Search Deals onSouth Portland Vacation Packages
South Portland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites
Save 100% on your flight
Price was $1,325, price is now $859 per person
$859
per person
Jul 5 - Jul 10
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
The Atlas Hotel
Save 100% on your flight
Price was $2,447, price is now $1,471 per person
$1,471
per person
Jun 2 - Jun 8
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Popular attractions Harvard Square and Fenway Park are located nearby.
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $2,101, price is now $1,336 per person
$1,336
per person
Jun 2 - Jun 8
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Langham, Boston
Price was $1,611, price is now $1,055 per person
$1,055
per person
Jul 3 - Jul 6
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 Harbor are located nearby.
The Mansion at Ocean Edge
Save 100% on your flight
Price was $7,076, price is now $4,655 per person
$4,655
per person
Jul 19 - Jul 25
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this luxury hotel in Brewster. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Ocean Edge Golf Club and Linnell Landing Beach are located nearby.
By the Sea Guests Bed & Breakfast & Suites
Save 100% on your flight
Price was $2,396, price is now $1,580 per person
$1,580
per person
Jul 11 - Jul 18
found 9 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Pleasant Road Beach are located nearby.
Nantucket Inn
Save 100% on your flight
Price was $4,846, price is now $3,199 per person
$3,199
per person
Jul 11 - Jul 18
found 9 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Nobadeer Beach and Madequecham Pond are located nearby.
Maverick Suites at 245 Newbury St
Price was $1,824, price is now $1,222 per person
$1,222
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this aparthotel in Boston. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Copley Square and Fenway Park 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, May 9 - Thu, May 21
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Sun, May 17 - Sat, May 23
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Sun, May 17 - Sat, May 23
LGA
LaGuardia
PWM
Portland Intl. Jetport
$161 Roundtrip, found 3 days ago
$161
Roundtrip
found 3 days ago
Wed, May 27 - Sat, May 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
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