South Portland Vacation Packages

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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.

Top South Portland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,105, price is now CA $772 per person
CA $772
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (193 reviews)
Loved it here! Everyone was friendly and helpful.

Reviewed on Jul 1, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was CA $3,215, price is now CA $1,917 per person
CA $1,917
per person
Aug 15 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (1,017 reviews)
Room was spotless, staff is friendly and breakfast had lots of options. Convenient location between Wells and Ogunquit. Would stay here again.

Reviewed on Jun 30, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,260, price is now CA $1,427 per person
CA $1,427
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Price was CA $1,698, price is now CA $1,134 per person
CA $1,134
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (467 reviews)
A beautiful, convenient, affordable place, especially for someone just in transit between airports.

Reviewed on Jun 30, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,658, price is now CA $1,134 per person
CA $1,134
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,000 reviews)
Wonderful service and spacious family room. No complaints!

Reviewed on Jun 28, 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
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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.

Find hotels in Ferry Village

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 kilometres 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 travellers 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.

Ready to book your vacation to South Portland?

 

Choose your dates

South Portland Hotel Deals

Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Fully refundable
The price is CA $149 per night from Jul 5 to Jul 6
CA $149
CA $162 total
Jul 5 - Jul 6
includes taxes & fees
7.4/10 Good! (523 reviews)
"Great price for the stay"

Reviewed on Jul 1, 2026

Clarion Pointe South Portland
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Fully refundable
The price is CA $171 per night from Jul 5 to Jul 6
CA $171
CA $186 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (2,173 reviews)
"The hotel was good. The property and room were well cared for. The only issue we had was the person who checked us input both rooms on one payment. When questions they said they had to post the payment that way. The morning attendant stated that the night sift worker just didn't want to complete ..."

Reviewed on Jun 30, 2026

Comfort Inn South Portland Airport
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Fully refundable
The price is CA $147 per night from Jul 5 to Jul 6
CA $147
CA $160 total
Jul 5 - Jul 6
includes taxes & fees
6.6/10 (1,003 reviews)
"Read the reviews and then book your stay.....don't do it in the reverse order, over breakfast (at a restaurant....because the free breakfast ends at 9am on weekends), like my family and I did. It is really hard to find an affordable hotel for two parents with three young adult children, especially ..."

Reviewed on Jul 1, 2026

Quality Inn & Suites South Portland
See all 2,799 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.
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Stay near popular South Portland attractions

A lighthouse at sunset by the water.

Bug Light

9.0/10 (344 reviews)
You can find out about the history of South Portland with a visit to Bug Light. Experience the area's great live music and acclaimed theater scene.
See properties

What to do in South Portland

Portland Explorer: Cultural/Historical & 3 Lighthouses Tour

Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour

CA $126
per adult
100% of travellers recommend
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

CA $24
per traveller
100% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
Maine Whale Watching Tour in Portland

Maine Whale Watching Tour in Portland

CA $179
per adult
Maine Whale Watching Tour in Portland
See all activities in South Portland

Frequently asked questions

How much does a South Portland vacation package cost?
You can snap up a vacation package to this destination from CA $772 on Expedia. But how much your vacation to South Portland costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to South Portland?
You're likely to find reduced prices and greater availability in January, February and November. Browse our cheap South Portland vacation packages and you could get some great off-season discounts.
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 place, we'd suggest 2 days is about right. In this timeframe, you can fit in top sights like Higgins Beach and State Theatre along with hidden gems. Don't miss out on neighbourhoods such as Downtown Portland and Old Port either. If you're smart with your time, you can even take a day trip or two from South Portland too.
Is it worth booking a vacation package to South Portland?
South Portland has everything you need for an unforgettable getaway. Get your South Portland vacation off to a flying start by checking out popular attractions like Willard Beach.
How to find the best South Portland package deals?
Use Expedia's handy filters to find some terrific South Portland package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for South Portland package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a South Portland vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can customize your South Portland getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to South Portland?
If you're planning a spontaneous South Portland getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to South Portland?

  1. Pick your travel dates: What you plan to do in South Portland and your preferred season will help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and flights. Your hotel will likely be the biggest expense during your trip to South Portland.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you want to get to in South Portland. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized South Portland vacation package.

Explore a world of travel with Expedia

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