Woodbury Vacations from $348

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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.
DoubleTree by Hilton Hotel Newark Airport

DoubleTree by Hilton Hotel Newark Airport

4 out of 5
Save 100% on your flight
Price was $571, price is now $348 per person
$348
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (3,805 reviews)
It was a good experience, love the hotel view of the city and really nice room and comfortable.

Reviewed on Mar 31, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Save 100% on your flight
Price was $2,385, price is now $1,371 per person
$1,371
per person
Jun 3 - Jun 6
found 4 hours ago
Roundtrip flight included
Los Angeles (QLA) to New York (JFK)
9.2/10 Wonderful! (143 reviews)
Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower. But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker. Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door. It’s little odd things that just made it not feel like a luxury stay. And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use. The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh.

Reviewed on Mar 24, 2026

San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Price was $1,072, price is now $641 per person
$641
per person
May 25 - May 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (1,854 reviews)
Hotel staff & front desk super accommodating. Very welcoming.

Reviewed on Mar 30, 2026

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $654, price is now $393 per person
$393
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (7,139 reviews)
Room need renovation , restaurant for breakfast open to 10 am only, small restaurant

Reviewed on Apr 1, 2026

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $784, price is now $478 per person
$478
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,011 reviews)
The Staff was Awesome. Plenty of parking. Rooms were emaculent as usual.

Reviewed on Mar 30, 2026

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Discover the most popular places to visit in Woodbury

Woodbury Common Premium Outlets

4/5(323 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 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

$50
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

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
$114 nightly
The price is $140 total per night from Apr 9 to Apr 10
$140 total
Apr 9 - Apr 10
Total with taxes and fees
9.2/10 Wonderful! (1,081 reviews)
Property was tidy and well kept. The staff were friendly and helpful!

Reviewed on Apr 1, 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
$82 nightly
The price is $101 total per night from Apr 5 to Apr 6
$101 total
Apr 5 - Apr 6
Total with taxes and fees
7.2/10 Good! (1,002 reviews)
.

Reviewed on Mar 29, 2026

Americas Best Value Inn at Central Valley-Woodbury
Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury

2.5 out of 5
100 Estrada Road Central Valley NY
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $132 total per night from Apr 8 to Apr 9
$132 total
Apr 8 - Apr 9
Total with taxes and fees
8.4/10 Very Good! (28 reviews)
Clean new hotel, good breakfast spread and excellent helpful staff

Reviewed on Mar 29, 2026

Comfort Suites Central Valley - Woodbury
See all 935 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 $348 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.