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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.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Save 100% on your flight
Price was $891, price is now $571 per person
$571
per person
Jul 24 - Jul 27
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.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,182, price is now $803 per person
$803
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop 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 Moody Beach and Ogunquit Beach are located nearby.
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $2,121, price is now $1,448 per person
$1,448
per person
Jun 19 - Jun 22
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 Faneuil Hall Marketplace and New England Aquarium are located nearby.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,516, price is now $1,742 per person
$1,742
per person
Jul 8 - Jul 12
found 1 day 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.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $1,046, price is now $727 per person
$727
per person
Jun 24 - Jun 27
found 1 day ago
Roundtrip 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.
Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston

2.5 out of 5
Save 100% on your flight
Price was $1,996, price is now $1,395 per person
$1,395
per person
Jun 26 - Jul 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this aparthotel in Everett. Enjoy free WiFi, free parking, and air conditioning. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
The Groton Inn

The Groton Inn

3.5 out of 5
Save 100% on your flight
Price was $1,364, price is now $954 per person
$954
per person
Jul 1 - Jul 7
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Boston (BOS)
Book a stay at this business-friendly hotel in Groton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Legion Field and Nashoba Paddler are located nearby.
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was $4,066, price is now $2,862 per person
$2,862
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this beach guesthouse in East Wareham. Enjoy free WiFi, a private beach, and free bicycles on site. Popular attractions Onset Bay Center - Buzzards Bay Coalition and Onset Beach are located nearby.

South Portland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $891, price is now $571 per person
$571
per person
Jul 24 - Jul 27
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 $1,816, price is now $1,132 per person
$1,132
per person
Aug 6 - Aug 9
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,318, price is now $879 per person
$879
per person
Aug 6 - Aug 9
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,182, price is now $803 per person
$803
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)

South Portland Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
All Seasons Inn & Suites Smithfield Providence

All Seasons Inn & Suites Smithfield Providence

2.5 out of 5
Save 100% on your flight
Price was $1,407, price is now $897 per person
$897
per person
Aug 1 - Aug 8
found 19 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was $3,492, price is now $2,364 per person
$2,364
per person
Jun 23 - Jun 30
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $1,766, price is now $1,215 per person
$1,215
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $3,611, price is now $2,495 per person
$2,495
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Portland (PWM)

Top Flight Deals

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

JetBlue Airways
Wed, Jun 3 - Thu, Jun 11
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$186 Roundtrip, found 2 hours ago
$186
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Jun 3 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Thu, Jun 11, priced at $186 found 2 hours ago
Breeze Airways
Wed, Aug 19 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Aug 19 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $190 found 1 day ago
United
Sat, Jun 6 - Tue, Jun 9
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$192 Roundtrip, found 18 hours ago
$192
Roundtrip
found 18 hours ago
Select United flight, departing Sat, Jun 6 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Tue, Jun 9, priced at $192 found 18 hours ago
American Airlines
Tue, Jun 9 - Tue, Jun 9
LGA
LaGuardia
PWM
Portland Intl. Jetport
$222 Roundtrip, found 5 days ago
$222
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jun 9 from LaGuardia to Portland Intl. Jetport, returning Tue, Jun 9, priced at $222 found 5 days ago