Woodbury Vacation Packages
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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!
Top Woodbury Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sound View Greenport
CA $1,793
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (667 reviews)
I stayed in this hotel for one night only. Thank God. We checked in and left to hang out on downtown. Came back at late night and the AC unit made a loud noise every 5 mins . Couldn’t sleep. We were on the last building which is far distance from front desk. try to reach the front desk and the phone didn’t work . Try to call from my cellphone and nobody answered. Turn off the AC and still made noises. Also could hear people upstairs, outside and everything. They Don’t have dark blinds so 6am the room was bright. I never had such a bad night in a hotel ! Never again sound view . So disappointed it!
Reviewed on Aug 10, 2026
Ready to book your vacation to Woodbury?
Woodbury Hotel Deals
Hampton Inn Harriman Woodbury
60 Centre Dr Central Valley NY
Fully refundableReserve now, pay when you stay
CA $170
CA $210 total
Aug 30 - Aug 31
includes taxes & fees
Comfort Suites Central Valley - Woodbury
100 Estrada Road Central Valley NY
CA $154
CA $189 total
Aug 30 - Aug 31
includes taxes & fees
8.4/10 Very good! (111 reviews)
"Only problem was the tv didn't work in my room but they took 15% off the cost and the mattress was a way too soft for my liking."
Reviewed on Aug 9, 2026
Americas Best Value Inn at Central Valley-Woodbury
139 Route 32 Central Valley NY
Fully refundableReserve now, pay when you stay
CA $138
CA $170 total
Aug 24 - Aug 25
includes taxes & fees
7.2/10 Good! (1,007 reviews)
"The room was awful. The vent in the bathroom was disgusting actually the surroundings were scary I felt unsafe. The room next door was smoking pot could smell it in my room."
Reviewed on Aug 10, 2026
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.
Stay near popular Woodbury attractions
Woodbury Common Premium Outlets
8.8/10 (1,317 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 riverfront.
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.
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.
Palaia Vineyards Winery
You can enjoy a tasting or tour at Palaia Vineyards Winery during your travels to Woodbury. Discover the mountain views and shops in this family-friendly area.
What to do in Woodbury
Guided Shared Group Forest Bathing Session in Serene Woodland Park
CA $77
per adult
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
CA $1,095
per traveller
Frequently asked questions
How much does a Woodbury vacation package cost?
You'll find cheap prices from CA $1,668 on Expedia for your Woodbury break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Woodbury costs.
What are the cheapest months to go to Woodbury?
If you'd like to snag a cheap Woodbury vacation package, consider visiting in January, February and April. You'll usually find lower rates on airfares and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Woodbury?
We suggest planning a Woodbury vacation for at least 2 days. This will allow you enough time to visit popular sights including Harriman Plaza Shopping Centre and Palaia Vineyards Winery, and explore neighbourhoods like South Blooming Grove and Beaverdam Lake-Salisbury Mills. You might even be able to squeeze in a day trip beyond Woodbury.
How to find the best Woodbury package deals?
Start your search for a Woodbury package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Woodbury package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Woodbury escape off to a flying start.
Is it cheaper to book a Woodbury vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations separately. Better still, you can personalize your Woodbury escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Woodbury?
If you have your Woodbury vacation dates confirmed, book early to grab some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Woodbury?
- Pick your dates: The things you'd like to do in Woodbury and your favourite season will help you decide when to get away.
- Budget wisely: In addition to the cost of your hotel, you should factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that could crop up during your trip to Woodbury.
- Decide how many days away: Start by making a list of all the attractions and activities you want to get to in Woodbury. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your airfare and accommodations: Once you've nailed down your travel dates and duration, book the perfect Woodbury vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
