.
Maine Military Museum
7.8/10 (83 reviews)
This intimate museum showcases authentic military artifacts from the Revolutionary War to present, focusing on POW experiences. Veteran volunteers bring exhibits to life through personal stories.
What to do in South Portland
Sunset Windjammer Cruise Along the Coast of Portland Maine
$77
per adult
90% of travellers recommend
Portland, Maine: Tour in Vintage Fire Engine
$45
per adult
90% of travellers recommend
South Portland Hotel Deals
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
$76 nightly
$82 total
Sep 8 - Sep 9
Total with taxes and fees
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
$109 nightly
$119 total
Sep 2 - Sep 3
Total with taxes and fees
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Fully refundable
$68 nightly
$74 total
Sep 17 - Sep 18
Total with taxes and fees
7.2/10 Good! (758 reviews)
"Everything was fine except there were way too many flies in the room."
Reviewed on Sep 1, 2026
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 |
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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 $586 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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
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- Bug Light
- Ll Bean Flagship Store
- Portland Museum of Art
- Maine Jewish Museum
- Goddard Mansion
- Two Lights State Park
- Portland Head Light
- State Street Church
- Charles Q. Clapp House
- Visit Portland
- Casco Bay Bridge
- Higgins Beach
- Fort Williams Park
- East End Beach
- Spring Point Ledge Lighthouse
- Fort Preble
- Merrill Auditorium
- Victoria Mansion
- Casco Bay Lines Ferry Terminal
- Southern Maine Community College
- Eastern Promenade
- Maine Sports Hall of Fame
- Mclellan-Sweat Mansion
- Downtown Portland Vacations
- International Cryptozoology Museum
- Port City Music Hall
- Visit Old Port
- Old Port Vacations
- Visit Bailey Island
- Wadsworth-Longfellow House
- Maine College of Art
- Mclellan-Sweat House
- State Theatre
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
