Crotonville Vacations from $639

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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.

The Latest Crotonville vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wayne Inn

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,177, price is now $639 per person
$639
per person
Jul 17 - Jul 20
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
6.8/10 (289 reviews)
Clean room - hot shower -

Reviewed on May 5, 2026

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was $4,922, price is now $2,824 per person
$2,824
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (912 reviews)
The place was quite, staff was friendly. Clean and cozy rooms.

Reviewed on Apr 6, 2026

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3.5 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $9,577, price is now $5,639 per person
$5,639
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
6/10 (7 reviews)
This was an excellent House My birthday weekend was amazing I totally would book again

Reviewed on Mar 17, 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,046, price is now $1,863 per person
$1,863
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,004 reviews)
Stayed at 1 Hotel Brooklyn Bridge for our 5 year wedding anniversary and had an amazing experience. The staff was friendly, welcoming, and super helpful throughout our stay. Loved the relaxed vibe and casual style from the staff because it made the hotel feel comfortable instead of overly formal. The rooftop bar was next level with incredible views of the river and the Brooklyn Bridge. Very happy with our stay overall and would definitely come back.

Reviewed on May 2, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,215, price is now $759 per person
$759
per person
Jun 9 - Jun 12
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,979 reviews)
The staff was friendly and helpful. The room was clean and comfortable. Just a heads up the rooms bathroom walls are all frosted glass. Privacy was not perfect in that respect. Central to all our theater events. Plentiful restaurant options nearby. The coffee shop at the hotel had delicious iced coffee

Reviewed on May 9, 2026

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Discover the most popular places to visit in Crotonville

Teatown Lake Reservation

Teatown Lake Reservation

Explore the great outdoors at Teatown Lake Reservation, a lovely green space in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Teatown Lake Reservation

Sing Sing Correctional Facility

After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Sing Sing Correctional Facility

Thomas J. Watson Research Center

Learn about the local history of Ossining with a stop at Thomas J. Watson Research Center. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.

Thomas J. Watson Research Center

Crotonville Hotel Deals

Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $179 total per night from May 10 to May 11
$179 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (133 reviews)
Phone in room did not work. One extra pillow granted would have liked still another. Beautiful facility and grounds very very tasteful throughout.

Reviewed on May 1, 2026

Windrose On Hudson
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $158 total per night from May 10 to May 11
$158 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (2,628 reviews)
it was great

Reviewed on May 9, 2026

Royal Regency Hotel
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
$183 nightly
The price is $209 total per night from May 10 to May 11
$209 total
May 10 - May 11
Total with taxes and fees
8.8/10 Excellent! (1,315 reviews)
Lobby restaurant was great

Reviewed on May 8, 2026

Sonesta White Plains Downtown
See all 858 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.

Find the Best Crotonville Vacation Packages

Crotonville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
LaGuardia Airport (LGA)
Top Sights
Ossining Historical Society, Sing Sing Correctional Facility and Teatown Lake Reservation

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Frequently asked questions

How much does a Crotonville vacation package cost?
Offering excellent value package deals from $639 on Expedia, you'll be surprised at how little a vacation to Crotonville costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Crotonville?
If you're hoping to book a cheap Crotonville vacation package, consider visiting in December, January and February. You'll generally find better prices on flights and accommodations during these quieter months — perfect for a budget-friendly break.
How many days is enough for Crotonville?
With a well-planned itinerary, you can easily visit the main Crotonville sights in a handful of days. But if you'd like to discover hidden spots or go on day tours, think about booking your Crotonville vacation for longer.
How to find the best Crotonville package deals?
Landing a cheap Crotonville package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Crotonville package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Crotonville vacation as a package?
You can enjoy significant savings on your Crotonville break by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Crotonville?
Land fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Crotonville vacation.
Does Expedia offer Book Now, Pay Later Crotonville vacation packages?
Jet off on your perfect trip to Crotonville with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.