South Portland Vacation Packages 2026 from $973

South Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Langham, Boston

Downtown Boston

$973

per person

Aug 28 - Aug 31

found 1 day ago

Roundtrip flight included

Dallas (DAL) 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.

Boston Harbor Hotel

North End

Save 100% on your flight

$1,094

per person

Aug 27 - Aug 30

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Good Hotels Boston

South End

Save 100% on your flight

$1,047

per person

Jul 24 - Jul 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

Express check-in, express check-out, and luggage storage are available at this hotel. 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. Laundry facilities and a virtual front desk are also provided.

The Cape Club Resort

Save 100% on your flight

$995

per person

Aug 7 - Aug 11

found 11 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Boston (BOS)

A golf course and a restaurant are featured at this hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking. Express check-out, luggage storage, and wedding services are also on offer.

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

$1,412

per person

Aug 25 - Aug 30

found 19 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Portland (PWM)

This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.

Top South Portland hotels deals

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

Free Cancellation

$99 nightly

$108 total

Jun 30 - Jul 1

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

90 Maine Mall Rd South Portland ME

Free Cancellation

$116 nightly

$127 total

Jun 28 - Jun 29

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.

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

80 John Roberts Rd. South Portland ME

Free Cancellation

$123 nightly

$134 total

Jun 28 - Jun 29

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.

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME

Free Cancellation

Reserve now, pay when you stay

$103 nightly

$112 total

Jun 28 - Jun 29

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.

DoubleTree by Hilton Hotel Portland

363 Maine Mall Rd South Portland ME

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$178 total

Jul 6 - Jul 7

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.

Quality Inn & Suites South Portland

738 Main Street South Portland ME

$78 nightly

$85 total

Jun 30 - Jul 1

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.

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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

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.

A white lighthouse on a rocky shore with a calm sea and a sunset in the background.

Bug Light

4.5/5(44 reviews)

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

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.

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 $973. 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.