Crotonville Vacation Packages

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Your Crotonville Vacation

Put together a custom vacation package to Crotonville and prepare to experience this city how you like. Consider spending time in the neighborhood of Montrose, which is great for walking and tons more. If a sightseeing tour is on the to-do list during your trip to Crotonville, check out leading attractions like Sing Sing Correctional Facility, Thomas J. Watson Research Center and Kitchawan Preserve. Whatever your travel plans or the size of your budget, organizing a tailored Crotonville vacation is a piece of cake with Expedia.

Top Crotonville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,314, price is now CA $1,306 per person
CA $1,306
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,213 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,318, price is now CA $1,308 per person
CA $1,308
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (3,768 reviews)

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was CA $3,203, price is now CA $1,866 per person
CA $1,866
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (719 reviews)

Pestana CR7 Times Square

Pestana CR7 Times Square

4 out of 5
Manhattan
Price was CA $3,616, price is now CA $2,205 per person
CA $2,205
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,013 reviews)

Hotel AKA NoMad

Hotel AKA NoMad

4 out of 5
Manhattan
Price was CA $4,030, price is now CA $2,544 per person
CA $2,544
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)

Ready to book your vacation to Crotonville?

 

Choose your dates

Crotonville Hotel Deals

Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
The price is CA $256 per night from Aug 2 to Aug 3
CA $256
CA $285 total
Aug 2 - Aug 3
includes taxes & fees
8.6/10 Excellent! (205 reviews)
"Awful. I have traveled on five continents for work and pleasure. This may be the worst hotel I have ever stayed in. It is desperately in need of a deep clean and renovation. I have still not - three days after checking out- received the refund of the $50 I was charged for “incidentals” when I arrived, ..."

Reviewed on Jul 30, 2026

Windrose On Hudson
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Aug 2 to Aug 3
CA $210
CA $275 total
Aug 2 - Aug 3
includes taxes & fees
8.2/10 Very good! (1,207 reviews)
"This hotel looked so cute in the pictures. We got there at 8:30 at night, stopping overnight on our drive from Boston. The hotel smelled so musty, our room was so far away with so many turns and 3 floors of steps. Room was old, bug crawling down the wall. We didn't even stay. I just wasn't comfortable ..."

Reviewed on Jul 29, 2026

Tarrytown House Estate
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Aug 30 to Aug 31
CA $188
CA $215 total
Aug 30 - Aug 31
includes taxes & fees
8.4/10 Very good! (1,782 reviews)
"Nice and clean. The AC worked perfectly and was quiet. Great water pressure in the shower. The breakfast was pretty good. I would be happy to come back next year."

Reviewed on Jul 29, 2026

Baymont by Wyndham White Plains - Elmsford
See all 817 properties in Crotonville
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 Crotonville vacation package cost?
You can pick up a vacation package to this top destination from CA $1,306 on Expedia. But how much your vacation to Crotonville costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Crotonville?
If you're looking to book a cheap Crotonville vacation package, consider travelling in January, February and March. You'll usually find lower rates on flights and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Crotonville?
Usually, a handful of days is enough to check out the major attractions during your Crotonville vacation. But if you'd like to have some time to rest or take day trips, consider extending your itinerary.
How to find the best Crotonville package deals?
Use Expedia's handy filters to find some tempting Crotonville package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Crotonville package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Crotonville vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Crotonville vacation by choosing your preferred accommodation type, airline and car class.
How to plan a trip to Crotonville?

  1. Pick your travel dates: The things you'd like to do in Crotonville and your favourite season will help you decide when to go.
  2. Set your budget: Consider expenses like flights, food and transportation when calculating how much to set aside for your trip to Crotonville. Then, select a property that matches your budget, whether that's a wallet-friendly option or a more luxurious getaway.
  3. Decide how long to go for: Now that you're more familiar with Crotonville, you can work out the perfect length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your accommodations and airfare: After you've settled on your dates and duration, lock in the ideal Crotonville 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.