Ossining

Travel Guide

Photo by Linda Zanetti
Photo by Linda Zanetti
Photo by louann ohora
Photo by louann ohora
Photo by regina palmieri
Photo by regina palmieri
Photo by louann ohora
Photo by louann ohora
Photo by Linda Zanetti
Photo by Linda Zanetti
Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road, Ossining, NY
The price is P12,508 per night from Oct 16 to Oct 17
P12,508
P13,931 total
Oct 16 - Oct 17
includes taxes & fees
Stay at this 3-star hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and Croton Point Park ...
8.8/10 Excellent! (22 reviews)
"The only downfall to this hotel is the walking distance you have to do from where you park then the walk uphill to the hotel. I have breathing issues,. Thank goodness they have a sitting area once you get in to rest.before going onto your room. A suggestion maybe have a valet."

Reviewed on Sep 25, 2025

Windrose On Hudson
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303, Orangeburg, NY
The price is P5,705 per night from Oct 5 to Oct 6
P5,705
P6,353 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms and the overall ...
6/10 (2,042 reviews)
Nice for a short trip
"Over all I had a good experience"

Reviewed on Sep 27, 2025

Armoni Inn & Suites
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
The price is P7,065 per night from Oct 5 to Oct 6
P7,065
P8,611 total
Oct 5 - Oct 6
includes taxes & 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 ...
8.2/10 Very Good! (2,299 reviews)
"Great place!"

Reviewed on Sep 28, 2025

Royal Regency Hotel
See all 1,220 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.
Stamford Suites

Stamford Suites

4 out of 5
720 Bedford St, Stamford, CT
Stay at this 4-star business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
5.6/10 (60 reviews)
"Great staff !!!"

Reviewed on Sep 24, 2025

Stamford Suites
3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room

2 out of 5
50 Vernon Pl, Yonkers, NY
Stay at this vacation home in Yonkers. Enjoy free WiFi, dry cleaning or laundry services, and in-room washers/dryers. Popular attractions Bronx Zoo and Yonkers ...
8/10 Very Good! (1 review)
Not the entire property
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."

Reviewed on Aug 18, 2025

3BR Prime Luxury near NYC w Arcade Room
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
57 Bank St, White Plains, NY
Stay at this 3.5-star business-friendly apartment in White Plains. Enjoy free WiFi, an outdoor pool, and valet parking (surcharge). Popular attractions Westchester ...
6.6/10 (32 reviews)
"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."

Reviewed on Sep 1, 2025

Global Luxury Suites White Plains
See all 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

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.

Sing Sing Correctional Facility

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 family-friendly area, or check out its top-notch restaurants.

Thomas J. Watson Research Center

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

Sing Sing Prison Museum

You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Sing Sing Prison Museum

Hudson Hills Golf Course

Enjoy a round of golf in Ossining at Hudson Hills Golf Course. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Hudson Hills Golf Course
Photo by louann ohora

Maryknoll