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

Your Long Island Vacation

Our Long Island vacation packages allow you to create your own adventure. Tailor your getaway to your needs and interests and make the most of your time in this interesting city. A trip to Long Island is a great opportunity to take in the sights. Check out well-known attractions like Seaview Golf & Country Club, Barachois Provincial Park and Dalem Lake Provincial Park. A couple of quick clicks is all it takes to craft your dream Long Island vacation on Expedia.

Top Long Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Clansman Motel

The Clansman Motel

2.5 out of 5
Price was CA $996, price is now CA $961 per person
CA $961
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (YQY)
8.6/10 Excellent! (66 reviews)
Good

Reviewed on Jul 11, 2026

Harbourview Inn, SureStay Collection by Best Western

Harbourview Inn, SureStay Collection by Best Western

2.5 out of 5
Price was CA $1,112, price is now CA $1,025 per person
CA $1,025
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (YQY)
5.8/10 (643 reviews)
Terrible service during breakfast

Reviewed on Jul 12, 2026

Baddeck Inn

Baddeck Inn

3 out of 5
Price was CA $1,480, price is now CA $1,402 per person
CA $1,402
per person
Aug 17 - Aug 21
found 15 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Sydney (YQY)
7.2/10 Good! (96 reviews)
Definitely recommend

Reviewed on Jul 13, 2026

Kelly's View Motel

Kelly's View Motel

2.5 out of 5
Price was CA $1,048, price is now CA $1,000 per person
CA $1,000
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (YQY)
9/10 Wonderful! (810 reviews)
Reasonably priced, clean, great service, close to NL ferry

Reviewed on Jul 12, 2026

Fortress Inn Louisbourg

Fortress Inn Louisbourg

2 out of 5
Price was CA $1,000, price is now CA $964 per person
CA $964
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (YQY)
6.8/10 (600 reviews)
Salle de bain horrible et peinturer pour camoufler de la moississure, couvre lit tâché a l'intérieur. Lieu extérieur plutôt délabré..je n'y retournerai pas..le gars a l'accueil tres sympathique, café gratuit le matin

Reviewed on Jul 10, 2026

Ready to book your vacation to Long Island?

 

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Long Island Hotel Deals

The Simon Hotel Sydney

The Simon Hotel Sydney

3.5 out of 5
380 Esplanade Sydney NS
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Jul 26 to Jul 27
CA $233
CA $274 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (1,238 reviews)
"Lit confortable. Grande chambre. Restaurant très bien. Personnel très aimable. Par contre, air climatisée trop forte dans les corridors - il faisait trop froid."

Reviewed on Jul 12, 2026

The Simon Hotel Sydney
Ceilidh Country Lodge

Ceilidh Country Lodge

2.5 out of 5
369 Shore Road Baddeck NS
The price is CA $175 per night from Jul 15 to Jul 16
CA $175
CA $205 total
Jul 15 - Jul 16
includes taxes & fees
7.8/10 Good! (1,035 reviews)
"Clean and breakfast"

Reviewed on Jul 13, 2026

Ceilidh Country Lodge
Harbourview Inn, SureStay Collection by Best Western

Harbourview Inn, SureStay Collection by Best Western

2.5 out of 5
100 Kings Rd Sydney NS
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Jul 29 to Jul 30
CA $144
CA $169 total
Jul 29 - Jul 30
includes taxes & fees
5.8/10 (667 reviews)
"Terrible service during breakfast"

Reviewed on Jul 12, 2026

Harbourview Inn, SureStay Collection by Best Western
See all 195 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
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Family Vacations
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Stay near popular Long Island attractions

Long Island

Commune with nature and explore the great outdoors at Long Island during your travels in Long Island.
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Frequently asked questions

How much does a Long Island vacation package cost?
Offering great value package deals from CA $961 on Expedia, you'll be pleasantly surprised at how much a vacation to Long Island costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Long Island?
January, February and November are great times to look for cheap Long Island vacation packages. Opting to travel in less busy periods means you can generally find better prices on hotels and flights.
How many days is enough for Long Island?
With a well-planned itinerary, you can easily visit the top Long Island attractions in a few days. But if you'd like to discover hidden spots or take day trips, consider booking your Long Island vacation for longer.
How to find the best Long Island package deals?
Begin your search for a Long Island package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Long Island package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Long Island adventure underway.
Is it cheaper to book a Long Island vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Long Island vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Long Island?
If you've got your Long Island vacation dates locked in, book early to grab some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Long Island?

  1. Choose your travel dates: What you'd like to do in Long Island and your preferred season will help you decide when to travel.
  2. Budget wisely: Besides the price of your hotel, you'll need to factor in other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Long Island.
  3. Decide how long to go away for: Now that you're more familiar with Long Island, you can figure out the ideal length of your break. Create a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the right Long Island vacation package for you.

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.