Search Deals onSouth Portland Vacation Packages
South Portland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Westin Waltham-Boston
per person
Feb 5 - Feb 7
found 2 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Waltham. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction Walden Pond is located nearby.
Fairmont Copley Plaza, Boston
Save 100% on your flight
per person
Mar 4 - Mar 6
found 19 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Boston Harbor Hotel
Save 100% on your flight
per person
Feb 5 - Feb 7
found 2 hours ago
Roundtrip flight included
Baltimore (BWI) 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 Boston Common are located nearby.
Sea Mist Resort by VRI Americas
Save 100% on your flight
per person
Feb 7 - Feb 10
found 21 hours ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
Stay at this 3-star business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Old Indian Meetinghouse are located nearby.
Raffles Boston
Save 100% on your flight
per person
Feb 28 - Mar 3
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.
Encore Boston Harbor
per person
Feb 5 - Feb 7
found 2 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and New England Aquarium are located nearby.
Staypineapple, A Delightful Hotel, South End
Save 100% on your flight
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 3-star boutique hotel in Boston. Enjoy free bicycles on site, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Hilton Boston Park Plaza
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common 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.
Thu, Jan 2 - Mon, Jan 6
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$119 Roundtrip, found 21 hours ago
$119
Roundtrip
found 21 hours ago
Mon, Mar 31 - Tue, Apr 1
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Fri, Apr 4 - Mon, Apr 7
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Thu, Feb 13 - Sun, Feb 16
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$187 Roundtrip, found 5 days ago
$187
Roundtrip
found 5 days ago
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