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.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $882, price is now CA $560 per person
CA $560
per person
Oct 7 - Oct 9
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug. 12, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $6,783, price is now CA $3,371 per person
CA $3,371
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was CA $1,953, price is now CA $1,164 per person
CA $1,164
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,271 reviews)
Wonderful property, accesible to multiple subway stations. Walkable distance to plenty of sites and attractions. Great costumer service!

Reviewed on Aug. 20, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was CA $1,062, price is now CA $693 per person
CA $693
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (6,194 reviews)
Wow, right on times square!! So cute! Vintage! Not extravagant, but for the location, I would definitely stay there again!

Reviewed on Aug. 21, 2025

Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
Price was CA $2,164, price is now CA $1,415 per person
CA $1,415
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,945 reviews)
We had a comfy stay!

Reviewed on Aug. 18, 2025

Ready to book your vacation to Shrub Oak?

 

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Shrub Oak Hotel Deals

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 $176 per night from Sep 1 to Sep 2
CA $176
CA $201 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,126 reviews)
"Pool not in service. Concrete around pool and walk to parking lot in poor shape. Excellent breakfast and well staffed"

Reviewed on Aug. 19, 2025

Hampton Inn White Plains/Tarrytown
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 $126 per night from Sep 21 to Sep 22
CA $126
CA $145 total
Sep 21 - Sep 22
includes taxes & fees
7.2/10 Good! (1,013 reviews)
"Nice breakfast buffet. Easy to get to and park. Within distance to shops and food options."

Reviewed on Aug. 13, 2025

West Gate Inn Nyack
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
455 S Broadway, Tarrytown, NY
Fully refundableReserve now, pay when you stay
The price is CA $243 per night from Sep 21 to Sep 22
CA $243
CA $278 total
Sep 21 - Sep 22
includes taxes & fees
6.6/10 (1,007 reviews)
"The staff was very very helpful/kind/responsive!!!"

Reviewed on Aug. 18, 2025

Sleepy Hollow Hotel
See all 637 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 $560 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.

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