Long Island Vacations from $566

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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.
The Sutton Place Hotel Halifax

The Sutton Place Hotel Halifax

5 out of 5
Downtown Halifax
Save 100% on your flight
Price was $773, price is now $566 per person
$566
per person
May 29 - Jun 1
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
9.6/10 Exceptional! (2,088 reviews)
Staff were exceptional, room was beautiful

Reviewed on Apr 12, 2026

Lux Exec Home HFX Waterfront Pool Hot Tub

Lux Exec Home HFX Waterfront Pool Hot Tub

4.5 out of 5
Save 100% on your flight
Price was $3,681, price is now $2,606 per person
$2,606
per person
Jun 27 - Jun 30
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
10/10 Exceptional! (5 reviews)
Spacious very clean and all the amenitiies

Reviewed on Oct 12, 2025

Sandman Signature Dartmouth Hotel & Suites

Sandman Signature Dartmouth Hotel & Suites

3 out of 5
Price was $1,323, price is now $973 per person
$973
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
9.4/10 Exceptional! (2,392 reviews)
I ate at the neighboring Denny’s which had very good service and food. The hotel front desk staff as well as housekeeping staff were extremely friendly and conscientious. I also found the bed extremely comfy as well as the shower.

Reviewed on Apr 13, 2026

Chateau Bedford, Trademark Collection by Wyndham

Chateau Bedford, Trademark Collection by Wyndham

4 out of 5
Birch Cove
Price was $1,459, price is now $1,124 per person
$1,124
per person
May 17 - May 24
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Halifax (YHZ)
9.2/10 Wonderful! (2,106 reviews)
Breakfast was excellent- the best free hotel breakfast I’ve ever encountered! Comfortable bed, lots of pillows, good tv setup. The only minor complaint I have is that the bathroom fan and shower curtain were woefully inadequate.

Reviewed on Apr 13, 2026

The Hollis Halifax a DoubleTree Suites by Hilton Hotel

The Hollis Halifax a DoubleTree Suites by Hilton Hotel

4 out of 5
Downtown Halifax
Price was $1,740, price is now $1,350 per person
$1,350
per person
May 17 - May 24
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Halifax (YHZ)
9/10 Wonderful! (783 reviews)
Nice pool, amazing suites very spacious

Reviewed on Apr 9, 2026

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Long Island Hotel Deals

Beautiful oceanfront cottage

Beautiful oceanfront cottage

Guysborough NS
$166 nightly
The price is $189 total per night from Apr 19 to Apr 20
$189 total
Apr 19 - Apr 20
Total with taxes and fees
9.4/10 Exceptional! (6 reviews)
Beautiful area and cottage. A bit too remote for our needs.

Reviewed on Oct 17, 2025

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

Cozy Harbour House - Scenic-relaxing-waterfront

Municipality of the District of Guysborough Unknown
$262 nightly
The price is $300 total per night from Apr 15 to Apr 16
$300 total
Apr 15 - Apr 16
Total with taxes and fees
9.8/10 Exceptional! (16 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
The Nest | Oceanfront Cottage on Nova Scotia’s Wild Ocean Coast | Deck & Stars

The Nest | Oceanfront Cottage on Nova Scotia’s Wild Ocean Coast | Deck & Stars

holland harbour NS
10/10 Exceptional! (2 reviews)
Great home base for local work
The cottage was the perfect place for our small team to set up a 'home base' while working in the area. The location was perfect, the cottage was clean and well kept. The host was great, very responsive, and even checked in on us during a passing tropical storm to ensure everything was ok. I would ...

Reviewed on Oct 5, 2023

Get rates
The Nest | Oceanfront Cottage on Nova Scotia’s Wild Ocean Coast | Deck & Stars
See all 16 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.

Find the Best Long Island Vacation Packages

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 $566 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.