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

Woodbury Vacations from $760

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Your Woodbury Vacation

With every last detail organized before you go, our Woodbury vacation packages mean you can focus more on having a good time. Whether you're staying in the neighborhood of Montrose, which is great for walking, or another part of town, this interesting city offers an array of discoveries. You'll want to take in some sights during your trip to Woodbury. Don't miss popular attractions like Woodbury Common Premium Outlets, United States Military Academy and Storm King Art Center. Stop daydreaming and start doing. Browse the many options on Expedia today and finally put your Woodbury vacation plans into gear!

The Latest Woodbury Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 15 - Jan 18

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,002 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • 1 stop JFK - ATL • 1 stop
    $1,219
    $760
    per traveler
    found 1 day ago
    JW Marriott Essex House New York
  • Dec 29 - Jan 2

    Eurostars Wall Street + Flight

    Manhattan
    4 nights
    4.0 star property
    8.0/10 - Very good (1,000 reviews)
    "Completely caught off guard by this property: The Expedia photos looked great, the lobby was fine but the actual room was shabby and sub-par. The room and bathroom had the bare minimum amenities, smelled of stale cigarette smoke and was generally below expectations. Probably ok for a budget vacationer but I’m making a note to avoid this for a work stay."
    Reviewed November 11, 2026
    Roundtrip • Miami (MIA) - New York (JFK)
    MIA - EWR • Nonstop EWR - MIA • Nonstop
    $2,024
    $1,188
    per traveler
    found 1 day ago
    Eurostars Wall Street
  • Jan 16 - Jan 22

    The Langham, New York, Fifth Avenue + Flight

    Manhattan
    6 nights
    5.0 star property
    9.6/10 - Exceptional (1,000 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    Save 100% on your flight
    $2,808
    $1,652
    per traveler
    found 1 day ago
    The Langham, New York, Fifth Avenue
  • Jan 17 - Jan 22

    1 Hotel Central Park + Flight

    Manhattan
    5 nights
    5.0 star property
    9.0/10 - Wonderful (1,001 reviews)
    Roundtrip • Los Angeles (LAX) - New York (JFK)
    LAX - JFK • Nonstop LGA - LAX • 1 stop
    $2,092
    $1,310
    per traveler
    found 1 day ago
    1 Hotel Central Park
  • Jan 17 - Jan 22

    Loews Regency New York Hotel + Flight

    Manhattan
    5 nights
    5.0 star property
    9.2/10 - Wonderful (1,002 reviews)
    Roundtrip • Los Angeles (LAX) - New York (JFK)
    LAX - JFK • Nonstop LGA - LAX • 1 stop
    $2,196
    $1,391
    per traveler
    found 1 day 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?

You'll find cheap prices from $760 on Expedia for your Woodbury getaway. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Woodbury costs.

What are the cheapest months to go to Woodbury?

You're likely to find lower rates and better availability in December, January and February. Browse our cheap Woodbury vacation packages and you could score some excellent off-season deals.

How many days is enough for Woodbury?

Generally, a handful of days is enough to visit the top attractions during your Woodbury vacation. However, if you prefer to have more time to chill out or take day trips, consider extending your itinerary.

How to find the best Woodbury package deals?

Finding a cheap Woodbury package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Woodbury package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.

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

An Expedia vacation package could land you great savings when compared to arranging flights and accommodations individually. Better still, you can personalize your Woodbury getaway to fit your exact needs. Choose 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 Woodbury?

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

How to plan a trip to Woodbury?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Woodbury.
  2. Set a budget: Factor in costs like food, flights and transportation when calculating how much to save for your trip to Woodbury. Then, pick a property that fits your budget, whether that's a low-cost stay or a deluxe getaway.
  3. Use our trip planning tool to explore Woodbury: Research every part of your trip to Woodbury with this comprehensive planner. Invite family or friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how many days away: Start by compiling a list of the attractions you want to get to in Woodbury. Then, estimate how long you'll need at each, as well as any travel time.
  5. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Woodbury vacation package that brings all your bookings together.
  6. Book any excursions or activities: Now to the fun part — locking in everything you want to do and see. Browse some of the best things to do in Woodbury and reserve your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Woodbury vacation packages?

Your Woodbury break should be a relaxing escape from your busy life, not a reason for money worries. So to give you extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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