Long Island Vacations from $617
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Long Island Vacation
An easy way to experience this vibrant city is with a custom-made Long Island vacation package. Stay in the neighborhood of Parkside, which is great for festivals, markets and walking or choose someplace else — our packages are all about you. Sand Beach, Fifth Maine Museum and Little Diamond Island are just some of the sights worth visiting during your trip to Long Island. Whoever you're going away with and whatever your bank balance, your dream Long Island vacation is just a few clicks away with Expedia.
The Latest Long Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Saco Bay Hotel
Price was $796, price is now $617 per person
$617
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
7.6/10 Good! (1,082 reviews)
It was great but there were no blinds only sheer and I couldn't sleep from the light coming in
Reviewed on Jun 30, 2026
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $2,541, price is now $1,700 per person
$1,700
per person
Sep 21 - Sep 25
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (185 reviews)
We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again.
Reviewed on Jun 26, 2026
The Meadowmere Resort
Save 100% on your flight
Price was $1,199, price is now $816 per person
$816
per person
Sep 6 - Sep 11
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
8.6/10 Excellent! (1,003 reviews)
This place was amazing. Clean new rooms and very comfortable beds
Reviewed on Jun 23, 2026
Ogunquit River Inn & Suites
Moody
Price was $1,063, price is now $781 per person
$781
per person
Jul 31 - Aug 2
found 13 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9/10 Wonderful! (1,017 reviews)
Room was spotless, staff is friendly and breakfast had lots of options. Convenient location between Wells and Ogunquit. Would stay here again.
Reviewed on Jun 30, 2026
Inn at Diamond Cove
Price was $1,386, price is now $1,046 per person
$1,046
per person
Aug 20 - Aug 23
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
8.8/10 Excellent! (196 reviews)
We had a really wonderful visit at the Inn at Diamond Cove. It was a special adventure and the staff tried to work with us to help us enjoy our visit after arriving very late at night for a one night /one day stay. We knew nothing about the inn or the island's history so it was a leap of faith and well worth it.
Reviewed on Jun 29, 2026
Don't see what you're looking for?
See all available trips from Columbus to Long Island
View all tripsLong Island Hotel Deals
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $165 total per night from Jul 5 to Jul 6
$165 total
Jul 5 - Jul 6
Total with taxes and fees
8.6/10 Excellent! (2,177 reviews)
"Floor was dirty in room. Littered with broken off chunks of a chocolate bar along with orange peels lining the wall between the bed and wall"
Reviewed on Jun 30, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$349 nightly
The price is $386 total per night from Jul 5 to Jul 6
$386 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,775 reviews)
"Clean room but the room wasn't well cleaned during the stay. They picked up towels but I noticed trash on the floor. The 35 facility fee is a joke. Not much to use for 35. If you have breakfast or drinks then the fee is waved. Air conditioning wasn't working. Never got below 74 degrees F in room ..."
Reviewed on Jun 29, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $294 total per night from Jul 5 to Jul 6
$294 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,254 reviews)
"We didn’t use much but the place and people were very nice. I would stay there again."
Reviewed on Jul 1, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find the Best Long Island Vacation Packages
Long Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Population | 210 |
Max Temp Winter | 30ºF |
Max Temp Summer | 70ºF |
Top Sights | State Theatre, Higgins Beach and East End Beach |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
- Kennebunkport Hotels
- Oceanfront Hotels in Old Orchard Beach
- Brunswick Hotels
- Oceanfront Hotels in Portland
- Old Port Hotels
- Downtown Portland Hotels
- Freeport Hotels
- Wells Hotels
- Hotels near Portland Intl. Jetport
- Scarborough Hotels
- Pet-Friendly Hotels in Portland
- Cheap Hotels in Portland
- South Portland Hotels
- Ogunquit Hotels
- B&B in Portland
- Hotels with Free Airport Shuttle in Portland
- Cape Elizabeth Hotels
- Motels in Portland
- Falmouth Hotels
- Old Orchard Beach Hotels
- Portland Hotels
- Flights from Atlanta (ATL) to Portland (PWM)
- Flights from Raleigh (RDU) to Portland (PWM)
- Flights from New York (LGA) to Portland (PWM)
- Flights from Salt Lake City (SLC) to Portland (PWM)
- Flights from Portland Intl. Jetport
- Flights from Chicago (ORD) to Portland (PWM)
- Flights from Los Angeles (LAX) to Portland (PWM)
- Flights from New York (NYC) to Portland (PWM)
- Flights from San Francisco (SFO) to Portland (PWM)
- Flights from Hartford (BDL) to Portland (PWM)
- Flights from New York (JFK) to Portland (PWM)
- Flights from Cleveland (CLE) to Portland (PWM)
- Flights from Houston (IAH) to Portland (PWM)
- Flights from Detroit (DTW) to Portland (PWM)
- Flights from Dallas (DFW) to Portland (PWM)
- Flights from Washington (DCA) to Portland (PWM)
- Flights from Boston (BOS) to Portland (PWM)
- Flights from Minneapolis (MSP) to Portland (PWM)
- Flights from Philadelphia (PHL) to Portland (PWM)
- Flights to Portland
- Flights from Newark Liberty Intl. Airport (EWR) to Portland (PWM)
- Flights from Indianapolis (IND) to Portland (PWM)
- Flights from Pittsburgh (PIT) to Portland (PWM)
- Flights from Nashville (BNA) to Portland (PWM)
- Flights from St. Louis (STL) to Portland (PWM)
- Flights from Denver (DEN) to Portland (PWM)
- Flights from Jacksonville (JAX) to Portland (PWM)
- Flights from Seattle (SEA) to Portland (PWM)
- Flights from Washington (IAD) to Portland (PWM)
- Flights from Baltimore (BWI) to Portland (PWM)
- Flights from Orlando (MCO) to Portland (PWM)
- Flights from Tampa (TPA) to Portland (PWM)
- Flights from Phoenix (PHX) to Portland (PWM)
- Flights from Columbus (CMH) to Portland (PWM)
- Flights from Cincinnati (CVG) to Portland (PWM)
- Flights from Tucson (TUS) to Portland (PWM)
- Flights from Austin (AUS) to Portland (PWM)
- Flights from Charlotte (CLT) to Portland (PWM)
- Flights from Miami (MIA) to Portland (PWM)
- Flights from Portland (PDX) to Portland (PWM)
- Flights from Fort Lauderdale (FLL) to Portland (PWM)
- Flights from Richmond (RIC) to Portland (PWM)
- Victoria Mansion
- Visit Portland
- Maine College of Art
- East End Beach
- Mackworth Island State Park
- Merrill Auditorium
- Casco Bay Lines Ferry Terminal
- Goddard Mansion
- Visit Bailey Island
- Spring Point Ledge Lighthouse
- Ll Bean Flagship Store
- Wadsworth-Longfellow House
- Eastern Promenade
- Portland Head Light
- Southern Maine Community College
- Quarry Run Dog Park
- Two Lights State Park
- Fort Williams Park
- Higgins Beach
- Maine Jewish Museum
- South Portland Vacations
- State Theatre
- Umbrella Cover Museum
- Fort Preble
- Charles Q. Clapp House
- Visit Old Port
- Maine Sports Hall of Fame
- Peaks Island Vacations
- International Cryptozoology Museum
- Portland Museum of Art
- Downtown Portland Vacations
- Bug Light
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
