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 4.342.939 ₫ per night from 3 May to 4 May
4.342.939 ₫
4.837.341 ₫ total
3 May - 4 May
includes taxes & fees
8.4/10 Very Good! (126 reviews)
Just spent one night here while visiting a nearby university. The grounds were beautiful and property was clean and well maintained. Parking on site was easy to access and secure. Due to low occupancy, the restaurants/café were not open and there was only coffee available in the morning. Had to go ...

Reviewed on 13 Apr 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 3.335.708 ₫ per night from 23 Apr to 24 Apr
3.335.708 ₫
3.815.215 ₫ total
23 Apr - 24 Apr
includes taxes & fees
8.2/10 Very Good! (1,659 reviews)
Cc

Reviewed on 15 Apr 2026

Baymont by Wyndham White Plains - Elmsford
LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

3 out of 5
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is 3.661.260 ₫ per night from 16 Apr to 17 Apr
3.661.260 ₫
4.293.485 ₫ total
16 Apr - 17 Apr
includes taxes & fees
8.2/10 Very Good! (473 reviews)
Loved the stay just didn’t like the fact your cleaners was slamming the doors early in the morning and you could hear a two people fighting in one of the rooms

Reviewed on 15 Apr 2026

LIV Hotel Bronx - Newly Built
See all 1,342 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

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
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 family-friendly area or visit its top-notch restaurants.

Thomas J. Watson Research Center

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