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 ₩286,624 per night from Sep 27 to Sep 28
₩286,624
₩319,246 total
Sep 27 - Sep 28
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! (241 reviews)
"The staff was amazing, helping and knowledgeable 🤗. The room was very comfortable and nice, however I do have one feedback is to upgrade the TV for one of the rooms and mini fridge for the other room because it wasn't working properly. Overall it was was a great experience for me, my boyfriend and ..."

Reviewed on Sep 14, 2026

Windrose On Hudson
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
The price is ₩214,070 per night from Sep 21 to Sep 22
₩214,070
₩278,507 total
Sep 21 - Sep 22
includes taxes & 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! (1,302 reviews)
"Everyone was very nice. The outside was beautiful and slightly misleading. The interior was dated, difficult to navigate and disappointing considering the price. Free WiFi was nice though. We got stuck in a first floor room but had to take two flights of stairs and an elevator to get there. Room ..."

Reviewed on Sep 14, 2026

Tarrytown House Estate
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
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. ...
6.2/10 (2,295 reviews)
"Nothing worked. Complete overhaul needed."

Reviewed on Sep 7, 2026

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Armoni Inn & Suites
See all 1,279 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
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. ...
Stamford Suites
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
57 Bank St White Plains NY
Book a stay at this business-friendly apartment in White Plains. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Westchester County ...
Global Luxury Suites White Plains
Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

2 out of 5
280 Jessamine Ave Yonkers NY
Stay at this apartment in Yonkers. Enjoy free WiFi and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are ...
Uscale 2BR Escape in the Heart of NYC
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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

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.
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