Woodbury Vacations from $223

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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.
Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY

3 out of 5
Price was $452, price is now $223 per person
$223
per person
Jan 30 - Feb 3
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.4/10 Very Good! (1,001 reviews)
Beautiful place to be

Reviewed on Nov 20, 2025

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was $637, price is now $297 per person
$297
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.6/10 Excellent! (2,613 reviews)
The location was ideal for our stay. The restaurant food was amazing.

Reviewed on Nov 22, 2025

Ultra-Modern Luxe Sleek & Stunning Stay

Ultra-Modern Luxe Sleek & Stunning Stay

2 out of 5
Price was $1,471, price is now $701 per person
$701
per person
Jan 30 - Feb 3
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
2/10 (1 review)
Windrose On Hudson

Windrose On Hudson

3 out of 5
Price was $911, price is now $440 per person
$440
per person
Feb 5 - Feb 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
7.8/10 Good! (80 reviews)
The property was clean & well groomed with lovely grounds. Staff was very accommodating and helpful at checkin. Was surprised that there was no mini fridge in the room. Did not realize there would not be one at booking. Parking was quite far from hotel and it was an uphill walk back. Also did not notice any handicapped parking closer by.

Reviewed on Nov 28, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $690, price is now $341 per person
$341
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
There were so many broken amenities, hair dryer, sink, remote control and even the key access reader. Staff members were super friendly though, they need some maintenance done.

Reviewed on Nov 26, 2025

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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

$40
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
$95 nightly
The price is $117 total per night from Dec 11 to Dec 12
$117 total
Dec 11 - Dec 12
Total with taxes and fees
9.2/10 Wonderful! (1,013 reviews)
It’s a little bit noisy when I turn the heat on

Reviewed on Nov 27, 2025

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
$85 nightly
The price is $105 total per night from Nov 30 to Dec 1
$105 total
Nov 30 - Dec 1
Total with taxes and fees
7/10 Good! (1,007 reviews)
Courteous staff but room is dated and a bit dingy. Also has smoking odor.

Reviewed on Nov 23, 2025

Americas Best Value Inn at Central Valley-Woodbury
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $197 total per night from Dec 21 to Dec 22
$197 total
Dec 21 - Dec 22
Total with taxes and fees
8/10 Very Good! (1,018 reviews)
I enjoyed my stay

Reviewed on Nov 27, 2025

Tarrytown House Estate
See all 871 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 $223 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.