Search Deals onLong Island Vacation Packages
Long Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Save 100% on your flight
Price was $408, price is now $282 per person
$282
per person
Feb 5 - Feb 8
found 9 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Fore Street Gallery are located nearby.
Spinneys Guesthouse & Beach Cottages
Price was $635, price is now $520 per person
$520
per person
Jan 25 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this beach guesthouse in Phippsburg. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Popham Beach and Fort Popham State Historic Site are located nearby.
The Docent’s Collection – Thompson Block
Price was $786, price is now $648 per person
$648
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Sports Hall of Fame and Cathedral of the Immaculate Conception are located nearby.
The Westin Portland Harborview
Price was $755, price is now $633 per person
$633
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Portland Stage are located nearby.
Inn By The Sea
Price was $903, price is now $770 per person
$770
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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.
Kennebunkport Captains Collection
Price was $873, price is now $753 per person
$753
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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 Dock Square and Kennebunkport Village Green are located nearby.
Blind Tiger Portland - Danforth Street.
Price was $862, price is now $744 per person
$744
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Victoria Mansion and Portland Club are located nearby.
The Kennebunk Inn
Price was $700, price is now $620 per person
$620
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 Kennebunk Free Library 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.
Thu, Jan 8 - Wed, Jan 14
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$184 Roundtrip, found 20 hours ago
$184
Roundtrip
found 20 hours ago
Wed, May 27 - Thu, May 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$187 Roundtrip, found 16 hours ago
$187
Roundtrip
found 16 hours ago
Wed, Jan 21 - Wed, Jan 21
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Fri, Feb 6 - Sun, Feb 8
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$258 Roundtrip, found 1 day ago
$258
Roundtrip
found 1 day ago
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