Search Deals onSouth Portland Vacation Packages
South Portland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ashworth by the Sea
Price was $871, price is now $624 per person
$624
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Boston (BOS)
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hampton Beach and Hampton Beach Casino are located nearby.
Boston Harbor Hotel
Save 100% on your flight
Price was $1,755, price is now $1,126 per person
$1,126
per person
May 11 - May 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this 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.
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,190, price is now $767 per person
$767
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Book a stay at this luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.
The Colonnade Hotel Back Bay
Save 100% on your flight
Price was $1,025, price is now $694 per person
$694
per person
May 26 - May 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
The Langham, Boston
Save 100% on your flight
Price was $1,717, price is now $1,193 per person
$1,193
per person
May 11 - May 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury 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 New England Aquarium and Boston Common are located nearby.
Eurostars The Boxer
Save 100% on your flight
Price was $1,412, price is now $988 per person
$988
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
The Revolution Hotel
Save 100% on your flight
Price was $932, price is now $658 per person
$658
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 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.
The Hotel Portsmouth
Save 100% on your flight
Price was $1,687, price is now $1,199 per person
$1,199
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this 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.
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.
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$164 Roundtrip, found 1 hour ago
$164
Roundtrip
found 1 hour ago
Wed, Apr 15 - Mon, Apr 27
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$182 Roundtrip, found 14 hours ago
$182
Roundtrip
found 14 hours ago
Sat, May 23 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Fri, May 29 - Sun, May 31
CLT
Charlotte-Douglas Intl.
PWM
Portland Intl. Jetport
$252 Roundtrip, found 6 days ago
$252
Roundtrip
found 6 days ago
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