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.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $1,179, price is now CA $697 per person
CA $697
per person
Oct 6 - Oct 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
Very large room, well maintained hotel, friendly helpful staff.

Reviewed on Aug. 25, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,736, price is now CA $2,074 per person
CA $2,074
per person
Oct 28 - Oct 31
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug. 21, 2025

The Luxury Collection Hotel Manhattan Midtown

The Luxury Collection Hotel Manhattan Midtown

5 out of 5
Manhattan
Price was CA $1,798, price is now CA $1,101 per person
CA $1,101
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Great location, complimentary water which saved us a lot of money on bottled water! Front desk hooked us up with an upgrade. We requested to have all snacks and drinks removed from our son's room and they didn't do it. He got into the snacks and we were charged $160 super annoying, we knew he would get into the snacks and would have appreciated them doing us a solid by removing the $20 gummy bears

Reviewed on Aug. 17, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $2,990, price is now CA $1,871 per person
CA $1,871
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (129 reviews)
Love the hotel especially the design and decor. Staff is so nice and professional. Room service food is excellent. The only negative is the lack of an in-house gym. Would stay again.

Reviewed on Aug. 22, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Price was CA $1,352, price is now CA $855 per person
CA $855
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,466 reviews)
This hotel had a beautiful view of the Hudson and the city. It was super convenient to the PATH station and parking garage.

Reviewed on Aug. 25, 2025

Ready to book your vacation to Woodbury?

 

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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
The price is CA $152 per night from Sep 4 to Sep 5
CA $152
CA $187 total
Sep 4 - Sep 5
includes taxes & fees
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
The price is CA $124 per night from Sep 1 to Sep 2
CA $124
CA $153 total
Sep 1 - Sep 2
includes taxes & fees
7/10 Good! (1,005 reviews)
"I stay here often and I really like it. Very nice for a little motel and worth the price. Beds are comfortable and I always sleep well."

Reviewed on Aug. 23, 2025

Americas Best Value Inn at Central Valley-Woodbury
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59, Nyack, NY
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Sep 28 to Sep 29
CA $132
CA $152 total
Sep 28 - Sep 29
includes taxes & fees
West Gate Inn Nyack
See all 840 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Woodbury

Woodbury Common Premium Outlets

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.

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

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.

Palaia Vineyards Winery

What to do in Woodbury

7 Hour Private Shopping Tour in Woodbury Common Premium Outlets

Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax

CA $1,074
per traveller
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
BEST LEGOLAND New York 1-Day Tour from New York

BEST LEGOLAND New York 1-Day Tour from New York

CA $251
per adult
BEST LEGOLAND New York 1-Day Tour from New York
New York Thift, Outlet, and Consignment Shopping Tour

NY Thrift Shopping & Wine Tour

CA $549
per adult
NY Thrift Shopping & Wine Tour
See all activities in Woodbury

Frequently asked questions

How much does a Woodbury vacation package cost?
You'll find cheap prices from CA $697 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?

  1. Pick your dates: The things you'd like to do in Woodbury and your favourite season will help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.