Ossining, NY
Travel Guide
Visit Ossining
Windrose On Hudson
1 Shady Lane Farm Road Ossining NY
$164 nightly
The price is $183 total per night from May 10 to May 11
$183 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and ...
8.4/10 Very Good! (133 reviews)
Phone in room did not work. One extra pillow granted would have liked still another. Beautiful facility and grounds very very tasteful throughout.
Reviewed on May 1, 2026
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
$153 nightly
The price is $175 total per night from May 31 to Jun 1
$175 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful ...
8.2/10 Very Good! (1,067 reviews)
The room was clean. The property is beautiful. The buildings are in need of maintenance. Our balcony was in poor condition. Construction noise from within the King Mansion went on throughout our stay, starting one morning prior to 7:00 a.m and another morning at 8:00 a.m.
Reviewed on May 9, 2026
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
$130 nightly
The price is $153 total per night from May 26 to May 27
$153 total
May 26 - May 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
8.4/10 Very Good! (2,628 reviews)
it was great
Reviewed on May 9, 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.
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining NY
Stay at this vacation home in Ossining. Enjoy free WiFi, private pools, and a garden. Popular attractions Nelson Park and Sing Sing Prison Museum are located ...
9.2/10 Wonderful! (7 reviews)
Super fun location! Host was very helpful. The house is very comfortable for large groups
Reviewed on Dec 1, 2025
Stamford Suites
720 Bedford St Stamford CT
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (113 reviews)
Overall average facility
Reviewed on May 3, 2026
Global Luxury Suites White Plains
57 Bank St White Plains NY
Book a stay at this business-friendly apartment in White Plains. Enjoy free WiFi, an outdoor pool, and valet parking (surcharge). Popular attractions Westchester ...
6.8/10 (43 reviews)
First day i got there the only one lady at the “front desk”completely ignore me by pretending she didn’t work there, unfortunately for her I stayed at the lobby longer that she had anticipated and had no option but to move behind the desk and ask me “if I needed help” I found that very disrespectful, ...
Reviewed on Apr 19, 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.
Popular places to visit
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.
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.
Sing Sing Correctional Facility
After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
Thomas J. Watson Research Center
Learn about the local history of Ossining with a stop at Thomas J. Watson Research Center. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.
Kitchawan Preserve
Explore the great outdoors at Kitchawan Preserve, a lovely green space in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.
Ossining Public Library
Learn about the local history of Ossining when you spend time at Ossining Public Library. Amble around the area's parks or visit its monuments.
Explore a world of travel with Expedia
- New York Hotels
- Hotels near Sing Sing Prison Museum
- Hotels near Snowden Avenue Park
- Hotels near Ossining Station
- Hotels near Depot Square
- Hotels near Sing Sing Correctional Facility
- Hotels near Nelson Park
- Hotels near Louis Engel Waterfront Park
- Hotels near Ossining Historical Society
- Maryknoll Hotels
- 4 Star Hotels in Maryknoll
- Cottages in Maryknoll
- Guest Houses in Maryknoll
- Hotels with a Pool in Maryknoll
- Crotonville Hotels
- Briarcliff Manor Hotels
- Cottages in Briarcliff Manor
- B&B in Briarcliff Manor
- Vacation Homes in Briarcliff Manor
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- Hotels near Van Cortlandt Manor
- Hotels near Croton-Harmon Station
- Hotels near Croton Point Park
- Vacation Homes in Croton-Harmon Station
- Hotels near Hardscrabble Wilderness Area
- Hotels near Rockland Lake State Park Championship Golf Course
- Hotels near Hudson Hills Golf Course
- Croton-On-Hudson Hotels
- B&B in Croton-on-Hudson
- Cabin Rentals in Croton-on-Hudson
- Condo Rentals in Croton-on-Hudson
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- Motels in Croton-on-Hudson
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- Hotels & Resorts for Couples in Croton-on-Hudson
- Sing Sing Prison Museum
- Snowden Avenue Park
- Depot Square
- Sing Sing Correctional Facility
- Nelson Park
- Louis Engel Waterfront Park
- Visit Maryknoll
- Visit Briarcliff Manor
- Croton Point Park
- Van Cortlandt Manor
- Corning Tower
- Visit Croton-on-Hudson
- Hardscrabble Wilderness Area
- Rockland Lake State Park Championship Golf Course
- Visit Millwood
- Croton Landing Park
- Where to stay in Croton-on-Hudson
- Car rentals near Ossining Historical Society
- Car rentals near Crotonville
- Car rentals near Briarcliff Manor
- Avis Rental Cars in Briarcliff Manor
- Mini Car Rentals in Briarcliff Manor
- Car rentals near Van Cortlandt Manor
- Car rentals near Croton Point Park
- Car rentals near Hudson Hills Golf Course
- Car rentals near Croton-on-Hudson
- Enterprise Rental Cars in Croton-on-Hudson
- Hertz Rental Cars in Croton-on-Hudson
- Dollar Rent A Car Rental Cars in Croton-on-Hudson
- Alamo Rent A Car Rental Cars in Croton-on-Hudson
- Van Car Rentals in Croton-on-Hudson
- Sing Sing Correctional Facility
- Teatown Lake Reservation
- Thomas J. Watson Research Center
- Kitchawan Preserve
- Depot Square
- Ossining Historical Society
- Louis Engel Waterfront Park
- Sing Sing Prison Museum
- Hudson Hills Golf Course
- Nelson Park
- Snowden Avenue Park
- Woodbury Common Premium Outlets
- Bear Mountain State Park
- Westchester County Center
- United States Military Academy
- NewYork-Presbyterian - Westchester Hospital
- Stamford Town Center
- Greenwich Avenue
- New Roc City
- Empire City Casino
- Tarrytown Music Hall
- Hudson River
- Westchester's Ridge Hill
- Rye Playland
- Lyndhurst Mansion
- Paramus Park Mall
