South Portland Vacations from $803
Book a Hotel + Flight or Car together to unlock savings
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.
Raffles Boston
Back Bay
$1,841
per person
Nov 21 - Nov 27
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
A stunning hotel with super helpful staff. Would highly recommend the Raffles, from start to finish it was excellent and we’ll definitely be back.
Reviewed on Oct 14, 2026
Four Seasons Hotel Boston
Bay Village
$1,248
per person
Dec 18 - Dec 21
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in.
On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.
Reviewed on Oct 6, 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
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 Spring Point Ledge Lighthouse.
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.
Meetinghouse Hill
While Meetinghouse Hill isn't home to many top sights, Willard Beach and Victoria Mansion are some notable places to visit nearby.
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.
Knightville
When in Knightville, you can plan a visit to Victoria Mansion and Portland Museum of Art, some noteworthy sights in the nearby area.
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
Vintage Fire Truck Sightseeing Tour of Portland Maine
$45
per adult
98% of travellers recommend
Afternoon Windjammer Cruise Along the Coast of Portland Maine
$69
per adult
96% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
$77
per adult
90% of travellers recommend
South Portland Hotel Deals
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
$69 nightly
$75 total
Nov 15 - Nov 16
Total with taxes and fees
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Fully refundable
$51 nightly
$56 total
Nov 15 - Nov 16
Total with taxes and fees
7.2/10 Good! (955 reviews)
"Could work on cleanliness"
Reviewed on Oct 16, 2026
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
$73 nightly
$80 total
Nov 15 - Nov 16
Total with taxes and fees
8.4/10 Very Good! (2,973 reviews)
"It would be nice if there was a shelf in the shower to put your own stuff."
Reviewed on Oct 16, 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 |
More vacations you might like
Frequently asked questions
What types of vacation packages are available in South Portland?
South Portland, known for its family-friendly attractions and beach access, offers several types of vacation packages:
- Family-friendly package: A South Portland vacation package can include a stay at properties like Holiday Inn Express Hotel & Suites South Portland by IHG, rated 8.3 out of 10 by travelers, which features family rooms and an indoor pool, with travelers often praising the family-friendly staff and spacious rooms.
- Beach package: For those seeking coastal access, TownePlace Suites by Marriott Portland Airport ME, rated 8.9 out of 10 by travelers, offers an indoor pool and kitchen amenities, and is frequently noted for its quiet atmosphere and big rooms.
- Budget package: Consider a stay at Clarion Pointe South Portland, available for around $100 per night, which provides family rooms, indoor and outdoor pools, and free breakfast, with travelers highlighting its super clean rooms and amazing overall experience.
- Pet-friendly package: The 4-star DoubleTree by Hilton Hotel Portland, rated 7.6 out of 10 by travelers, welcomes pets and includes an indoor pool and on-site restaurant, with guests often remarking on the great overall experience and big pool.
How can I save money on a South Portland vacation package?
When you bundle, you can save up to 30%*. To save money on a South Portland package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
How much does a South Portland vacation package cost?
A South Portland vacation package typically costs around $750 per adult for a weekend trip. Lower-priced options start around $550 per adult, while premium packages can reach up to $1,600.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How do I find cheap South Portland vacation package deals?
The cheapest South Portland vacation package deals can be as low as around $530 per adult for weekend trips. Separately, November typically has the lowest average monthly prices, around $770 per adult, for a 4-day trip. December follows closely at around $800 per adult for a 3-day trip. Bundling flights and hotel together also typically saves money on a week-long trip — most South Portland packages include some savings versus booking separately, typically around $45 per adult. Many hotels also offer free breakfast, which can help stretch your budget. Browse cheap vacation packages in South Portland on Expedia for current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to go to South Portland?
The best time to go for a South Portland vacation package is during the peak booking months of September, October, and June. These months are popular for experiencing the destination.For a more affordable South Portland vacation, consider traveling in November, December, or March. These months tend to have lower package prices and offer a quieter experience.
What's included in a South Portland vacation package?
A South Portland vacation package lets you combine round-trip flights, hotel stays, and rental cars. Most hotels offer airport shuttle service to and from Portland, ME (PWM-Portland Intl. Jetport), and many hotels here offer free breakfast. As a beach destination, many hotels are located near beaches like Willard Beach, about 1 mile from central South Portland, or Crescent Beach, about 3 miles away.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
What's the best vacation package for South Portland?
