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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 Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was $989, price is now $645 per person
$645
per person
Aug 5 - Aug 8
found 1 day 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 Burlington Mall and Minute Man National Historical Park are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Price was $1,711, price is now $988 per person
$988
per person
Aug 29 - Sep 1
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 Harbor are located nearby.
The Charles Hotel

The Charles Hotel

4 out of 5
Price was $2,119, price is now $1,286 per person
$1,286
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Save 100% on your flight
Price was $3,636, price is now $2,270 per person
$2,270
per person
Aug 29 - Sep 4
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 full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,065, price is now $675 per person
$675
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Silver Beach and Southwest Beach are located nearby.
The Highliner Hotel

The Highliner Hotel

2 out of 5
Save 100% on your flight
Price was $3,023, price is now $1,928 per person
$1,928
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Boston (BOS)
Stay at this hotel in Gloucester. Enjoy free WiFi, concierge services, and housekeeping. Popular attractions Good Harbor Beach and Wingaersheek Beach are located nearby.
Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
Save 100% on your flight
Price was $1,277, price is now $835 per person
$835
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hostel in Boston. Enjoy free WiFi, a snack bar/deli, and housekeeping. Popular attractions TD Garden and Boston Harbor 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 $3,513, price is now $2,304 per person
$2,304
per person
Sep 5 - Sep 8
found 3 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was $989, price is now $645 per person
$645
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $1,711, price is now $988 per person
$988
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,065, price is now $675 per person
$675
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Save 100% on your flight
Price was $1,277, price is now $835 per person
$835
per person
Jul 30 - Aug 2
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.
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
MIT
Save 100% on your flight
Price was $1,603, price is now $951 per person
$951
per person
Sep 17 - Sep 24
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $3,246, price is now $1,808 per person
$1,808
per person
Aug 8 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was $2,119, price is now $1,286 per person
$1,286
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $4,576, price is now $2,823 per person
$2,823
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)

Top Flight Deals

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

United
Tue, Sep 8 - Sat, Sep 12
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$165 Roundtrip, found 1 hour ago
$165
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Sep 8 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Sat, Sep 12, priced at $165 found 1 hour ago
JetBlue Airways
Sat, Aug 15 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Aug 27, priced at $197 found 3 days ago
Breeze Airways
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$211 Roundtrip, found 14 hours ago
$211
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Mon, Aug 17 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $211 found 14 hours ago
Bargain Flight
Tue, Jul 7 - Fri, Jul 10
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$250 Roundtrip, found 16 hours ago
$250
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Tue, Jul 7 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Fri, Jul 10, priced at $250 found 16 hours ago