Long Island Vacations from $443

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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.
Tru By Hilton Yarmouth

Tru By Hilton Yarmouth

2.5 out of 5
per person
Oct 20 - Oct 24
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Halifax (YHZ)
9.4/10 Exceptional! (1,075 reviews)
Very comfortable bed and clean room, but way too small of a room, this info should be in room description, I was very disappointed with the size of the room.

Reviewed on Aug 18, 2025

The Sutton Place Hotel Halifax

The Sutton Place Hotel Halifax

5 out of 5
Downtown Halifax
per person
Sep 17 - Sep 21
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
9.6/10 Exceptional! (1,743 reviews)
Pillows were not comfortable. Requested my sheets be changed, had to ask a second time.

Reviewed on Aug 17, 2025

Lux Exec Home HFX Waterfront Pool Hot Tub

Lux Exec Home HFX Waterfront Pool Hot Tub

4.5 out of 5
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
10/10 Exceptional! (4 reviews)
Our stay was fabulous! The ho

Reviewed on Jul 25, 2025

Cambridge Suites Hotel

Cambridge Suites Hotel

3 out of 5
Downtown Halifax
per person
Sep 26 - Sep 30
found 18 hours ago
Roundtrip non-stop flight included
New York (LGA) to Halifax (YHZ)
9/10 Wonderful! (2,049 reviews)
The bed was the most uncomfortable bed I’ve ever slept on. The continental breakfast was seriously lacking. Didn’t have any meat option. Had to pay extra for that. This hotel needs a serious refresh.

Reviewed on Aug 18, 2025

Prince George Hotel

Prince George Hotel

4 out of 5
Downtown Halifax
per person
Sep 26 - Sep 30
found 18 hours ago
Roundtrip non-stop flight included
New York (LGA) to Halifax (YHZ)
9.4/10 Exceptional! (1,440 reviews)
Everything was within walking distance of various restaurants.

Reviewed on Aug 17, 2025

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Long Island Hotel Deals

DesBarres Manor Inn

DesBarres Manor Inn

4 out of 5
90 Church Street, Guysborough, NS
$190 nightly
The price is $217 total per night from Aug 19 to Aug 20
$217 total
Aug 19 - Aug 20
Total includes taxes and fees
9/10 Wonderful! (65 reviews)
"Quaint."

Reviewed on Aug 10, 2025

DesBarres Manor Inn
Cozy Harbour House - Scenic-relaxing-waterfront

Cozy Harbour House - Scenic-relaxing-waterfront

Municipality of the District of Guysborough
$268 nightly
The price is $307 total per night from Sep 10 to Sep 11
$307 total
Sep 10 - Sep 11
Total includes taxes and fees
9.8/10 Exceptional! (14 reviews)
"Lovely remote spot. Very clean and well equipped. Scenic too. Enjoyed a hike nearby. Thank you for a great stay."

Reviewed on Jul 26, 2025

Cozy Harbour House - Scenic-relaxing-waterfront
Retreat Lodge - Lochaber Lake Lodges

Retreat Lodge - Lochaber Lake Lodges

Antigonish County
$261 nightly
The price is $297 total per night from Aug 20 to Aug 21
$297 total
Aug 20 - Aug 21
Total includes taxes and fees
10/10 Exceptional! (2 reviews)
Overnight stay
"It was lovely."

Reviewed on Mar 6, 2025

Retreat Lodge - Lochaber Lake Lodges
See all 15 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.

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Frequently asked questions

How much does a Long Island vacation package cost?
Offering excellent value package deals from $443 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.