Ossining Travel Guide

Tourist Guide

Boardwalk over marshland on the trail at Teatown Lake Reservation in Ossining, New York.
Westchester, NY, USA: A rail bridge spans an inlet on the Hudson River, with St. Augustine’s Roman Catholic Church, Ossining, NY, in the background.
The start of the Bergmann boardwalk at Teatown Reservation in Westchester County, New York
rows of Victorian building sit t side by side in downtown Ossining, New York
Ossining
Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
The price is NZ$402 per night from 25 June to 26 June
NZ$402
25 June - 26 June
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! (172 reviews)
"It was a very easy stay, even though we were a couple in our own room and this place is geared towards larger groups"

Reviewed on 19 June 2026

Windrose On Hudson
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
The price is NZ$136 per night from 24 June to 25 June
NZ$136
24 June - 25 June
includes taxes & fees
Stay at this business-friendly hotel in Orangeburg. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the clean rooms in their reviews. Popular ...
6/10 (2,268 reviews)
"Need have full time lobby attendants"

Reviewed on 23 June 2026

Armoni Inn & Suites
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
The price is NZ$286 per night from 28 June to 29 June
NZ$286
28 June - 29 June
includes taxes & fees
Stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.4/10 Very good! (1,727 reviews)
"This is an easy access place; has what you need and the staff is friendly. The breakfast was pretty good, but not very healthy. Plenty of it though."

Reviewed on 23 June 2026

Baymont by Wyndham White Plains - Elmsford
See all 1,339 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 holiday home in Ossining. Enjoy free Wi-Fi, 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 1 Dec 2025

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. ...
6.4/10 (133 reviews)
"The recently renovated rooms are ok, but unfortunately we were assigned one that is either in the process of being updated"

Reviewed on 22 June 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 coffee maker and air conditioning. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.
9.6/10 Exceptional! (25 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 22 June 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.

Popular places to visit

Rest stop area beside interstate highway where travelers rest and sight see Tioga Reservoir and Dam in Pennsylvania New York state border

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.

Travelers Rest
Teatown Lake Reservation

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.

Teatown Lake Reservation

Sing Sing Correctional Facility

After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Sing Sing Correctional Facility

Nelson Park

Nelson Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this family-friendly area or visit its top-notch restaurants.

Nelson Park

Thomas J. Watson Research Center

Learn about the local history of Ossining when you take a trip to Thomas J. Watson Research Center. Stroll along the riverfront in this quaint area or visit its top-notch restaurants.

Thomas J. Watson Research Center

Depot Square

Explore the great outdoors at Depot Square, a lovely green space in Ossining. Stroll along the riverfront or attend a sporting event in this family-friendly area.

Depot Square

Cities near Ossining

Mount Kisco Train Station, Westchester, New York, snow,

Mount Kisco

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