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Deals on vacations and trips to South Portland
Save when you book South Portland package deals
South Portland flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/63446e27_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
per person
Jul 26 - Jul 28
found 17 hours ago
Roundtrip flight included
Minneapolis (MSP) 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.
![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/46364b7c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Raffles Boston
Back Bay
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.
![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a11af363_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Encore Boston Harbor
Save 100% on your flight
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.
![Mandarin Oriental, Boston](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/eb92b9df_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Mandarin Oriental, Boston
Back Bay
Save 100% on your flight
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.
![River View Resort](https://images.trvl-media.com/lodging/1000000/40000/35600/35544/4b09a11d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
River View Resort
Save 100% on your flight
per person
Jul 31 - Aug 7
found 17 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
This motel features an indoor pool and a gym. Enjoy the spa tub and perks like free self parking and free WiFi. Enjoy the sauna and conveniences like a terrace and barbecue grills.
Top South Portland hotels deals
![Casco Bay Hotel, Ascend Hotel Collection](https://images.trvl-media.com/lodging/2000000/1090000/1085000/1084959/94dd4950_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Casco Bay Hotel, Ascend Hotel Collection
80 John Roberts Rd., South Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $116 per night
$116
per night
Jun 23 - Jun 24
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 Airport](https://images.trvl-media.com/lodging/1000000/30000/27100/27041/c0611e0b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Comfort Inn Airport
90 Maine Mall Rd, South Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $104 per night
$104
per night
Jun 23 - Jun 24
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
![Days Inn by Wyndham Airport/Maine Mall](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/a6b086a7_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $98 per night
$98
per night
Jun 18 - Jun 19
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.
Pool
Breakfast included
![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/17e160ed_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd, South Portland, ME
The price is $135 per night
$135
per night
Jun 30 - Jul 1
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.
Pool
Free airport shuttle
![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/d5d64040_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Tru by Hilton Portland Airport Area
369 Maine Mall Road, South Portland, ME
The price is $137 per night
$137
per night
Jun 30 - Jul 1
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
![Quality Inn & Suites](https://images.trvl-media.com/lodging/1000000/10000/200/141/6d18ad08_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Quality Inn & Suites
738 Main Street, South Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $149 per night
$149
per night
Jun 18 - Jun 19
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
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
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 entertainment choices and acclaimed theater scene.
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.
Photos of local treasures
Browse South Portland vacation photos for more inspiration
![Fort Preble featuring wildflowers](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/267000/267550-South-Coast-Maine.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)
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