South Portland Vacation Packages 2026 from $915

South Portland flight + hotel vacation packages

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

By the Sea Guests Bed & Breakfast & Suites

$915

per person

Jul 19 - Jul 25

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

$1,206

per person

Jul 3 - Jul 8

found 18 hours ago

Roundtrip non-stop flight included

San Antonio (SAT) 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.

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

Save 100% on your flight

$3,376

per person

Jul 8 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

San Antonio (SAT) 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.

The Atlas Hotel

Allston

Save 100% on your flight

$1,179

per person

Jul 3 - Jul 10

found 24 hours ago

Roundtrip flight included

Dallas (DFW) 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 WiFi in public areas. A communal living room, luggage storage, and concierge services are also on offer.

Meadowmere Resort

Save 100% on your flight

$1,008

per person

Jul 10 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

This smoke-free hotel features 2 hot tubs, an indoor pool, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.

Top South Portland hotels deals

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

Free Cancellation

$76 nightly

$83 total

May 26 - May 27

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

DoubleTree by Hilton Hotel Portland

363 Maine Mall Rd South Portland ME

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$97 total

May 17 - May 18

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.

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$78 total

May 10 - May 11

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

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

80 John Roberts Rd. South Portland ME

Free Cancellation

$76 nightly

$82 total

May 10 - May 11

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.

Long Creek Hotel by IHG

171 Philbrook Ave South Portland ME

Free Cancellation

$77 nightly

$84 total

May 31 - Jun 1

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.

Portland Sheraton at Sable Oaks

200 Sable Oaks Dr South Portland ME

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$136 total

May 10 - May 11

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.

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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.

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 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 entertainment choices and acclaimed theater scene.

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 $915. 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.