South Portland Vacations from $390

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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 $956, price is now $390 per person
$390
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $1,468, price is now $848 per person
$848
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was $1,521, price is now $1,055 per person
$1,055
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
10/10 Exceptional! (11 reviews)
We had a great experience staying in the crab house. The cottage was well maintained and had everything we needed to enjoy our stay. The staff was friendly, helpful, and genuinely care. Ken was fantastic, you can really tell he cares about ensuring guests have a great experience. 10/10 experience, would recommend this spot to anyone looking for a great stay on the cape.

Reviewed on Jul 27, 2026

The Coonamessett

The Coonamessett

3.5 out of 5
Price was $611, price is now $429 per person
$429
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.8/10 Excellent! (709 reviews)
The Coonamessett is a beautiful inn overlooking the water. The suite I stayed in was absolutely stunning. Breakfast is excellent with some vegan options such as mixed fruit and oat milk. The inn is extremely comfortable, clean, and well-maintained. My suite even had two walk-in closets.

Reviewed on Nov 11, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was $1,669, price is now $1,178 per person
$1,178
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

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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
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 Spring Point Ledge Lighthouse.

Find hotels in Willard Beach

Stay near popular South Portland attractions

A lighthouse at sunset by the water.

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.
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What to do in South Portland

Phantoms, Penance, and Poltergeists: Portland, ME Ghost Tour

Phantoms, Penance, and Poltergeists: Portland, ME Ghost Tour

$32
per adult
Phantoms, Penance, and Poltergeists: Portland, ME Ghost Tour
A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

$49
per adult
98% of travellers recommend
A Walk Through Time Tour in Portland
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

$17
per traveler
100% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
See all activities in South Portland

South Portland Hotel Deals

Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Fully refundable
$61 nightly
The price is $66 total per night from Nov 21 to Nov 22
$66 total
Nov 21 - Nov 22
Total with taxes and fees
Quality Inn & Suites South Portland
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
$67 nightly
The price is $73 total per night from Dec 6 to Dec 7
$73 total
Dec 6 - Dec 7
Total with taxes and fees
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Fully refundable
$51 nightly
The price is $56 total per night from Dec 14 to Dec 15
$56 total
Dec 14 - Dec 15
Total with taxes and fees
Clarion Pointe South Portland
See all 2,667 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

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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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.