Long Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Top Long Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Green Trails Inn
CA $1,369
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Lebanon (LEB)
10/10 Exceptional! (18 reviews)
We thoroughly enjoyed our 3 night stay at Green Trails. The room was fantastic and very comfortable. Our made to order breakfasts every morning were a wonderful way to start the day. The onsite pub is both a warm and friendly place to end the day and the food and drinks were top notch. Definitely recommend to anyone planning to stay in the area. Cheers!!
Reviewed on Oct 15, 2026
Exeter Inn
CA $1,240
per person
Dec 24 - Dec 28
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Manchester (MHT)
9/10 Wonderful! (1,008 reviews)
This is a beautiful, old inn. It’s a comfortable and relaxing place to stay. The staff are very friendly and accommodating. Breakfast is great!
Love staying here when I come to Exeter
Reviewed on Oct 21, 2026
Ready to book your vacation to Long Island?
Long Island Hotel Deals
Mill Falls Resort Collection at the Lake
281 Daniel Webster Hwy Meredith NH
CA $226
CA $306 total
Nov 4 - Nov 5
includes taxes & fees
8.4/10 Very good! (1,014 reviews)
"Beautiful setting !!! Great lake view. unfortunately, (we imagine because this was the the end of the fall season) our balcony and windows were covered with spider webs, spiders and other bugs, so we did not use the balcony or have a clear view out of our window. The updated decor of the room was ..."
Reviewed on Oct 21, 2026
Best Western Plus Landmark Inn
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
CA $142
CA $154 total
Nov 4 - Nov 5
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"IN OUR ROOM THE CURTAINS WERE SHREDDED. A HOLE WAS KICKED IN THE BATHROOM DOOR. WOULD SKIP THIS HOTEL NEXT TIME."
Reviewed on Oct 21, 2026
Fireside Inn & Suites Gilford
17 Harris Shore Road Gilford NH
Fully refundableReserve now, pay when you stay
CA $171
CA $185 total
Nov 8 - Nov 9
includes taxes & fees
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.
Frequently asked questions
How much does a Long Island vacation package cost?
From as little as CA $1,236. Yes, you read that correctly. Our Long Island packages are a simple way to make your budget last longer. Bundle your preferred hotels, flights and rental car and get out and see this destination your way.
How do I get a cheap travel package to Long Island?
Lock in flights that fit your schedule, add a hotel to your booking and watch the savings rack up with a Long Island vacation package. It's as easy as that! From flights and hotels to rental cars and activities, Expedia is where your cheap getaway begins. And with over 550 partner airlines and 1,000,000 properties globally to select from, you won't be short of choice.
How far in advance should I book my Long Island vacation?
Reserving your flights early with Expedia means one less thing to worry about. Most carriers advertise prices up to 12 months prior to departure dates. This is generally the cheapest time to book. If circumstances have left you booking late, low prices to Long Island will sometimes occur just a few weeks before departure.
What does an Expedia Long Island travel package include?
That depends on what you're looking for. If you're traveling solo, you might decide to combine flights and hotels. Bringing the entire family to Long Island? A travel package that includes hotels, rental cars and flights might suit you better. Expedia gives you the flexibility to build your own travel package.
What should I know before booking a Long Island travel package?
When you book your hotels, flights and car rentals together, you'll pick up awesome discounts. Whether you're organizing an island getaway in a villa or prefer to stay in a comfortable hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Long Island Expedia vacation package?
Yes, you sure can. We offer more than 550 partner airlines across the globe, so pick the carrier that matches your budget and traveling style.
If I'm not able to travel, can I cancel my Long Island vacation package?
It's hard to predict what tomorrow might bring, so it's good to know that you can cancel or change your Long Island vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for further details.
Explore a world of travel with Expedia
- Motels in Bear Island
- Cottages in Long Island
- 4bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK
- Center Harbor Inn
- Cabin Rentals in Mirror Lake
- Laconia Hotels
- The Wolfeboro Inn
- Lodges in Melvin Village
- Marriott Hotels & Resorts in Mirror Lake
- Lake Wentworth Inn
- B&B in Rattlesnake Island
- Resorts in Whortleberry Island
- Rv Parks in Long Island
- North Conway Hotels
- Farmstay in Little Bear Island
- Cheap Hotels in Gilford
- Charming lakefront cabin with private dock
- Hotels near Bank of New Hampshire Pavilion at Meadowbrook
- Glendale Hotels
- Hotels near Lake Winnipesaukee
- Cozy cottage near Lake Kanasatka with kayaks
- Resorts in Bear Island
- Sunset Veranda with peekaboo views of Winnipesaukee!
- Hotels near Castle in the Clouds
- Kids secret room
- Meredith Hotels
- Cabin Rentals in Melvin Village
- Charming Historic Lake's Region Retreat
- Moultonborough Hotels
- Waterfront Lake Winnipesaukee Luxury Family House with Private Water
- Hotels with Hot Tubs in Wolfeboro
- The Oliver Lodge
- Lodges in Governors Island
- Lake Hotels in Weirs Beach
- Gunstock Inn & Suites
- Lake Wentworth
- Cabin Rentals in Moultonborough
- Pet-Friendly Hotels in Moultonborough
- B&B in Mirror Lake
- Cottages in Meredith
- Misty Harbor Resort
- Cabin Rentals in Bear Island
- Mill Falls Resort Collection at the Lake
- Fireside Inn & Suites Gilford
- Beach Hotel Hotels in Gilford
- Wolfeboro Hotels
- Rv Parks in Mirror Lake
- 2 BR + Loft Gilford Cottage on Winnipesaukee w/ Deep Water Boat Slip & Beach.
- Weirs Beach Hotels
- Cottages in Lakes Region
- Gilford Hotels
- Hotels near Gunstock Mountain Resort
- Hotels near Winnipesaukee Scenic Railroad
- Flights to Gilford
- Flights from Toronto (YYZ) to Lebanon (LEB)
- Flights from Bangor (BGR) to Laconia (LCI)
- Flights to Wolfeboro
- Flights from Toronto (YYZ) to Laconia (LCI)
- Flights to Meredith
- Flights from Raleigh (RDU) to Laconia (LCI)
- Flights to Mirror Lake
- Flights to Long Island
- Flights to Rattlesnake Island
- Center of New Hampshire Expo Center
- Hampton Beach
- Mount Washington State Park
- Franconia Notch State Park
- Cranmore Mountain Resort
- Visit Laconia
- Story Land
- Visit Melvin Village
- Mt. Washington Auto Road
- Visit Mark Island
- Mount Washington Cog Railway
- Lisbon Vacations
- North Conway Vacations
- Laconia Vacations
- Cannon Mountain Ski Area
- New Hampshire Vacations
- Bow Vacations
- Mwv Children's Museum
- Cathedral Ledge Lookout
- Visit Meredith Sculpture Walk
- Barrington Vacations
- Sugar Hill Vacations
- New Hampshire International Speedway
- Dartmouth College
- Visit Jolly Island
- Kahuna Laguna
- Northway Plaza Shopping Center
- The Flying Monkey Movie House and Performance Center
- Lake Winnipesaukee
- Gunstock Mountain Resort
- Greenland Vacations
- Portsmouth Vacations
- Warner Vacations
- Lost River Gorge and Boulder Caves
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
