Woodbury Vacations from $396

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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.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $771, price is now $396 per person
$396
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
Rooms Property were Fantastic !

Reviewed on Feb 6, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was $1,711, price is now $866 per person
$866
per person
Apr 14 - Apr 19
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Great hotel, our room was warm and clean. The staff were very helpful and friendly. It was quite busy considering it was January but they were very organised. The breakfast selection was wonderful. Would recommend this hotel.

Reviewed on Feb 8, 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was $1,729, price is now $904 per person
$904
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Very clean and great staff! They were very accommodating!

Reviewed on Feb 3, 2026

Mountain Springs Lake Resort

Mountain Springs Lake Resort

3.5 out of 5
Save 100% on your flight
Price was $776, price is now $420 per person
$420
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (234 reviews)
The staff was friendly and helpful. They were great!

Reviewed on Feb 2, 2026

Pestana Park Avenue

Pestana Park Avenue

4 out of 5
Manhattan
Price was $1,498, price is now $832 per person
$832
per person
Apr 14 - Apr 19
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (749 reviews)
I highly recommend the Pestana. The staff was so kind and the accommodations were fantastic. The staff was so kind to my parents and me - thank you! The room was so clean and quiet. It was very comfortable. For folks staying at the Pestana: the location is ideal as it is a walk away from Grand Central.

Reviewed on Feb 6, 2026

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Discover the most popular places to visit in Woodbury

Woodbury Common Premium Outlets

4/5(322 reviews)

During your trip to Woodbury, you can browse for the perfect souvenirs at Woodbury Common Premium Outlets. While you're in the area, stroll along the riverfront.

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

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

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
$106 nightly
The price is $130 total per night from Feb 15 to Feb 16
$130 total
Feb 15 - Feb 16
Total with taxes and fees
9.2/10 Wonderful! (1,050 reviews)
Staff were very professional and nice! The building and rooms were really clean, we had a blast at the indoor pool.

Reviewed on Feb 8, 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
$76 nightly
The price is $94 total per night from Feb 10 to Feb 11
$94 total
Feb 10 - Feb 11
Total with taxes and fees
7/10 Good! (1,000 reviews)
Great location and great rates. Located 1/2 mile to Woodbury outlet center and I-87 NY Thruway exit 16. Front desk staff were pleasant and efficient. Room was clean. Basic continental breakfast nothing special. Coffee was strong. Would stay again.

Reviewed on Jan 26, 2026

Americas Best Value Inn at Central Valley-Woodbury
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $118 total per night from Feb 22 to Feb 23
$118 total
Feb 22 - Feb 23
Total with taxes and fees
8.8/10 Excellent! (1,058 reviews)
Thank you to the staff at DoubleTree in Nanuet, NY. Excellent service Clean rooms Respectful staff Great breakfast. Thank you again… 😊

Reviewed on Feb 3, 2026

DoubleTree by Hilton Hotel Nanuet
See all 911 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

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Frequently asked questions

How much does a Woodbury vacation package cost?
You'll find cheap prices from $396 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.