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 4.483.018 ₫ per night from 1 Mar to 2 Mar
4.483.018 ₫
4.992.963 ₫ total
1 Mar - 2 Mar
includes taxes & fees
8.4/10 Very Good! (115 reviews)
Room was clean and hotel has wonderful amenities and nice people! Nelson and Marco were amazing! Will stay again

Reviewed on 24 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 3.527.685 ₫ per night from 5 Mar to 6 Mar
3.527.685 ₫
4.034.790 ₫ total
5 Mar - 6 Mar
includes taxes & fees
8.2/10 Very Good! (1,573 reviews)
Very noisy this time. I normally enjoy it there. Teens and young kids all down the hallway running and making noise all night until early morning. This made my stay very uncomfortable.

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 2.761.070 ₫ per night from 22 Mar to 23 Mar
2.761.070 ₫
3.213.196 ₫ total
22 Mar - 23 Mar
includes taxes & fees
9/10 Wonderful! (1,079 reviews)
We ordered from Expedia 2 nights, with breakfast

Reviewed on 24 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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