Ossining Travel Guide

Tourist 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 NZ$299 per night from 22 Nov to 23 Nov
NZ$299
22 Nov - 23 Nov
includes taxes & fees
Stay at this business-friendly hotel in Ossining. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Van Cortlandt Manor and Croton ...
8.6/10 Excellent! (283 reviews)
"An amazing experience for us all-around..........Thank You. We'll see You again."

Reviewed on 4 Nov 2026

Windrose On Hudson
LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

3 out of 5
3530 Webster Ave Bronx NY
The price is NZ$239 per night from 15 Nov to 16 Nov
NZ$239
15 Nov - 16 Nov
includes taxes & fees
Stay at this hotel in Bronx. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.
LIV Hotel Bronx - Newly Built
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
The price is NZ$449 per night from 8 Nov to 9 Nov
NZ$449
8 Nov - 9 Nov
includes taxes & fees
Stay at this business-friendly hotel in Tarrytown. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the restaurant and the helpful staff ...
8.2/10 Very good! (1,419 reviews)
"Security deposit is 80 a night not 50. Not clear from 3rd party booking"

Reviewed on 5 Nov 2026

Tarrytown House Estate
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 holiday home in Ossining. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Sing Sing Prison Museum and Louis Engel Waterfront Park ...
8.8/10 Excellent! (10 reviews)
"We had a wonderful stay at this property and really enjoyed our time there. The house was very clean, comfortable, and well taken care of, which made us feel right at home. The host was also fantastic—very responsive, easy to communicate with, and always quick to answer any questions we had. Everything ..."

Reviewed on 20 Aug 2026

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

Stamford Suites

4 out of 5
720 Bedford St Stamford CT
Stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
6.2/10 (207 reviews)
"Do not come to this place if you are looking for something nice. The room was dusty, smelled weird. I had it booked for 2 nights a d just stayed 1. I rather take the loose than stay there another night. The price is what got me to book this suite. Next time I’ll just pay extra for a different place. ..."

Reviewed on 2 Nov 2026

Stamford Suites
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
57 Bank St White Plains NY
Stay at this business-friendly apartment in White Plains. Enjoy free Wi-Fi, an outdoor pool and a fitness centre. Popular attractions Westchester County Center ...
Global Luxury Suites White Plains
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

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