Ossining Holidays

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Top hotels in Ossining

Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is 4.477.179 ₫ per night from 1 Mar to 2 Mar
4.477.179 ₫
4.986.287 ₫ total
1 Mar - 2 Mar
includes taxes & fees
8.2/10 Very Good! (114 reviews)
Absolutely

Reviewed on 21 Feb 2026

Windrose On Hudson
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 3.509.710 ₫ per night from 19 Mar to 20 Mar
3.509.710 ₫
4.014.230 ₫ total
19 Mar - 20 Mar
includes taxes & fees
8.2/10 Very Good! (1,575 reviews)
Yes

Reviewed on 24 Feb 2026

Baymont by Wyndham White Plains - Elmsford
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is 2.757.473 ₫ per night from 22 Mar to 23 Mar
2.757.473 ₫
3.209.010 ₫ total
22 Mar - 23 Mar
includes taxes & fees
9/10 Wonderful! (1,078 reviews)
Clean comfortable room

Reviewed on 23 Feb 2026

DoubleTree by Hilton Hotel Nanuet
See all 1,324 properties in Ossining
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.

Popular places to visit

Lovely spot in Westchester, NY

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
Rest stop area beside interstate highway where travelers rest and sight see Tioga Reservoir and Dam in Pennsylvania New York state border

Travelers Rest

After visiting Travelers Rest, make a plan to see the other sights and activities in Ossining. Amble around the area's parks or visit its monuments.

Travelers Rest

Thomas J. Watson Research Center

Learn about the local history of Ossining when you take a trip to Thomas J. Watson Research Center. Stroll along the riverfront in this quaint area or visit its top-notch restaurants.

Thomas J. Watson Research Center

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