South Portland Vacation Packages

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Flight and hotel packages to South Portland

Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 29 - Jul 6
found 20 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and laundry facilities and concierge services are also offered.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Nashville (BNA) 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.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul 19 - Jul 22
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the sauna, bar/lounge, and limo/town car service.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jun 29 - Jul 6
found 20 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a garden, and a lobby fireplace are also offered.
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 6
found 20 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.

Top South Portland hotel deals

Casco Bay Hotel, Ascend Hotel Collection

Casco Bay Hotel, Ascend Hotel Collection

3.5 out of 5
80 John Roberts Rd., South Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $89 per night
$89
per night
May 28 - May 29
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.
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $89 per night
$89
per night
May 28 - May 29
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.
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
738 Main Street, South Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $81 per night
$81
per night
May 27 - May 28
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.
Pet friendly
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
The price is $149 per night
$149
per night
May 28 - May 29
This hotel features a restaurant, an indoor 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.
Pet friendly
Breakfast available
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
The price is $133 per night
$133
per night
May 28 - May 29
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.
Pet friendly
Breakfast included
Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $80 per night
$80
per night
May 27 - May 28
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like on-the-go 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.

Popular places to visit in South Portland

Image for Bug Light

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 entertainment choices and acclaimed theater scene.

Bug Light
Image for Fort Preble

Fort Preble

Find out about the history of South Portland when you take a trip to Fort Preble. Experience the area's great live music and acclaimed theater scene.

Fort Preble
Image for Maine Mall

Maine Mall

4/5(607 reviews)

You can do some window-shopping at Maine Mall during your visit to South Portland. Experience the area's entertainment choices and great live music.

Maine Mall

Photos of local treasures

Fort Preble featuring wildflowers

Frequently asked questions

How much are vacation packages to South Portland?
You’ll find an excellent hotel + flight bundle for a mere $1,030. With a Travelocity vacation package, an escape to South Portland has never looked more enticing! Save both time and money and then get a start on packing those bags.
How long should my South Portland vacation be?
Generally, travelers stay 2 nights in South Portland. Although, that mightn’t be nearly long enough for you. If you’re eager to discover some of the area’s off-the-beaten-path gems, why not add another night or two to your travel schedule?
Where can I get the best vacation package deals for South Portland?
There are awesome South Portland package deals waiting for you with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties all over the world? Keep that in mind the next time you’re ready to tick another destination off your travel bucket list.
Why should I book my South Portland vacation bundle via Travelocity?
Nothing beats the peace of mind knowing you’ve scored the best deal available — that’s our Price Match Guarantee. Add to that our inspiring range of magical destinations and 24/7 team of customer service professionals and you’ve got the blueprint for a hassle-free vacation.
Can I save on my South Portland car rental if I book it with hotels and flights?
Bundling your car, flight and hotel into a South Portland vacation package is a surefire way to score the best deal. Plus, having your own set of wheels gives you total freedom to make your way to all the landmarks you’re hoping to see. Sitting 100 mi away from South Portland, Fenway Park is one place that should be on your to-do list. Put together a driving playlist and make a day trip of it.
What is the best time of year to go to South Portland?
If you’d like to avoid expensive airfares, tourist masses and packed hotels, organize your getaway outside of July, August and September. The quietest time to visit South Portland is November, December and January. You’ll find the highest hotel rates in and the most economical in .
Which airport is best for South Portland?
South Portland has two major airports you can head to — Portland Intl. Jetport Airport (PWM) (4 mi away from the city center) and Augusta State Airport (AUG) (50 mi away from central South Portland).
What is there to do in South Portland?
While venturing off the beaten track is rewarding, you shouldn’t ignore the popular attractions that make a destination famous. Maine Mall and Willard Beach are a couple of them in South Portland.
Where should I stay when visiting South Portland?
Many travelers check in to the Casco Bay Hotel, Maine Mall / PWM Portland Airport. It’s an excellent base for your South Portland vacation.