Deals on vacations and trips to South Portland

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By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $1,260, price is now $784 per person
$784
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,211, price is now $1,357 per person
$1,357
per person
Aug 4 - Aug 7
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.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,323, price is now $1,433 per person
$1,433
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Washington (DCA) 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.
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was $6,417, price is now $4,042 per person
$4,042
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A private beach and a hot tub are featured at this guesthouse. Enjoy a day at the beach kayaking, or relax with sun loungers. WiFi in public areas is free.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $5,462, price is now $3,588 per person
$3,588
per person
Jul 5 - Jul 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

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
$79 nightly
The price is $86 total per night
$86 total
May 21 - May 22
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
$88 nightly
The price is $96 total per night
$96 total
May 25 - May 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
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
Reserve now, pay when you stay
$84 nightly
The price is $92 total per night
$92 total
May 26 - May 27
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
$80 nightly
The price is $87 total per night
$87 total
May 26 - May 27
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. Enjoy the 24-hour gym and free perks 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
$106 nightly
The price is $115 total per night
$115 total
May 26 - May 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
Long Creek Hotel by IHG

Long Creek Hotel by IHG

2.5 out of 5
171 Philbrook Ave South Portland ME
Free Cancellation
$74 nightly
The price is $81 total per night
$81 total
May 26 - May 27
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
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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

Southern Maine Community College

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.

Bug Light

You can find out about the history of South Portland with a visit to Bug Light. Experience the area's great live music and entertainment choices.

Bug Light
Fort Preble

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 $784. 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

Portland Head Lighthouse
Portland Breakwater Lighthouse at sunset - Bug Light Park - South Portland, Maine.
Friends riding ferry, Portland, Maine, USA
Portland Harbor aerial view from Eastern Promenade in East End, city of Portland, Maine ME, USA.
South Portland, Maine, USA at the Portland Breakwater Light.