Long Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    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.
Holiday Inn Express & Suites Merrimack – Nashua by IHG

Holiday Inn Express & Suites Merrimack – Nashua by IHG

2.5 out of 5
Price was CA $661, price is now CA $643 per person
CA $643
per person
Dec 4 - Dec 7
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
Great staff and very clean hotel.

Reviewed on Oct 27, 2026

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 out of 5
Price was CA $1,047, price is now CA $918 per person
CA $918
per person
Dec 4 - Dec 7
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Manchester (MHT)
9.2/10 Wonderful! (480 reviews)

Inn at Clearwater Pond (Quechee)

Inn at Clearwater Pond (Quechee)

3.5 out of 5
Price was CA $1,288, price is now CA $1,217 per person
CA $1,217
per person
Dec 18 - Dec 22
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
9.4/10 Exceptional! (61 reviews)
We loved this 200-year-old farmhouse. Tina was friendly and helpful. She literally provides everything you could possibly need. The location is perfect as it's close to so many attractions. The entire house is beautifully decorated, and the ample grounds are prefect for walking and viewing the beautiful sunsets! Will definitely be going back here again!

Reviewed on Oct 24, 2026

The Grand at Bedford Village Inn

The Grand at Bedford Village Inn

5 out of 5
Price was CA $1,577, price is now CA $1,528 per person
CA $1,528
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
9.6/10 Exceptional! (401 reviews)

Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

2.5 out of 5
Price was CA $1,226, price is now CA $1,203 per person
CA $1,203
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Manchester (MHT)
8.6/10 Excellent! (1,005 reviews)
Friendly staff, nice room and bathroom. Good breakfast. Parking was limited or difficult to find a space in the evening.

Reviewed on Oct 26, 2026

Ready to book your vacation to Long Island?

 

Choose your dates

Long Island Hotel Deals

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 $225 per night from Nov 3 to Nov 4
CA $225
CA $304 total
Nov 3 - Nov 4
includes taxes & fees
8.4/10 Very good! (1,009 reviews)
"Beautiful place and location. Enjoyed dinner at two different restaurants on the property and both were delicious. Loved the path and boardwalk with the sculptures through the property and along the waterfront. Very clean room and nice views out the window."

Reviewed on Oct 28, 2026

Mill Falls Resort Collection at the Lake
Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Nov 5 to Nov 6
CA $142
CA $154 total
Nov 5 - Nov 6
includes taxes & fees
Best Western Plus Landmark Inn
Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

2.5 out of 5
17 Harris Shore Road Gilford NH
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Nov 1 to Nov 2
CA $175
CA $189 total
Nov 1 - Nov 2
includes taxes & fees
Fireside Inn & Suites Gilford
See all 1,998 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Long Island vacation package cost?
From as little as CA $643. 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.