Deals on vacations and trips to South Portland

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South Portland flight + hotel 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 $1,457, price is now $674 per person
$674
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner
Save 100% on your flight
Price was $2,201, price is now $1,271 per person
$1,271
per person
Oct 14 - Oct 21
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A computer station, dry cleaning, and luggage storage are also on offer.
Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
Coolidge Corner
Save 100% on your flight
Price was $1,909, price is now $1,169 per person
$1,169
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
This apartment features a virtual front desk. Take advantage of the self parking.
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Save 100% on your flight
Price was $1,952, price is now $1,302 per person
$1,302
per person
Oct 2 - Oct 7
found 4 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the laundry service and valet parking. A communal living room, luggage storage, and concierge services are also on offer.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,006, price is now $1,390 per person
$1,390
per person
Oct 7 - Oct 13
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.

Top South Portland hotels deals

Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Free Cancellation
$98 nightly
The price is $107 total per night
$107 total
Aug 11 - Aug 12
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.
Pool
Breakfast included
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Free Cancellation
$145 nightly
The price is $158 total per night
$158 total
Aug 24 - Aug 25
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.
Breakfast included
Free airport shuttle
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
$161 nightly
The price is $175 total per night
$175 total
Aug 2 - Aug 3
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 gym on site, and a 24-hour front desk and dry cleaning are also provided.
Breakfast included
Free airport shuttle
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
$122 nightly
The price is $133 total per night
$133 total
Aug 23 - Aug 24
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.
Pool
Breakfast included
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
$179 nightly
The price is $195 total per night
$195 total
Aug 16 - Aug 17
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.
Pool
Free airport shuttle
Best Western Merry Manor Inn

Best Western Merry Manor Inn

2.5 out of 5
700 Main St South Portland ME
Free Cancellation
Reserve now, pay when you stay
$166 nightly
The price is $181 total per night
$181 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
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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 entertainment choices 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 $674. 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.