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
$296 nightly
The price is $330 total per night from Oct 8 to Oct 9
$330 total
Oct 8 - Oct 9
Total with taxes and 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 ...
Windrose On Hudson
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
$201 nightly
The price is $230 total per night from Sep 30 to Oct 1
$230 total
Sep 30 - Oct 1
Total with taxes and 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 ...
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 (2,276 reviews)
"Nothing worked. Complete overhaul needed."

Reviewed on Sep 7, 2026

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Armoni Inn & Suites
See all 1,290 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 Nelson Park and Ossining Public Library are located ...
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 Aug 20, 2026

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. ...
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
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

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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Cities near Ossining

A stone bridge over a stream surrounded by autumn foliage.

Briarcliff Manor

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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