Long Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, 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.
Super 8 by Wyndham Tilton/Lake Winnipesaukee

Super 8 by Wyndham Tilton/Lake Winnipesaukee

2 out of 5
per person
Oct 7 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
7.4/10 Good! (1,002 reviews)
Get what ypu pay for

Reviewed on Aug. 11, 2025

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
per person
Oct 7 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
9/10 Wonderful! (132 reviews)
Perfect place for a family vacation in New Hampshire

Reviewed on Aug. 8, 2025

The Lake Estate on Winnisquam

The Lake Estate on Winnisquam

2 out of 5
per person
Oct 7 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
No reviews
Private Lakefront - Luxury Log House

Private Lakefront - Luxury Log House

2 out of 5
per person
Oct 7 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
No reviews
Cozy Stay w Fireplace Near Gunstock Laconia

Cozy Stay w Fireplace Near Gunstock Laconia

2 out of 5
per person
Oct 7 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
No reviews

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Long Island Hotel Deals

Stunning lakefront gem with full water view, beach access & dock

Stunning lakefront gem with full water view, beach access & dock

Moultonborough
10/10 Exceptional! (3 reviews)
"Beautiful. Fantastic view and access to the lake. Wonderful brook running near the cottage. Cottage was delightful."

Reviewed on Jun. 16, 2025

Get rates
Stunning lakefront gem with full water view, beach access & dock
Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

3 out of 5
281 Daniel Webster Hwy, Meredith, NH
The price is CA $167 per night from Sep 4 to Sep 5
CA $167
CA $240 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (782 reviews)
"Fabulous stay, clean and luxurious rooms, great amenities, pool, beach, spa and more."

Reviewed on Aug. 15, 2025

Mill Falls Resort Collection at the Lake
The Common Man Inn & Spa

The Common Man Inn & Spa

4 out of 5
231 Main St, Plymouth, NH
The price is CA $167 per night from Sep 2 to Sep 3
CA $167
CA $181 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (348 reviews)
"Great place and nice people to work with."

Reviewed on Aug. 7, 2025

The Common Man Inn & Spa
See all 1,892 properties in Long Island
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.
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Discover the most popular places to visit in Long Island

Old Country Store and Museum

You can spend time studying the exhibits at Old Country Store and Museum during your trip to Moultonborough. Wander the lakeside and beautiful beaches in the area.

Old Country Store and Museum

Frequently asked questions

How much does a Long Island vacation package cost?
From as little as CA $1,258. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.