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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.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,055, price is now $707 per person
$707
per person
May 14 - May 18
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.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $3,123, price is now $1,917 per person
$1,917
per person
May 14 - May 18
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 Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Price was $1,956, price is now $1,267 per person
$1,267
per person
Jun 14 - Jun 20
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Save 100% on your flight
Price was $1,143, price is now $744 per person
$744
per person
Jun 21 - Jun 27
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this golf hotel in Danvers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Water Park of New England and Glen Magna Farms are located nearby.
Summer House Hotel

Summer House Hotel

2 out of 5
Save 100% on your flight
Price was $2,233, price is now $1,484 per person
$1,484
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this beach hotel in Nantucket. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Willfield and Siasconet Beach are located nearby.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Price was $2,995, price is now $1,991 per person
$1,991
per person
Jun 14 - Jun 20
found 18 hours 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 McKernan Inn

The McKernan Inn

3 out of 5
Price was $1,649, price is now $1,119 per person
$1,119
per person
Jun 21 - Jun 26
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thompson's Point and Fort Preble are located nearby.
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Save 100% on your flight
Price was $1,119, price is now $761 per person
$761
per person
Jun 21 - Jun 27
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this family-friendly hotel in Plymouth. Enjoy free parking, free water park access, and a 24-hour fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Plymouth Memorial Hall and Pilgrim Memorial Hall Museum are located nearby.

South Portland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Boston - Woburn/ Burlington

Red Roof Inn PLUS+ Boston - Woburn/ Burlington

2.5 out of 5
Price was $715, price is now $434 per person
$434
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was $1,990, price is now $715 per person
$715
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was $1,455, price is now $812 per person
$812
per person
May 9 - May 12
found 2 hours 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 $3,123, price is now $1,917 per person
$1,917
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

South Portland Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Save 100% on your flight
Price was $1,143, price is now $744 per person
$744
per person
Jun 21 - Jun 27
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was $2,507, price is now $1,035 per person
$1,035
per person
Jun 6 - Jun 11
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was $1,956, price is now $1,267 per person
$1,267
per person
Jun 14 - Jun 20
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Summer House Hotel

Summer House Hotel

2 out of 5
Save 100% on your flight
Price was $2,233, price is now $1,484 per person
$1,484
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)

Top Flight Deals

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

United
Tue, Jun 16 - Wed, Jun 17
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$157 Roundtrip, found 5 hours ago
$157
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Jun 16 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Wed, Jun 17, priced at $157 found 5 hours ago
Breeze Airways
Fri, May 29 - Sat, May 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$185 Roundtrip, found 6 hours ago
$185
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, May 29 from Orlando Intl. to Portland Intl. Jetport, returning Sat, May 30, priced at $185 found 6 hours ago
American Airlines
Mon, May 18 - Wed, May 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$223 Roundtrip, found 1 day ago
$223
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, May 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, May 27, priced at $223 found 1 day ago
American Airlines
Wed, May 27 - Tue, Jun 9
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 27 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Jun 9, priced at $264 found 1 day ago