Search Deals onSouth Portland Vacation Packages
South Portland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

D. Hotel Suites & Spa
Price was $652, price is now $429 per person
$429
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Mount Tom State Reservation and Nash's Dinosaur Track Quarry are located nearby.

Raffles Boston
Save 100% on your flight
Price was $1,715, price is now $1,192 per person
$1,192
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Fairfield Inn & Suites by Marriott Mansfield
Save 100% on your flight
Price was $832, price is now $585 per person
$585
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
Book a stay at this business-friendly hotel in Mansfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Xfinity Center and National Black Doll Museum are located nearby.

Boston Harbor Hotel
Save 100% on your flight
Price was $1,266, price is now $898 per person
$898
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

citizenM Boston North Station
Save 100% on your flight
Price was $763, price is now $559 per person
$559
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.

The Revolution Hotel
Save 100% on your flight
Price was $752, price is now $565 per person
$565
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Falmouth Tides
Price was $829, price is now $623 per person
$623
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.

Holiday Inn Express Fall River North by IHG
Price was $623, price is now $471 per person
$471
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
Book a stay at this business-friendly hotel in Fall River. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Somerset Marina and Pierce Beach & Playground are located nearby.
South Portland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



South Portland Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Oct 20 - Thu, Oct 23
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$109 Roundtrip, found 16 hours ago
$109
Roundtrip
found 16 hours ago

Tue, Oct 21 - Fri, Oct 24
LGA
LaGuardia
PWM
Portland Intl. Jetport
$150 Roundtrip, found 3 days ago
$150
Roundtrip
found 3 days ago

Fri, Oct 24 - Sun, Oct 26
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago

Wed, Oct 1 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
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