For families, a South Portland vacation package built around a stay at Holiday Inn Express Hotel & Suites South Portland by IHG is a strong choice. Rated 8.3 out of 10 by travelers, this hotel offers family rooms and an indoor pool, with guests frequently praising the family-friendly staff and spacious rooms.Travelers seeking value can consider a package with Clarion Pointe South Portland, available for around $100 per night. This hotel provides family rooms, indoor and outdoor pools, and free breakfast, and is often highlighted for its super clean rooms and amazing overall experience.Couples looking for a quiet retreat might enjoy a package featuring TownePlace Suites by Marriott Portland Airport ME. Rated 8.9 out of 10 by travelers, this property includes an indoor pool and kitchen facilities, and is noted for its quiet atmosphere and big rooms.*Package availability and prices may change depending on dates and demand.
Is South Portland better suited for a beach vacation or a cultural trip?
South Portland is primarily a beach destination, making it a strong choice for a South Portland vacation focused on coastal relaxation. Travelers can enjoy the sands of Willard Beach, located about 1 mile from central South Portland, or venture to Old Orchard Beach, about 16 miles away, for a classic seaside experience.The area also offers historical points of interest for those seeking a cultural element. Visitors can explore Fort Preble, a military fort established in 1808, or see Spring Point Ledge Light, a historic lighthouse constructed in 1897. A South Portland vacation package can therefore combine beach time with glimpses into the area's past.
Is South Portland a good choice for a family vacation package?
South Portland is a strong choice for family vacation packages in South Portland, with some bookings being family trips. Many hotels offer amenities that cater to families.For example, Holiday Inn Express Hotel & Suites South Portland by IHG (rated 8.3 out of 10) features family rooms and an indoor pool, making it a comfortable base for a South Portland vacation package.Families can enjoy a day at Willard Beach, located about 1 mile from central South Portland, or explore the shops and dining at Maine Mall, about 11 miles away. Old Orchard Beach, about 16 miles from central South Portland, also offers a classic family beach experience.
What's included in a South Portland beach vacation package?
South Portland beach vacation packages typically combine flights with a hotel stay, allowing you to explore this coastal area. Many properties offer amenities like indoor pools to complement your beach-focused trip. For example, Portland Sheraton at Sable Oaks, a 4-star property rated 8 out of 10, features an indoor pool and restaurant, while TownePlace Suites by Marriott Portland Airport ME, rated 8.9 out of 10, also provides an indoor pool and kitchens in its rooms. South Portland offers several beaches nearby, such as Willard Beach, about 1 mile from central South Portland, and Crescent Beach, about 3 miles away. Specific inclusions like water sports or on-site dining will depend on your chosen hotel and package rate, with excursions generally booked separately.
What is the best time to book a South Portland vacation package?
Book your South Portland vacation package around 4 weeks in advance. It gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 2 and 8 weeks out.June, September, and October are the most popular months for South Portland packages, so booking earlier is advisable if you're traveling during these times.
What are the top things to do in South Portland?
A South Portland vacation offers a mix of coastal attractions and local landmarks:Browse and book things to do in South Portland on Expedia.
How many days do you need for a South Portland vacation?
Most South Portland vacation packages last around 3 days, making it a popular choice for a South Portland vacation focused on weekend trips. This allows enough time to explore coastal attractions like Willard Beach and visit the historic Portland Head Light.About half of travelers choose weekend trips, while about half opt for week-long trips. A longer South Portland vacation package could include more time for shopping at Maine Mall or exploring the vibrant waterfront at Thompson's Point.
Is South Portland a good destination for a weekend vacation?
South Portland is a strong choice for a weekend vacation package, making it an ideal destination for a short South Portland vacation. About half of all South Portland vacation package bookings are for 1 to 3 days, indicating its popularity for short getaways.A weekend trip allows you to enjoy the coastal scenery at Willard Beach, located about 1 mile from central South Portland, and visit the iconic Portland Head Light, about 4 miles away. While about half of travelers opt for week-long trips, a focused weekend in South Portland still offers a fulfilling experience.
Do you need to rent a car in South Portland, or is public transport enough?
