Long Island Vacations from $1,068

Book a Hotel + Flight or Car together to unlock savings

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.

The Latest Long Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Baddeck Inn
Travelodge by Wyndham Sydney
Harbourview Inn & Suites
Fair Isle Motel
Travels Inn Victoria County
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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
$135 nightly
The price is $159 total per night from Aug 24 to Aug 25
$159 total
Aug 24 - Aug 25
Total includes taxes and fees
9/10 Wonderful! (1,004 reviews)
"Very clean and the staff were great .Had a great stay."

Reviewed on Aug 16, 2025

The Simon Hotel Sydney
Travelodge by Wyndham Sydney

Travelodge by Wyndham Sydney

2 out of 5
480 Kings Road, Sydney, NS
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $108 total per night from Sep 14 to Sep 15
$108 total
Sep 14 - Sep 15
Total includes taxes and fees
6.8/10 (1,609 reviews)
"Everything was awesome!!"

Reviewed on Aug 16, 2025

Travelodge by Wyndham 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
$89 nightly
The price is $105 total per night from Aug 24 to Aug 25
$105 total
Aug 24 - Aug 25
Total includes taxes and fees
7/10 Good! (426 reviews)
"Hotel is starting to see some renovations. Still a long ways to go, but the staff was friendly and helpful and the beds were clean and comfortable."

Reviewed on Aug 14, 2025

Park Inn by Radisson, Sydney
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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Frequently asked questions

How much does a Long Island vacation package cost?
Offering great value package deals from $1,068 on Expedia, you'll be surprised at how little a vacation to Long Island costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Long Island?
If you'd like to snag a cheap Long Island vacation package, consider traveling in November, December and January. You'll typically find better prices on flights and accommodations during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Long Island?
The ideal length for your Long Island vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to tick off all the top attractions and discover some hidden gems along the way.
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 apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Long Island package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Long Island adventure off to a flying start.
Is it cheaper to book a Long Island vacation as a package?
You can enjoy significant savings on your next Long Island escape by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Long Island?
If you're planning a spur-of-the-moment Long Island vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Long Island vacation packages?
Set off on your dream escape to Long Island with our Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next paycheck — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.