Long Island Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Find the Best Long Island Vacation Packages

Long Island Hotel Deals

DesBarres Manor Inn

DesBarres Manor Inn

4 out of 5
90 Church Street Guysborough NS
The price is SARĀ 746 per night from Aug 16 to Aug 17
SARĀ 746
SARĀ 851 total
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (71 reviews)
"Great place, wonderful staff"

Reviewed on 3 November 2025

DesBarres Manor Inn
Beautiful oceanfront cottage

Beautiful oceanfront cottage

Guysborough NS
The price is SARĀ 669 per night from Aug 11 to Aug 12
SARĀ 669
SARĀ 1,009 total
11 Aug - 12 Aug
includes taxes & fees
9.4/10 Exceptional! (8 reviews)
"Very nice cottage, great location with views over the water. Quiet and secluded."

Reviewed on 5 June 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 25 May 2026

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

Stay near popular Long Island attractions

Salsman Provincial Park

8.0/10 (2 reviews)
You can take time to visit Salsman Provincial Park during your travels to Long Island. Amble around the area's parks or experience its museums.
See properties

Frequently asked questions

How much does a Long Island vacation package cost?
You'll find cheap prices on Expedia for your Long Island getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Long Island costs.
What are the cheapest months to go to Long Island?
January, February and November are great times to search for cheap Long Island vacation packages. Traveling in quieter months means you can usually find lower prices on hotels and flights.
How to find the best Long Island package deals?
Use Expedia's handy filters to help you find some of the best Long Island package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Long Island package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Long Island vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights individually. Better still, you can tailor your Long Island trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see 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.
How to plan a trip to Long Island?

  1. Pick the perfect time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to travel to Long Island.
  2. Set your budget: Factor in expenses such as flights, food and transportation when working out how much to save for your trip to Long Island. Then, choose a property that matches your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Work out your trip length: Consider how much time you want to spend discovering Long Island. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Long Island vacation package.