Ossining

Travel 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 €199 per night from 22 Jun to 23 Jun
€199
22 Jun - 23 Jun
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 ...
8.4/10 Very Good! (164 reviews)
"I was truly not expecting this hotel to be so cute, quiet, and vast. It was conveniently situated close to an event we attended over the weekend and close enough to good restaurants. I only wish their restaurant was open, and I wished their coffeehouse had more breakfast options, but for a new hotel, ..."

Reviewed on 7 Jun 2026

Windrose On Hudson
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 €133 per night from 14 Jun to 15 Jun
€133
14 Jun - 15 Jun
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! (1,717 reviews)
"Had a great stay at this property, resonably priced with good ammenities and clean rooms."

Reviewed on 9 Jun 2026

Baymont by Wyndham White Plains - Elmsford
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is €161 per night from 30 Jun to 1 Jul
€161
30 Jun - 1 Jul
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! (1,109 reviews)
"There were 2 weddings on the property, therefore the restaurant and bar was closed to guests. There was a makeshift bar in the lobby with minimal places to sit. The hotel itself was clean and front desk staff was very helpful"

Reviewed on 9 Jun 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 Ossining Public Library and Ossining Historical Society ...
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 (125 reviews)
"I liked that it had a kitchen, but if you change your plans, don’t count on any reimbursement."

Reviewed on 8 Jun 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.
9.8/10 Exceptional! (24 reviews)
"10/10 The only issue I noticed was it seemed linens were not clean or stained, no trash bags, and there were ants everywhere so we were bitten a little lol. Reached out and got a response very quickly with resolutions. I gave it a 10/10 because it was very spacious, beds so comfortable, clean spaces, ..."

Reviewed on 4 Jun 2026

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
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.

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