Shrub Oak Vacation Packages

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Your Shrub Oak Vacation

Get ready to experience Shrub Oak on your own terms with a custom Shrub Oak vacation package! Uncovering the treasures of this lively city is easy with a base in a neighborhood such as Montrose, which is good for walking, among other things. Like to venture out and explore? Franklin D. Roosevelt State Park, Paramount Hudson Valley Theater and Jefferson Valley Mall are just three of the top places to visit during your trip to Shrub Oak. Don't delay your visit to this destination any longer. Your dream Shrub Oak vacation is a few clicks away with Expedia.

Top Shrub Oak Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Smyth Tribeca

Smyth Tribeca

4.5 out of 5
Manhattan
Price was CA $1,124, price is now CA $760 per person
CA $760
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
All of the doormen and staff are exceptional

Reviewed on Jul 13, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,602, price is now CA $2,923 per person
CA $2,923
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Love all the plants that were included in the decor. Top notch quality.

Reviewed on Jul 14, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $15,000, price is now CA $9,530 per person
CA $9,530
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (152 reviews)
Amazing

Reviewed on May 29, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,816, price is now CA $1,906 per person
CA $1,906
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
El desayuno estuvo exquisito y diverso. Also, la localización estuvo buena, like, queda todo cerca. 100% recomendado.

Reviewed on Jul 14, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $3,682, price is now CA $2,493 per person
CA $2,493
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

Ready to book your vacation to Shrub Oak?

 

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Shrub Oak Hotel Deals

Westchester Marriott

Westchester Marriott

4.5 out of 5
670 White Plains Rd Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is CA $262 per night from Jul 26 to Jul 27
CA $262
CA $299 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (581 reviews)
"Lovely place"

Reviewed on Jul 15, 2026

Westchester Marriott
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Jul 26 to Jul 27
CA $179
CA $204 total
Jul 26 - Jul 27
includes taxes & fees
8/10 Very good! (1,555 reviews)
"4th floor room was clean, cool and quiet, even facing traffic. Slept quite well. Shower was nice. Breakfast was quite good, hot scrambled eggs, sausage patties, yogurt, coffee."

Reviewed on Jul 15, 2026

Hampton Inn White Plains/Tarrytown
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jul 19 to Jul 20
CA $151
CA $174 total
Jul 19 - Jul 20
includes taxes & fees
8/10 Very good! (1,313 reviews)
"We stayed here in May 2025. It was fantastic! So we stayed again on July 10, 2026. The room was damp. The sheets and the carpet were damp. It was very uncomfortable. The property needs updating. I’ve been to many weddings and NYE is parties here back in the day. The property has gone down hill. ..."

Reviewed on Jul 14, 2026

Ethan Allen Hotel
See all 712 properties in Shrub Oak
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.
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Frequently asked questions

How much does a Shrub Oak vacation package cost?
You'll find cheap prices from CA $760 on Expedia for your Shrub Oak break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Shrub Oak costs.
What are the cheapest months to go to Shrub Oak?
January, February and March are great times to look for cheap Shrub Oak vacation packages. Choosing to travel in quieter periods means you can generally find reduced prices on accommodations and flights.
How many days is enough for Shrub Oak?
We recommend booking a Shrub Oak vacation for a minimum of 2 days. This will give you plenty of time to tick off top sights such as Garrison Golf Club and Peekskill Museum, and also check out neighbourhoods like Lake Peekskill and Crompond. You could even make time for a day trip from Shrub Oak.
How to find the best Shrub Oak package deals?
Use Expedia's filters to find some unbeatable Shrub Oak package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Shrub Oak package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Shrub Oak vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations separately. Better still, you can tailor your Shrub Oak escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Shrub Oak?
If you've got your Shrub Oak vacation dates confirmed, book early to bag some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Shrub Oak?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Shrub Oak.
  2. Budget wisely: Besides the price of your accommodations, you should consider other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Shrub Oak.
  3. Work out your trip length: Consider how much time you want to spend discovering Shrub Oak. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Shrub Oak vacation package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.