Crotonville Vacations from $694

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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.
Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,177, price is now $694 per person
$694
per person
Sep 9 - Sep 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.4/10 Exceptional! (1,496 reviews)
Great location. Staff was great but unfortunately no restaurant or bar like Expedia said.

Reviewed on Jun 18, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,841, price is now $1,557 per person
$1,557
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.

Reviewed on Jun 6, 2026

Hilton Garden Inn New York/Manhattan-Midtown East

Hilton Garden Inn New York/Manhattan-Midtown East

3.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,346, price is now $759 per person
$759
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,761 reviews)
Elevators could use some work.

Reviewed on Jun 23, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $5,997, price is now $3,522 per person
$3,522
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (645 reviews)
Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel.

Reviewed on Jun 21, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,351, price is now $805 per person
$805
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Hotel was quaint and charming! The beds were comfortable and clean. Staff was super helpful and even let us borrow an umbrella and were really quick with food recommendations and subway directions! Loved our stay…would stay here again.

Reviewed on Jun 23, 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 quaint 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

Nelson Park

Nelson Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Nelson Park

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
$206 nightly
The price is $230 total per night from Jun 25 to Jun 26
$230 total
Jun 25 - Jun 26
Total with taxes and fees
8.6/10 Excellent! (172 reviews)
"It was a very easy stay, even though we were a couple in our own room and this place is geared towards larger groups"

Reviewed on Jun 19, 2026

Windrose On Hudson
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $70 total per night from Jun 29 to Jun 30
$70 total
Jun 29 - Jun 30
Total with taxes and fees
6/10 (2,251 reviews)
"Great for the price. Convenient parking."

Reviewed on Jun 23, 2026

Armoni Inn & Suites
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
$143 nightly
The price is $164 total per night from Jun 28 to Jun 29
$164 total
Jun 28 - Jun 29
Total with taxes and fees
8.4/10 Very Good! (1,728 reviews)
"This is an easy access place; has what you need and the staff is friendly. The breakfast was pretty good, but not very healthy. Plenty of it though."

Reviewed on Jun 23, 2026

Baymont by Wyndham White Plains - Elmsford
See all 834 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 $694 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.