Deals on vacations and trips to South Portland

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South Portland flight + hotel vacation packages

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Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Price was $1,308, price is now $932 per person
$932
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Free WiFi in public areas, a terrace, and a garden are available at this bed & breakfast. Enjoy the free on-the-go breakfast each morning. Concierge services are provided for your convenience.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,476, price is now $1,298 per person
$1,298
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Save 100% on your flight
Price was $16,123, price is now $11,192 per person
$11,192
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
This apartment features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking.
The Monty Boston

The Monty Boston

2.5 out of 5
Downtown Boston
Save 100% on your flight
Price was $3,735, price is now $2,595 per person
$2,595
per person
Nov 21 - Nov 27
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A rooftop terrace is featured at this aparthotel, along with free WiFi in public areas and a garden. Laundry facilities and a virtual front desk are also provided.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,656, price is now $1,192 per person
$1,192
per person
Dec 2 - Dec 6
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Top South Portland hotels deals

Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Free Cancellation
$82 nightly
The price is $90 total per night
$90 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.
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
Free Cancellation
$84 nightly
The price is $92 total per night
$92 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Business travelers can take advantage of the free WiFi in public areas. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.
Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Free Cancellation
$51 nightly
The price is $56 total per night
$56 total
Oct 29 - Oct 30
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the indoor pool and free perks like continental breakfast and free self parking.
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Free Cancellation
$96 nightly
The price is $105 total per night
$105 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling on business? Take advantage of the express check-out, laundry service, and free train station pick-up. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

2 out of 5
461 Maine Mall Rd South Portland ME
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $80 total per night
$80 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd South Portland ME
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $124 total per night
$124 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and a free airport shuttle. A business center, free WiFi in public areas, and a grocery/convenience store are also on offer.
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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

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 acclaimed theater scene and great live music.
See properties

Frequently asked questions

How much are vacation packages to South Portland?
Vacation packages, which include flights and hotels in South Portland, start from as little as $932. Make your travel dreams a reality and secure your dream vacation with Travelocity today.
How long should my South Portland vacation be?
Generally, people spend 2 nights in South Portland. But that mightn't be long enough for you. If you'd like to explore some of the region's off-the-beaten-path gems, why not add a few extra nights to your travel itinerary?
Where can I get the best vacation package deals for South Portland?
For a fun and affordable South Portland package deal, head straight to Travelocity. Choose from 400 partner airlines and 1,000,000 properties around the globe to create your ultimate adventure — you're spoiled for choice!
Why should I purchase my South Portland vacation bundle with Travelocity?
Because we believe in creating special travel experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our customer support team is available 24/7 to ensure you'll never roam alone. We also have a Price Match Guarantee, so you can book your trip knowing you've scored the best deal around.
Will I save money on my South Portland car rental if I bundle it with hotels and flights?
Certainly — combine your hotel, car and flight into a South Portland vacation package and you can save plenty. With so much to see in South Portland, that set of wheels will make exploring a breeze. Once you've slid into the driver's seat, hit the wide open road and make your way to Fenway Park, a famous attraction roughly 100 mi from South Portland.
Which airport is best for South Portland?
Portland Intl. Jetport Airport (PWM), 4 mi west of the city center, is where many visitors begin their South Portland adventures. That said, Augusta State Airport (AUG) (50 mi away from central South Portland) could suit you better.
What is there to do in South Portland?
South Portland is full of sights to check out, including Maine Mall and Willard Beach. These two popular attractions are on most visitors' itineraries.
Where should I stay when visiting South Portland?
The Casco Bay Hotel, Ascend Hotel Collection is the top choice of many travelers. Book as soon as possible to avoid missing out.

Photos of local treasures

Browse South Portland vacation photos for more inspiration

A lighthouse, rocky coastline, and a sunset over the ocean.
A lighthouse on a rocky outcrop by the sea, with a metal railing and a cloudy sky.
A couple standing by a railing overlooking a body of water with a cityscape in the background.
A coastal landscape with a clear blue sea, several sailboats, and a lighthouse in the distance.
A white lighthouse on a rocky shore with a calm sea and a sunset in the background.