Ossining Travel Guide

Tourist Guide

A wooden bridge over a lake with a sign reading "BERGMANN BOARDWALK".
A wooden boardwalk winding through a forest with autumn foliage.
A lake surrounded by autumn-colored trees and houses on a hillside.
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 £112 per night from 13 Dec to 14 Dec
£112
13 Dec - 14 Dec
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 ...
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 £103 per night from 18 Nov to 19 Nov
£103
18 Nov - 19 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.
7.2/10 Good! (1,259 reviews)
"Needs better customer service. Unresponsive when messages. Very short on the phone and not helpful at all"

Reviewed on 12 Nov 2026

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 £180 per night from 22 Nov to 23 Nov
£180
22 Nov - 23 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 ...
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. ...
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

Cities near Ossining