Long Island Vacation Packages
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Your Long Island Vacation
Lock in a vacation package to Long Island and wander wherever your adventurous soul leads you. This vibrant destination has much to offer, including its walking trails, views, nature, and much more. Start your trip to Long Island with some time exploring Town of East Hampton visiting popular sights like Napeague State Park and Hither Hills State Park. Town of Southampton is another top city that draws crowds from near and far. Indian Island County Park and Mecox Bay are two of the leading places to see in this destination. Expedia has flights, hotels and everything else you need to help you organize your very own customized Long Island vacation today.
The Latest Long Island Vacation Packages
- JW Marriott Essex House New York
Jan 20 - Jan 23JW Marriott Essex House New York + Flight
Manhattan3 nights4.5 star property8.8/10 - Excellent (1,000 reviews)Roundtrip • Toronto (YTO) - New York (JFK)YTZ - EWR • Nonstop EWR - YTZ • NonstopCA $1,832CA $1,120found 1 day agoper traveller - The St. Regis New York
Jan 15 - Jan 17The St. Regis New York + Flight
Manhattan2 nights5.0 star property9.2/10 - Wonderful (295 reviews)"The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"Reviewed November 6, 2026Roundtrip • Toronto (YTO) - New York (JFK)YYZ - JFK • Nonstop JFK - YYZ • 1 stopCA $2,682CA $1,531found 1 day agoper traveller - Eurostars The Chemists’ Club Hotel
Dec 20 - Dec 24Eurostars The Chemists’ Club Hotel + Flight
Manhattan4 nights4.0 star property9.4/10 - Exceptional (566 reviews)"Large room and very clean overall property! Staff was very friendly and was able to accommodate an early check in (without request)."Reviewed November 8, 2026Roundtrip • Toronto (YTO) - New York (JFK)YTZ - EWR • Nonstop EWR - YTZ • NonstopCA $3,020CA $1,759found 1 day agoper traveller - Ink 48 Hotel
Dec 23 - Dec 28Ink 48 Hotel + Flight
Manhattan5 nights4.5 star property8.4/10 - Very good (1,834 reviews)"Best view and best night."Reviewed November 8, 2026Roundtrip • Hamilton (YHM) - New York (JFK)YHM - LGA • 1 stop LGA - YHM • 1 stopCA $2,593CA $1,647found 1 day agoper traveller - The Kitano Hotel New York
Dec 30 - Jan 3The Kitano Hotel New York + Flight
Manhattan4 nights4.5 star property9.4/10 - Exceptional (2,440 reviews)"I miss the older Japanese amenities such as tea service but its still very nice"Reviewed November 7, 2026Roundtrip • Hamilton (YHM) - New York (JFK)YHM - LGA • 1 stop LGA - YHM • 1 stopCA $2,730CA $1,785found 1 day agoper traveller
Discover the most popular places to visit in Long Island
What to do in Long Island
American Dream: SEA LIFE New Jersey Aquarium
Edge Immersive Observation Deck Ticket
Long Island Hotel Deals
Holiday Inn Express Stony Brook by IHG
Holiday Inn Express Stony Brook by IHG"The room was clean but smelled really musty. Staff lent us an air freshener and opened the window a little bit. It helped a bit but we all wound up with stuffed noses the next morning. We did not request another room because we had just traveled over three hours to get there and had an hour to dress for a wedding that was another 20 minutes away. Staff was pleasant and professional. I was going to give 3 stars but it’s the first time I’ve ever had any issues with HIE. They’re usually dependable."
Hampton Inn Garden City Long Island
Hampton Inn Garden City Long Island"Room was clean. Breakfast was good. Staff was helpful. Didn't like the fact that as a paying guest I also had to pay $12.00 a day for parking"
Wingate by Wyndham Long Island City
Wingate by Wyndham Long Island City
"Nice place. Easy check-in, clean room, and the coffee that I got out of the machine Terminator 2 style wasn't bad actually. I would stay there again for sure."
Home2 Suites by Hilton Long Island Brookhaven
Home2 Suites by Hilton Long Island Brookhaven"Rooms were very clean and spacious. The free breakfast was good and all the staff I interacted with were extremely nice, informative and helpful. There are multiple places to eat right by this location, including a pizzeria and Starbucks and Walmart is also right there which makes picking up any last-minute items super easy. I was in town for a wedding and this was the perfect spot for all the running around I had to do. Would highly recommend to family and friends."
Holiday Inn Long Island-Islip Arpt East by IHG
Holiday Inn Long Island-Islip Arpt East by IHG
Best Western Premier Plainview-Long Island Hotel
Best Western Premier Plainview-Long Island Hotel
Residence Inn by Marriott New York JFK Airport
Residence Inn by Marriott New York JFK AirportFrequently Asked Questions
How much does a Long Island vacation package cost?
Go from wondering to wandering with our Long Island vacation packages, which start from just CA $1,120. Handpick the hotels and flights that suit your travel style. Then, add on some experiences or tours for a one-of-a-kind adventure.
How do I get a cheap travel package to Long Island?
Combine your bookings with Expedia to save on your next exciting adventure. With more than 550 partner airlines and 1,000,000 hotels throughout the world, your Long Island vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in one or more fun tours and experiences? It's an easy way to unlock even more savings. Your dream getaway to Long Island is closer than you thought!
How far in advance should I book my Long Island vacation?
Smart travelers will likely want to reserve their seats as early as possible. You can usually start comparing international airfares on Expedia up to a year before your intended flight. If you're late to book, there's no need to worry. Cheap prices sometimes occur just weeks prior to departure.
What does an Expedia Long Island travel package include?
Choose from any combination of rental cars, hotels and flights. Once you've made your booking, you can add tours and experiences. Want to pick your fare class? That's easily done too. The choice is yours when it comes to crafting your perfect Long Island trip.
What should I know before booking a Long Island travel package?
Find deals that fit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You'll save loads just by bundling your bookings. Whether you're embarking on a winter snow adventure or getting some sun on a warm beach, your dream getaway is only a few clicks away.
Can I choose my airline with a Long Island Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Long Island vacation package?
Whether it's your hotel, flight or rental car, you can cancel or alter it. Locked in your Long Island vacation package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may incur a fee from your airline, hotel or car rental company. For further information, check out our Customer Service Portal. We'll help you every step of the way.