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 5.424.346 ₫ per night from 23 Jun to 24 Jun
5.424.346 ₫
6.041.366 ₫ total
23 Jun - 24 Jun
includes taxes & fees
8.4/10 Very Good! (159 reviews)
"Interesting location! This is on the grounds of the former Croton Management Academy and feels a little like a college campus, with a walking trail, on site restaurant/bar and a cafe. There is no in room coffee (but a Keurig with a full selection of fresh milks in the lobby), but staff are helpful ..."

Reviewed on 3 Jun 2026

Windrose On Hudson
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is 5.503.179 ₫ per night from 14 Jun to 15 Jun
5.503.179 ₫
7.167.825 ₫ total
14 Jun - 15 Jun
includes taxes & fees
8.8/10 Excellent! (1,323 reviews)
"Excellent service"

Reviewed on 31 May 2026

Sonesta White Plains Downtown
Royal Hotel Bronx

Royal Hotel Bronx

2 out of 5
3362 Boston Road Bronx NY
The price is 3.954.561 ₫ per night from 14 Jun to 15 Jun
3.954.561 ₫
4.629.975 ₫ total
14 Jun - 15 Jun
includes taxes & fees
7/10 Good! (649 reviews)
"I appreciated the convenience of this hotel, but it is not the type of accommodation I would choose to stay at again. The room was very small and uncomfortable, and there was a noticeable urine-like odor. It was clear that the room had not been cleaned thoroughly, as the smell was quite strong. I ..."

Reviewed on 2 Jun 2026

Royal Hotel Bronx
See all 1,356 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

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
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

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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