While South Portland has local bus service, a rental car offers the most flexibility for exploring the area during your South Portland vacation package. The city-owned South Portland Bus Service provides public transportation throughout the city, with several bus routes available.For South Portland vacation packages with flights, a car is often recommended to reach attractions like Old Orchard Beach, about 16 miles away, or to easily access Portland International Jetport (PWM). This is especially true for South Portland beach vacation packages, as many coastal attractions and family-friendly sites are spread out, making a car convenient for day trips and exploring at your own pace.
Are South Portland vacation package hotels conveniently located?
South Portland vacation package hotels are generally located a few miles from the central area, offering convenient access to both local attractions and the airport.For example, Best Western Merry Manor Inn is about 4 miles from central South Portland, while TownePlace Suites by Marriott Portland Airport ME and the Portland Sheraton at Sable Oaks are both about 5 miles away. These locations provide a good base for exploring the area's beaches and family-friendly attractions. Staying in these areas often means easy access to major roads and nearby shopping, such as the Maine Mall.
Can I change or cancel my South Portland vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking South Portland vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later South Portland vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your South Portland vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to South Portland?
To find last-minute vacation packages to South Portland, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on South Portland vacation packages?
Free cancellation on a South Portland vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a South Portland vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your South Portland getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my South Portland vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
Explore a world of travel with Expedia
- Cheap Hotels in Portland
- Downtown Portland Hotels
- B&B in Portland
- Oceanfront Hotels in Portland
- Oceanfront Hotels in Old Orchard Beach
- Hotels near Portland Intl. Jetport
- Motels in Portland
- Freeport Hotels
- Kennebunkport Hotels
- Portland Hotels
- Old Port Hotels
- Wells Hotels
- South Portland Hotels
- Ogunquit Hotels
- Hotels with Free Airport Shuttle in Portland
- Old Orchard Beach Hotels
- Cape Elizabeth Hotels
- Scarborough Hotels
- Pet-Friendly Hotels in Portland
- Flights from Austin (AUS) to Portland (PWM)
- Flights from Dallas (DFW) to Portland (PWM)
- Flights from Seattle (SEA) to Portland (PWM)
- Flights from Nashville (BNA) to Portland (PWM)
- Flights from Denver (DEN) to Portland (PWM)
- Flights from Chicago (ORD) to Portland (PWM)
- Flights from Cleveland (CLE) to Portland (PWM)
- Flights from New York (NYC) to Portland (PWM)
- Flights from Baltimore (BWI) to Portland (PWM)
- Flights from Atlanta (ATL) to Portland (PWM)
- Flights from New York (LGA) to Portland (PWM)
- Flights from Hartford (BDL) to Portland (PWM)
- Flights from Phoenix (PHX) to Portland (PWM)
- Flights from New York (JFK) to Portland (PWM)
- Flights from Los Angeles (LAX) to Portland (PWM)
- Flights from Jacksonville (JAX) to Portland (PWM)
- Flights to Portland
- Flights from Boston (BOS) to Portland (PWM)
- Flights from San Francisco (SFO) to Portland (PWM)
- Flights from Charlotte (CLT) to Portland (PWM)
- Flights from Fort Lauderdale (FLL) to Portland (PWM)
- Flights from Portland Intl. Jetport
- Flights from Philadelphia (PHL) to Portland (PWM)
- Flights from Washington (IAD) to Portland (PWM)
- Flights from Raleigh (RDU) to Portland (PWM)
- Flights from Cincinnati (CVG) to Portland (PWM)
- Flights from Orlando (MCO) to Portland (PWM)
- Flights from Indianapolis (IND) to Portland (PWM)
- Flights from Newark Liberty Intl. Airport (EWR) to Portland (PWM)
- Flights from Houston (IAH) to Portland (PWM)
- Flights from Miami (MIA) to Portland (PWM)
- Flights from Washington (DCA) to Portland (PWM)
- Flights from Columbus (CMH) to Portland (PWM)
- Flights from Salt Lake City (SLC) to Portland (PWM)
- Flights from Tampa (TPA) to Portland (PWM)
- Flights from Tucson (TUS) to Portland (PWM)
- Flights from Pittsburgh (PIT) to Portland (PWM)
- Flights from Portland (PDX) to Portland (PWM)
- Flights from St. Louis (STL) to Portland (PWM)
- Flights from Richmond (RIC) to Portland (PWM)
- Flights from Detroit (DTW) to Portland (PWM)
- Flights from Minneapolis (MSP) to Portland (PWM)
- 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.