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South Portland Vacation Packages

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South Portland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $509, price is now $329 per person
$329
per person
Mar 20 - Mar 23
found 15 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Book a stay at this 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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Save 100% on your flight
Price was $964, price is now $633 per person
$633
per person
Apr 24 - Apr 27
found 24 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Save 100% on your flight
Price was $669, price is now $441 per person
$441
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $1,907, price is now $1,266 per person
$1,266
per person
Apr 24 - Apr 27
found 24 hours ago
Roundtrip flight included
Raleigh (RDU) 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.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Save 100% on your flight
Price was $672, price is now $447 per person
$447
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
enVision Hotel Boston Everett

enVision Hotel Boston Everett

2 out of 5
Save 100% on your flight
Price was $532, price is now $362 per person
$362
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Book a stay at this business-friendly hotel in Everett. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions TD Garden and New England Aquarium are located nearby.
Found Hotel Boston Common

Found Hotel Boston Common

2.5 out of 5
Price was $712, price is now $487 per person
$487
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
The Arcadian Hotel

The Arcadian Hotel

3.5 out of 5
Price was $543, price is now $386 per person
$386
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.

South Portland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $509, price is now $329 per person
$329
per person
Mar 20 - Mar 23
found 15 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $964, price is now $633 per person
$633
per person
Apr 24 - Apr 27
found 24 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $669, price is now $441 per person
$441
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,907, price is now $1,266 per person
$1,266
per person
Apr 24 - Apr 27
found 24 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)

South Portland Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was $545, price is now $423 per person
$423
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Cambria Hotel Boston Somerville

Cambria Hotel Boston Somerville

3 out of 5
Spring Hill
Price was $688, price is now $490 per person
$490
per person
Mar 15 - Mar 20
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,581, price is now $1,874 per person
$1,874
per person
Mar 7 - Mar 12
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
enVision Hotel Boston Everett

enVision Hotel Boston Everett

2 out of 5
Price was $636, price is now $500 per person
$500
per person
Mar 15 - Mar 20
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Top Flight Deals

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

American Airlines
Wed, May 27 - Fri, Jun 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$173 Roundtrip, found 12 hours ago
$173
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Jun 5, priced at $173 found 12 hours ago
Delta
Fri, Mar 6 - Wed, Mar 11
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$209 Roundtrip, found 5 days ago
$209
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Mar 6 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Mar 11, priced at $209 found 5 days ago
Breeze Airways
Mon, May 18 - Wed, May 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, May 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, May 27, priced at $214 found 3 days ago
Bargain Flight
Wed, May 27 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$238 Roundtrip, found 3 days ago
$238
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Wed, May 27 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Wed, Jun 3, priced at $238 found 3 days ago