Long Island Vacations from $831

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Your Long Island Vacation

Our vacation packages to Long Island give you the power to customize your own adventure. Tailor your journey to your interests and style and make the most of your time in this lively city. Your trip to Long Island has to include a little sightseeing. Salsman Provincial Park is a superb place to start your exploring. A few clicks is all it takes to put together the perfect Long Island vacation on Expedia.

The Latest Long Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Inn on the Lake
Nalu Retreat & Nordic Spa
Chateau Bedford, Trademark Collection by Wyndham
Lux Exec Home HFX Waterfront Pool Hot Tub
Brewery Park Hotel
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Long Island Hotel Deals

DesBarres Manor Inn

DesBarres Manor Inn

4 out of 5
90 Church Street, Guysborough, NS
$187 nightly
The price is $214 total per night from Oct 20 to Oct 21
$214 total
Oct 20 - Oct 21
Total with taxes and fees
8.8/10 Excellent! (69 reviews)
"Beautiful building/rooms and very attentive (and busy!) staff. Off season there isn’t anything else in town."

Reviewed on Oct 3, 2025

DesBarres Manor Inn
Beautiful oceanfront cottage

Beautiful oceanfront cottage

Guysborough
$163 nightly
The price is $186 total per night from Oct 19 to Oct 20
$186 total
Oct 19 - Oct 20
Total with taxes and fees
10/10 Exceptional! (4 reviews)
"Booking this cottage was a great choice for a much needed weekend getaway.Cottage is perfectly located with a spectacular ocean view.Very clean inside and out.The cottage is situated on a very peaceful setting.My communication with the owner was also very good with prompt responses to all my questions..We ..."

Reviewed on Sep 2, 2025

Beautiful oceanfront cottage
Cozy Harbour House - Scenic-relaxing-waterfront

Cozy Harbour House - Scenic-relaxing-waterfront

Municipality of the District of Guysborough
$252 nightly
The price is $288 total per night from Oct 27 to Oct 28
$288 total
Oct 27 - Oct 28
Total with taxes and fees
9.6/10 Exceptional! (15 reviews)
"The scenery was so beautiful we spent most of our time outside. Inside was very comfortable as well. Everything we needed was there. Communication was great as well, Tamara answered any questions right away. The only disappointing thing was the jacuzzi. The temperature was great but the jets weren't ..."

Reviewed on Aug 26, 2025

Cozy Harbour House - Scenic-relaxing-waterfront
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.

Long Island Essential Information

Language
English
Currency
Canadian dollars

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Frequently asked questions

How much does a Long Island vacation package cost?
Offering excellent value package deals from $831 on Expedia, you'll be thrilled with how little a vacation to Long Island costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Long Island?
If you're hoping to snag a cheap Long Island vacation package, consider visiting in November, December and January. You'll typically find lower rates on flights and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Long Island?
With a well-planned itinerary, you can easily visit the most popular Long Island sights in a few days. But if you'd like to explore off the beaten track or go on day tours, think about booking your Long Island vacation for longer.
How to find the best Long Island package deals?
Landing a cheap Long Island package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most affordable Long Island package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Long Island vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Long Island trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Long Island?
Land amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Long Island escape.
Does Expedia offer Book Now, Pay Later Long Island vacation packages?
If you're like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Long Island break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.