Ossining Holidays from £1,482
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Your Ossining Holiday
Experience the energy and excitement of Ossining with a tailor-made Ossining holiday package. From its rich history to its spectacular views and beyond, you'll never have a boring moment in this city. Eager to explore your surroundings? Tarrytown Music Hall, Van Cortlandt Manor and Sing Sing Correctional Facility are some of the leading places to visit during a trip to Ossining. Browse Expedia's extensive range of travel options and begin planning your perfect holiday to Ossining now.
Top Ossining Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
1 Hotel Central Park
Manhattan
Save 100% on your flight
Price was £2,234, price is now £1,482 per person
£1,482
per person
25 May - 29 May
found 1 day ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,005 reviews)
Great property.l, location and service.
Reviewed on 20 Mar 2026
1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was £4,697, price is now £2,810 per person
£2,810
per person
30 May - 6 Jun
found 4 hours ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,000 reviews)
Excellent staff, clean room, fantastic onsite restaurants.
Reviewed on 10 Mar 2026
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
Save 100% on your flight
Price was £4,615, price is now £2,768 per person
£2,768
per person
3 Jun - 10 Jun
found 1 day ago
Return flight included
London (LON) to White Plains (HPN)
7.2/10 Good! (5 reviews)
This was an excellent
House
My birthday weekend was amazing
I totally would book again
Reviewed on 17 Mar 2024
The Towers at Lotte New York Palace
Manhattan
Save 100% on your flight
Price was £2,989, price is now £1,891 per person
£1,891
per person
25 May - 29 May
found 1 day ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (655 reviews)
Great location. Great views in the Towers.
Reviewed on 17 Mar 2026
NobleDEN Hotel
Manhattan
Save 100% on your flight
Price was £2,354, price is now £1,584 per person
£1,584
per person
3 Jun - 10 Jun
found 1 day ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (1,547 reviews)
Morgan and the entire team at Noble were amazing with their courtesy, friendliness and professionalism.
Reviewed on 25 Mar 2026
Ossining Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | LaGuardia Airport (LGA) |
Population | 25,400 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Bear Mountain State Park, Franklin D. Roosevelt State Park and Paramount Hudson Valley Theatre |
Top hotels in Ossining
Windrose On Hudson
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is £150 per night from 1 Apr to 2 Apr
£150
1 Apr - 2 Apr
includes taxes & fees
8.4/10 Very Good! (120 reviews)
hotel grounds are great the rooms need an update the staff is great Margorie is a pleasure to be around the grab and go is great the gym great i did not eat there the restaurant was not open. I would go back even though it is a bit far from my office. they do clean the room every day which to me ...
Reviewed on 20 Mar 2026
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is £101 per night from 6 Apr to 7 Apr
£101
6 Apr - 7 Apr
includes taxes & fees
8.2/10 Very Good! (1,619 reviews)
Nice hotel, big rooms, basic breakfast, wifi didn’t work properly.
Reviewed on 25 Mar 2026
LIV Hotel Bronx - Newly Built
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is £110 per night from 31 Mar to 1 Apr
£110
31 Mar - 1 Apr
includes taxes & fees
8.2/10 Very Good! (416 reviews)
First of, the parking is very limited so do not expect that you'll be able to park inside. The person at the reception was not very friendly and it was hard to understand what he was saying. The room was barely clean, we found other people's hair all the time. There was no soap dispenser in the shower, ...
Reviewed on 23 Mar 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
