Long Island Vacations from $767

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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.
South West Mermaid Inn

South West Mermaid Inn

2.5 out of 5
Price was $960, price is now $767 per person
$767
per person
Aug 4 - Aug 10
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
8.2/10 Very Good! (763 reviews)
Staff was fantastic and breakfast was really good, will stay again when back in area.

Reviewed on May 18, 2026

Super 8 by Wyndham Windsor NS

Super 8 by Wyndham Windsor NS

2 out of 5
Price was $1,044, price is now $856 per person
$856
per person
Aug 4 - Aug 10
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
8.6/10 Excellent! (1,000 reviews)
Waterside in the pool was great!

Reviewed on May 28, 2026

Brier Island Lodge

Brier Island Lodge

3 out of 5
Price was $1,142, price is now $936 per person
$936
per person
Aug 4 - Aug 10
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
8.4/10 Very Good! (456 reviews)
Great view of the harbour. Natural setting. Excellent restaurant

Reviewed on May 29, 2026

Chateau Bedford, Trademark Collection by Wyndham

Chateau Bedford, Trademark Collection by Wyndham

4 out of 5
Birch Cove
Price was $1,053, price is now $866 per person
$866
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
9.2/10 Wonderful! (2,129 reviews)
Central location for Halifax Bedford, good staff, breakfast included.

Reviewed on May 31, 2026

Hilton Garden Inn Halifax Airport

Hilton Garden Inn Halifax Airport

3 out of 5
Price was $1,049, price is now $865 per person
$865
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
8.6/10 Excellent! (1,464 reviews)
Short stay, but great!

Reviewed on May 27, 2026

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Long Island Hotel Deals

Beautiful oceanfront cottage

Beautiful oceanfront cottage

Guysborough NS
$196 nightly
The price is $224 total per night from Jun 5 to Jun 6
$224 total
Jun 5 - Jun 6
Total with taxes and fees
9.2/10 Wonderful! (7 reviews)
"Nice , clean and cozy. Just as expected."

Reviewed on May 18, 2026

Beautiful oceanfront cottage
Charming Lakeside Cottage Retreat | Steps to the Water | Peaceful & Private

Charming Lakeside Cottage Retreat | Steps to the Water | Peaceful & Private

Antigonish NS
7/10 Good! (2 reviews)
"We found that they thought of everything you might need from dog poop bags to bug spray. We always bring all the supplies we need but forgot bug spray. We were going to run out for some but then saw a can inside the cottage. There were supplies for tea and coffee which you don't often see. We had ..."

Reviewed on May 25, 2026

Get rates
Charming Lakeside Cottage Retreat | Steps to the Water | Peaceful & Private
Cozy Harbour House - Scenic-relaxing-waterfront

Cozy Harbour House - Scenic-relaxing-waterfront

Municipality of the District of Guysborough Unknown
$255 nightly
The price is $292 total per night from Jun 3 to Jun 4
$292 total
Jun 3 - Jun 4
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
See all 17 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 $767 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.