South Portland Vacations

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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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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 Portland Harbor Museum.

Find hotels in Willard Beach

Find the Best South Portland Vacation Packages

South Portland Hotel Deals

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
The price is SAR 350 per night from Apr 17 to Apr 18
SAR 350
SAR 382 total
includes taxes & fees
17 Apr - 18 Apr
8.8/10 Excellent! (1,373 reviews)
"Close to the airport and turnpike"

Reviewed on 2 April 2025

Tru by Hilton Portland Airport Area
DoubleTree by Hilton Hotel Portland
DoubleTree by Hilton Hotel Portland
4 out of 5
363 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is SAR 316 per night from Apr 13 to Apr 14
SAR 316
SAR 344 total
includes taxes & fees
13 Apr - 14 Apr
7.8/10 Good! (1,142 reviews)
"Very nice property. Clean, quiet, friendly staff."

Reviewed on 3 April 2025

DoubleTree by Hilton Hotel Portland
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is SAR 301 per night from Apr 8 to Apr 9
SAR 301
SAR 328 total
includes taxes & fees
8 Apr - 9 Apr
8.4/10 Very Good! (2,523 reviews)
"Super friendly staff."

Reviewed on 2 April 2025

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
See all 2,605 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.

Frequently asked questions

How much does a South Portland vacation package cost?
You can pick up a vacation package to this popular destination 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 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. 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.
  2. 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.
  3. 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.
  4. 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.

Discover the most popular places to visit in South Portland

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
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 entertainment choices.

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

Fort Preble

Find out about the history of South Portland when you take a trip to Fort Preble. Experience the area's acclaimed theater scene and entertainment choices.

Fort Preble