Long Island Vacation Packages

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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.
Fair Isle Motel

Fair Isle Motel

2.5 out of 5
Price was CA $834, price is now CA $730 per person
CA $730
per person
Sep 26 - Sep 30
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Sydney (YQY)
9.2/10 Wonderful! (679 reviews)
Nice, clean and quiet place for the family to stay overnight. Easy check-in and free parking.

Reviewed on Aug. 20, 2025

Travelodge by Wyndham Sydney

Travelodge by Wyndham Sydney

2 out of 5
Price was CA $1,202, price is now CA $943 per person
CA $943
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (YQY)
6.8/10 (1,625 reviews)
Staff were helpful and friendly. Beds, pillows and temperature control were good. Breakfast was tasty. The hotel could use some updating for sure, but we slept well and enjoyed our stay.

Reviewed on Aug. 27, 2025

Travels Inn Victoria County

Travels Inn Victoria County

2.5 out of 5
Price was CA $1,046, price is now CA $908 per person
CA $908
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (YQY)
7.4/10 Good! (335 reviews)
Convenient location for the Cabot Trail and Baddet. You might asked for a renovated room rather than Mountain or water view. The grounds are not well kept. Evidence of ongoing/unfinished projects

Reviewed on Aug. 26, 2025

Harbourview Inn & Suites

Harbourview Inn & Suites

2.5 out of 5
Price was CA $1,247, price is now CA $1,090 per person
CA $1,090
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (YQY)
5.8/10 (502 reviews)
Very clean and friendly staff

Reviewed on Aug. 27, 2025

The Simon Hotel Sydney

The Simon Hotel Sydney

3.5 out of 5
Price was CA $1,506, price is now CA $1,339 per person
CA $1,339
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (YQY)
9.2/10 Wonderful! (1,017 reviews)
Beautiful property on the water, clean, very modern/updated, amazing staff, easy check-in, wonderful room, convenient distance to shopping and dining! The room view was spectacular - the sunset was a sight to behold from the 7th floor. Sunset boardwalk is a must!! This hotel is definitely on our top 5 fav list! We will definitely be back!

Reviewed on Aug. 27, 2025

Ready to book your vacation to Long Island?

 

Choose your dates

Long Island Hotel Deals

Travelodge by Wyndham Sydney

Travelodge by Wyndham Sydney

2 out of 5
480 Kings Road, Sydney, NS
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Sep 6 to Sep 7
CA $161
CA $189 total
Sep 6 - Sep 7
includes taxes & fees
Travelodge by Wyndham Sydney
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 $184 per night from Sep 2 to Sep 3
CA $184
CA $217 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (1,013 reviews)
Great stay at Simon.
"Excellent hotel. Location is ideal. Waterfront. Modern clean suites with good amenities. Gym was good. Staff friendly. Elevator is super fast ! :) Restaurant on site looked good."

Reviewed on Aug. 25, 2025

The Simon Hotel Sydney
Park Inn by Radisson, Sydney

Park Inn by Radisson, Sydney

2.5 out of 5
560 Kings Rd, Sydney, NS
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Sep 1 to Sep 2
CA $123
CA $145 total
Sep 1 - Sep 2
includes taxes & fees
Park Inn by Radisson, Sydney
See all 150 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?
Offering great value package deals from CA $730 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.

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