Ossining, NY

Travel Guide

A wooden boardwalk winding through a forest with autumn foliage.
A lake surrounded by autumn-colored trees and houses on a hillside.
A wooden bridge over a lake with a sign reading "BERGMANN BOARDWALK".
A row of historic buildings with distinct architectural styles, including a red brick building with a clock tower and a white building with ornate detailing.
A sunset over a calm lake with several boats anchored.
Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
The price is ￥33,398 per night from Jul 19 to Jul 20
￥33,398
￥37,198 total
Jul 19 - Jul 20
includes taxes & 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 ...
8.6/10 Excellent! (182 reviews)
"Good stay overall."

Reviewed on Jul 7, 2026

Windrose On Hudson
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
The price is ￥13,893 per night from Jul 8 to Jul 9
￥13,893
￥15,474 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. ...
6/10 (2,280 reviews)
"Broken mattress, air conditioning not functioning"

Reviewed on Jul 6, 2026

Armoni Inn & Suites
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
The price is ￥20,574 per night from Jul 12 to Jul 13
￥20,574
￥23,533 total
Jul 12 - Jul 13
includes taxes & fees
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,541 reviews)
"The hotel loss power it was so hot and unbearable with out power the room was dirty when we arrived spoke with front desk who said it would be handled when we returned that evening the bathroom had not been clean and with the power out no one could come clean it so we were una le to shower"

Reviewed on Jul 5, 2026

Hampton Inn White Plains/Tarrytown
See all 1,336 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.
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

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 Merchants Square and Nelson Park 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

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Stamford Suites

Stamford Suites

4 out of 5
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. ...
6.4/10 (135 reviews)
"This hotel is a disaster ! It was a false advertisement on how the hotel really looks . The room was very very outdated and the air conditioner did not work in the bedroom . The smell was overbearing with roach spray ….. We went up to the room and attempted to stay but we were unable to make it work ..."

Reviewed on Jul 4, 2026

Stamford Suites
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

The Bronx NY
Stay at this apartment in Bronx. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Bronx Zoo and Yankee Stadium are located nearby.
9.8/10 Exceptional! (26 reviews)
"I will start with the positives. We were pleasantly surprised that it was reasonably quiet so getting to sleep was not a problem. We informed the hosts of 2 issues which were addressed effectively. There were plenty of towels for the shower. The kitchen had everything we needed. Communication was ..."

Reviewed on Jun 22, 2026

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
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.

Stay near popular Ossining attractions

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.
See properties

Cities near Ossining

A train station with tracks, a platform, and trees with autumn leaves.

Mount Kisco

A dam with a waterfall, a river, and surrounding hills.

Croton-on-Hudson

A red bridge over a river surrounded by autumn foliage.

Yorktown Heights

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