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
Save 100% on your flight
Price was $1,234, price is now $610 per person
$610
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
St. Louis (STL) 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.
The Charles Hotel

The Charles Hotel

5 out of 5
West Cambridge
Save 100% on your flight
Price was $1,179, price is now $723 per person
$723
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $1,800, price is now $1,153 per person
$1,153
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
Save 100% on your flight
Price was $4,011, price is now $2,720 per person
$2,720
per person
Oct 1 - Oct 4
found 21 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Boston (BOS)
A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free valet parking and a free beach shuttle.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,605, price is now $1,784 per person
$1,784
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.

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
$93 nightly
The price is $101 total per night
$101 total
Sep 13 - Sep 14
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
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Free Cancellation
$96 nightly
The price is $105 total per night
$105 total
Aug 20 - Aug 21
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.
Breakfast included
Pet friendly
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Free Cancellation
$114 nightly
The price is $125 total per night
$125 total
Sep 7 - Sep 8
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
$127 nightly
The price is $138 total per night
$138 total
Sep 7 - Sep 8
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
$98 nightly
The price is $107 total per night
$107 total
Sep 13 - Sep 14
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
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
$149 nightly
The price is $162 total per night
$162 total
Aug 23 - Aug 24
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.
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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 $610. 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.