Search Deals onLong Island Vacation Packages
Long Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
River View Resort
per person
Jun 10 - Jun 13
found 1 hour ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
Stay at this motel in Bethel. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Bethel Pathway are located nearby.
Inn By The Sea
Save 100% on your flight
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Madison (MSN) 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.
Grand Beach Inn
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Madison (MSN) to Portland (PWM)
Stay at this 3-star hotel in Old Orchard Beach. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Old Orchard Beach Pier and Old Orchard Beach are located nearby.
Blind Tiger Portland - Danforth Street.
per person
Jun 13 - Jun 15
found 2 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.
Old Orchard Beach Inn
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Madison (MSN) to Portland (PWM)
Stay at this B&B in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Old Orchard Beach Pier and Old Orchard Beach are located nearby.
Kennebunkport Captains Collection
per person
May 28 - Jun 1
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Portland (PWM)
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.
Blind Tiger Portland – Carleton Street
Save 100% on your flight
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Madison (MSN) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
Chebeague Island Inn
per person
Jun 13 - Jun 15
found 2 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
Long Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Long Island 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.
Sat, Apr 19 - Sat, Apr 26
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$89 Roundtrip, found 4 days ago
$89
Roundtrip
found 4 days ago
Wed, May 21 - Tue, May 27
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Wed, May 7 - Wed, May 14
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$132 Roundtrip, found 6 days ago
$132
Roundtrip
found 6 days ago
Tue, May 13 - Tue, May 20
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
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