Search Deals onSouthport Vacation Packages
Southport Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Kennebunk Inn
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this hotel in Kennebunk. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
Cliff House Maine
Save 100% on your flight
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.
Chebeague Island Inn
Save 100% on your flight
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Portland (PWM)
Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.
Ogunquit River Inn & Suites
Save 100% on your flight
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
InnSeason Resorts The Falls at Ogunquit
Save 100% on your flight
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this motel in Ogunquit. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
Nonantum Resort
Save 100% on your flight
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this 3.5-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
Inn By The Sea
Save 100% on your flight
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 4-star luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
The Freeport Hotel, Ascend Hotel Collection
Save 100% on your flight
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Book a stay at this business-friendly motel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions LL Bean Flagship Store and Bradbury Mountain State Park are located nearby.
Southport Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Southport 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.
Sun, Oct 12 - Sun, Oct 19
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago
Mon, Aug 25 - Thu, Aug 28
LGA
LaGuardia
PWM
Portland Intl. Jetport
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Mon, Aug 25 - Thu, Aug 28
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$149 Roundtrip, found 8 hours ago
$149
Roundtrip
found 8 hours ago
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