Woodbury Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

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!

Discover the most popular places to visit in Woodbury

Woodbury Common Premium Outlets

4/5(323 reviews)

You can find the perfect gifts to bring home with a trip to Woodbury Common Premium Outlets, a favorite shopping spot in Woodbury. While you're in the area, stroll along the lakeside.

Woodbury Common Premium Outlets

Lake Tiorati Beach

If a restful vacation is part of your travel plans, Lake Tiorati Beach might be the perfect place to seek out during your trip to Woodbury. While you're in the area, find time to visit its shops.

Lake Tiorati Beach

Old Glory Mall Shopping Center

During your trip to Woodbury, you can search for that perfect souvenir at Old Glory Mall Shopping Center. While you're in the area, stroll along the riverfront.

Old Glory Mall Shopping Center

What to do in Woodbury

LEGOLAND New York Resort Admission Ticket

LEGOLAND New York Resort Admission Ticket

$51
per traveler
84% of travellers recommend
LEGOLAND New York Resort Admission Ticket
Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

$55
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in Woodbury

Woodbury Hotel Deals

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury

2.5 out of 5
100 Estrada Road Central Valley NY
$100 nightly
The price is $124 total per night from Jul 1 to Jul 2
$124 total
Jul 1 - Jul 2
Total with taxes and fees
8.4/10 Very Good! (57 reviews)
"Very nice, brand-new hotel with a modern and fresh atmosphere. It almost feels like being on a cruise ship, but with much larger and more comfortable rooms. The air conditioning works perfectly, and the bedding is extremely comfortable, which made the stay very relaxing. The breakfast was excellent ..."

Reviewed on Jun 16, 2026

Comfort Suites Central Valley - Woodbury
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $161 total per night from Jul 12 to Jul 13
$161 total
Jul 12 - Jul 13
Total with taxes and fees
9.2/10 Wonderful! (1,120 reviews)
"Everything was good!"

Reviewed on Jun 16, 2026

Hampton Inn Harriman Woodbury
Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury

2 out of 5
139 Route 32 Central Valley NY
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $121 total per night from Jul 2 to Jul 3
$121 total
Jul 2 - Jul 3
Total with taxes and fees
7.2/10 Good! (1,000 reviews)
"The room was clean and comfortable. It looked newly renovated. Outside entry ways and stairways could use a little fixing up."

Reviewed on Jun 9, 2026

Americas Best Value Inn at Central Valley-Woodbury
See all 944 properties in Woodbury
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 Woodbury Vacation Packages

Woodbury Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
10,900
Top Sights
Brotherhood Winery, Castle Fun Center and Palaia Vineyards Winery

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Woodbury vacation package cost?
You'll find cheap prices 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.