South Portland Vacations from ￥155,890
Book a Hotel + Flight or Car together to unlock savings
The Latest South Portland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Newbury Boston
Back Bay
￥265,034
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
9.4/10 Exceptional! (709 reviews)
Great hotel in a fantastic location. This is in the previous Ritz Carlton location. Room was well appointed and clean. Dinner at Contessa on 17th floor, great food, view and vibe. Also had breakfast at the lobby bar. This was another winner on service and food. Would highly recommend.
Reviewed on Aug 25, 2026
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
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 Bug Light and Willard Beach.
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 Bug Light.
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 Bug Light.
Ligonia
When in Ligonia, you can plan a visit to Thompson's Point and Portland Exposition Building, some noteworthy sights in the nearby area.
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 2 kilometers 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 Hotel Deals
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Fully refundable
￥12,091
￥13,179 total
Aug 30 - Aug 31
includes taxes & fees
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
￥12,449
￥13,570 total
Sep 3 - Sep 4
includes taxes & fees
6.4/10 (1,093 reviews)
"Needs maintenance but still good"
Reviewed on Aug 24, 2026
Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
Fully refundable
￥18,235
￥19,876 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (2,376 reviews)
"Room was nice and clean. Breakfast was good. Supposed to have a shuttle from the airport. Our flight was late getting into Portland, we called the hotel multiple times but no answer. Ended up taking a 2am taxi to the hotel. Received no sympathy from the staff, just “sorry.”"
Reviewed on Aug 24, 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.
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
Portland: Trolley City Tour with Portland Head Light Stop
￥8,938
per adult
100% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
￥12,290
per adult
90% of travellers recommend
Portland Explorer: Boat Cruise with Oysters & Prosecco
￥21,867
per adult
Frequently asked questions
How much does a South Portland vacation package cost?
You can pick up a vacation package to this popular destination from ￥155,890 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're hoping to book a cheap South Portland vacation package, consider traveling in January, February and November. You'll usually find lower prices on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for South Portland?
Allow at least 2 days for your South Portland vacation to discover all that makes this place special. Wander around key neighborhoods, including Downtown Portland and Old Port. Then make a beeline for top sights like South Portland Historical Society Museum and Maine Mall. With a well-organized itinerary, you'll be kept busy with room for some rest time too. Want to venture outside of South Portland? Consider squeezing in a day trip or two.
Is it worth booking a vacation package to South Portland?
It's no wonder a South Portland vacation is on the must-do list of many travelers. Popular attractions like Willard Beach are just the start 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?
- Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to South Portland.
- Set a budget: Factor in expenses like flights, food and transportation when calculating how much to put aside for your trip to South Portland. Then, pick a property that fits your budget, whether that's an economical stay or a more luxurious retreat.
- Decide how long to go away for: Now that you know more about South Portland, you can work out the ideal length of your vacation. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized South Portland vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
