A lakeside park with autumn foliage, a wooden dock, and a picnic area.

Woodbury Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

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

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

Your Woodbury Vacation

Come and discover this amazing city for yourself with a Woodbury vacation package. Consider staying in the neighborhood of North Massapequa, which is great for nature and cycling, and your time here is bound to be unforgettable. Make your trip to Woodbury even more fun and exciting by including some sightseeing. Bethpage Black State Park Golf Course, NYCB Theatre at Westbury and Sagamore Hill National Historic Site are among the most popular attractions worth exploring. Stop dreaming and start doing. Browse the range of options on Expedia today and finally put your Woodbury vacation plans in motion!

Top Woodbury vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 13 - Jan 16

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,001 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $1,692
    CA $984
    per traveller
    found 1 day ago
    JW Marriott Essex House New York
  • Jan 15 - Jan 17

    The St. Regis New York + Flight

    Manhattan
    2 nights
    5.0 star property
    9.2/10 - Wonderful (295 reviews)
    "The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
    Reviewed November 6, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $2,470
    CA $1,311
    per traveller
    found 1 day ago
    The St. Regis New York
  • Feb 4 - Feb 7

    The Langham, New York, Fifth Avenue + Flight

    Manhattan
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,004 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $3,716
    CA $2,105
    per traveller
    found 7 hours ago
    The Langham, New York, Fifth Avenue
  • Dec 21 - Dec 24

    Eurostars The Chemists’ Club Hotel + Flight

    Manhattan
    3 nights
    4.0 star property
    9.4/10 - Exceptional (569 reviews)
    "Noise in my room and toilet didn’t work"
    Reviewed November 11, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop EWR - YYZ • Nonstop
    CA $2,329
    CA $1,362
    per traveller
    found 1 day ago
    Eurostars The Chemists’ Club Hotel
  • Jan 22 - Jan 27

    Loews Regency New York Hotel + Flight

    Manhattan
    5 nights
    5.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    "Our servis was excellent. Maria is the best staff, so helpfully and really nice so I could take she with me home 😊"
    Reviewed November 11, 2026
    Roundtrip • Toronto (YYZ) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $3,057
    CA $1,864
    per traveller
    found 2 hours ago
    Loews Regency New York Hotel

Discover the most popular places to visit in Woodbury

Woodbury Hotel Deals

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.

Frequently Asked Questions

How much does a Woodbury vacation package cost?

Offering great value package deals from CA $984 on Expedia, you'll be pleasantly surprised at how much a vacation to Woodbury costs! Our packages make travel planning easier and save you more.

What are the cheapest months to go to Woodbury?

If you'd like to score a cheap Woodbury vacation package, consider visiting in January, February and April. You'll generally find lower prices on hotels and flights during these quieter months — ideal for a budget-friendly getaway.

How many days is enough for Woodbury?

Typically, a handful of days is ideal for a Woodbury vacation. With a carefully crafted itinerary, you can visit all the major attractions such as Bethpage State Park, as well as explore some hidden gems along the way.

How to find the best Woodbury package deals?

Use Expedia's filter tool to help you find some fabulous Woodbury package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Woodbury package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.

Is it cheaper to book a Woodbury vacation as a package?

An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can personalize your Woodbury escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.

When to book a vacation package to Woodbury?

If you've got your Woodbury travel dates locked in, book as soon as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for jetting off on a whim.

How to plan a trip to Woodbury?

  1. Choose your travel dates: The things you want to do in Woodbury and your preferred season will help you decide when to go.
  2. Set your budget: Factor in costs like flights, transportation and food when working out how much to set aside for your trip to Woodbury. Then, select a property that fits your budget, whether that's an economical stay or a high-end retreat.
  3. Decide how long to go for: Now that you're up to speed on Woodbury, you can figure out the ideal length of your break. Pull together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Woodbury vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.