Search Deals onSouth Portland Vacation Packages
South Portland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
935 Ocean A Beachside Inn
Save 100% on your flight
per person
Feb 20 - Feb 24
found 18 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
Stay at this 4-star beach inn in Hampton. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hampton Beach and North Beach are located nearby.
Fairmont Copley Plaza, 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 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.
The Whitney Hotel
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 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
Sea Mist Resort by VRI Americas
Save 100% on your flight
per person
Feb 7 - Feb 10
found 18 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.
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.
The Hotel Portsmouth
Save 100% on your flight
per person
Feb 20 - Feb 24
found 18 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Rundlet-May House and John Paul Jones House Museum are located nearby.
Cliff House Maine
Save 100% on your flight
per person
Feb 20 - Feb 24
found 18 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Portland (PWM)
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Perkins Cove and Ogunquit Beach 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 18 hours ago
$119
Roundtrip
found 18 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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