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.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $602, price is now $451 per person
$451
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,017, price is now $709 per person
$709
per person
Mar 26 - Mar 29
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, limo/town car service, and a snack bar/deli are also offered.
The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Price was $941, price is now $680 per person
$680
per person
Apr 3 - Apr 9
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
This hotel features free WiFi in public areas, laundry facilities, and self parking. Enjoy the free buffet breakfast each morning. A computer station and luggage storage are also provided.
The Coach House

The Coach House

3 out of 5
Price was $1,262, price is now $935 per person
$935
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features free self parking and free WiFi in public areas. Enjoy the free on-the-go breakfast each morning.
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 $829, price is now $614 per person
$614
per person
Feb 19 - Feb 22
found 14 hours ago
Roundtrip flight included
Chicago (ORD) 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.

Top South Portland hotels deals

Long Creek Hotel by IHG

Long Creek Hotel by IHG

2.5 out of 5
171 Philbrook Ave South Portland ME
Free Cancellation
$78 nightly
The price is $85 total per night
$85 total
Jan 22 - Jan 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking.
Pool
Hot Tub
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road South Portland ME
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $73 total per night
$73 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Free airport shuttle
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
$67 nightly
The price is $73 total per night
$73 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and a free airport shuttle. A business center, a coffee shop, and free WiFi in public areas are also on offer.
Pool
Free airport shuttle
Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks

4 out of 5
200 Sable Oaks Dr South Portland ME
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $130 total per night
$130 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
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
$76 nightly
The price is $82 total per night
$82 total
Feb 9 - Feb 10
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
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $80 total per night
$80 total
Jan 25 - Jan 26
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
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See all available properties in South Portland
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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.

Popular places to visit

Fort Preble which includes heritage elements

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
South Portland, Maine, USA at the Portland Breakwater Light.; Shutterstock ID 688189870; Purchase Order: -

Bug Light

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.

Bug Light
Fort Preble showing a sunset and heritage architecture

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

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 $451. 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

H3M0PA South Portland, Maine, USA at the Portland Breakwater Light.
H3M0PA South Portland, Maine, USA at the Portland Breakwater Light.
The Portland Breakwater Light aka Bug Light. located in South Portland, ME near the campus of Southern Maine CC. The light was built in 1875 and represents the 2nd light here. The light was restored in 1989 and reactivated in 2002. The light is part of a beautiful park that overlooks the harbor. This area was once a shipyard used to build Liberty Ships for the war effort durring WW2. This is a great location to come to watch fireworks on July 4th, have a nice walk or have a picnic and watch the ship traffic. Technical Info: Camera: Canon 80D Lens: Canon 10-18mm Exposure: 3/5 second @ f/25 18mm ISO 100 4 stop ND Soft Grad filter
Ultimate Maine lighthouse.
Maine Lighthouse Tour: Bug Light. We didn't go visit this one, we were a little lighthoused out by this point but we got a nice view of it from Spring Point Ledge Light anyway. It sits on Bug Park, which is very popular with the kiting clubs and is always filled with huge, crazy, and colorful kites. #Lighthouse