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
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
One of the nicest stays we've stayed And we stay at least in 20-25 hotels a year

Reviewed on Jul. 18, 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,714 reviews)
Ideal location for exploring New York. Breakfast buffet was excellent.

Reviewed on Jul. 23, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Very tiny room with no good light, could barely see there. Also blanket doesnt have a cover up. No proper bathroom.

Reviewed on Jul. 17, 2025

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to New York (JFK)
8.8/10 Excellent! (480 reviews)
My only issue was the bed pillows need updating. They weren’t very comfortable, felt old and were faded.

Reviewed on Jul. 22, 2025

Somerset Hills Hotel, Tapestry Collection by Hilton

Somerset Hills Hotel, Tapestry Collection by Hilton

4 out of 5
per person
Oct 1 - Oct 7
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (NYC)
8.8/10 Excellent! (200 reviews)
Placed in room at end of hall, overlooking trash dumpsters. Had excessive noise in the mornings and then on last night had loud noise

Reviewed on Jul. 24, 2025

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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 $172 per night from Aug 3 to Aug 4
CA $172
CA $212 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"Great stay great staff great accommodations"

Reviewed on Jul. 21, 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
The price is CA $163 per night from Jul 27 to Jul 28
CA $163
CA $201 total
Jul 27 - Jul 28
includes taxes & fees
7/10 Good! (1,002 reviews)
"Booked for a layover. Was convenient and comfortable. No fitness facilities but nice restaurant."

Reviewed on Jul. 5, 2025

Americas Best Value Inn at Central Valley-Woodbury
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd, Suffern, NY
Fully refundable
The price is CA $141 per night from Aug 3 to Aug 4
CA $141
CA $165 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (1,015 reviews)
"Very nice stay"

Reviewed on Jul. 22, 2025

Crowne Plaza Suffern - Mahwah by IHG
See all 857 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 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

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 $1,065
per traveller
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

CA $55
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
New York Thift, Outlet, and Consignment Shopping Tour

NY Thrift Shopping & Wine Tour

CA $546
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 $973 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.