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Hotels in Ossining
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Windrose On Hudson
Windrose On HudsonOssining
8.2 out of 10, Very Good, (121 reviews)
- Take in Hudson riverside scenes at this Ossining hotel with a fitness center.
The price is $172
$191 total
includes taxes & fees
Apr 5 - Apr 6
Westchester Summer Pool Pet Friendly Events Games
Westchester Summer Pool Pet Friendly Events GamesOssining
The price is $494
$1,012 total
includes taxes & fees
Apr 7 - Apr 8
Red Carpet Inn
Red Carpet InnCove - East Side - Shippan
6.6 out of 10, (1,001 reviews)
- Wake to spacious, comfortable rooms near Stamford's transportation hub.
The price is $84
$97 total
includes taxes & fees
Apr 5 - Apr 6
Amsterdam Hotel
Amsterdam HotelDowntown Stamford
8.4 out of 10, Very Good, (1,738 reviews)
- Experience the quietest retreat close to Stamford Town Center and train station.
The price is $103
$119 total
includes taxes & fees
Apr 6 - Apr 7
The Stamford Hotel
The Stamford HotelDowntown Stamford
7.8 out of 10, Good, (1,148 reviews)
- Explore downtown Stamford from this centrally located hotel near the train station.
The price is $209
$240 total
includes taxes & fees
Apr 5 - Apr 6
Stamford Marriott Hotel & Spa
Stamford Marriott Hotel & SpaDowntown Stamford
8.0 out of 10, Very Good, (1,001 reviews)
- Convenient Stamford hotel close to metro station with relaxing on-site spa.
The price is $195
$224 total
includes taxes & fees
Apr 9 - Apr 10
Residence Inn Stamford Downtown
Residence Inn Stamford DowntownDowntown Stamford
9.4 out of 10, Exceptional, (388 reviews)
- Convenient train station access with indoor pool and free breakfast in Stamford.
The price is $250
$288 total
includes taxes & fees
Apr 19 - Apr 20
Courtyard by Marriott Stamford Downtown
Courtyard by Marriott Stamford DowntownDowntown Stamford
9.0 out of 10, Wonderful, (854 reviews)
The price is $213
$245 total
includes taxes & fees
Apr 12 - Apr 13
The Lloyd Stamford, Tapestry Collection by Hilton
The Lloyd Stamford, Tapestry Collection by HiltonDowntown Stamford
8.8 out of 10, Excellent, (481 reviews)
- Enjoy stylish accommodations steps from Stamford Transportation Center.
The price is $163
$188 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn & Suites Stamford
Hampton Inn & Suites StamfordWest Side
8.6 out of 10, Excellent, (1,001 reviews)
- Experience Stamford with easy train access, fitness center, and a welcoming bar.
The price is $165
$189 total
includes taxes & fees
Apr 12 - Apr 13
DoubleTree by Hilton Stamford
DoubleTree by Hilton StamfordWaterside
7.4 out of 10, Good, (1,002 reviews)
- Convenient train-station hotel with indoor pool for business or city exploration.
The price is $145
$167 total
includes taxes & fees
Apr 26 - Apr 27
The Armon Stamford Hotel & Conference
The Armon Stamford Hotel & ConferenceRidgeway-Bullshead
7.8 out of 10, Good, (758 reviews)
- Modern pool and fitness hotel in Stamford with conference center access.
The price is $162
$186 total
includes taxes & fees
Apr 21 - Apr 22
Super 8 by Wyndham Stamford/New York City Area
Super 8 by Wyndham Stamford/New York City AreaWest Side
6.4 out of 10, (1,002 reviews)
- Enjoy convenient train access and daily amenities at this relaxed Stamford hotel.
The price is $88
$102 total
includes taxes & fees
Apr 19 - Apr 20
La Quinta Inn & Suites by Wyndham Stamford / New York City
La Quinta Inn & Suites by Wyndham Stamford / New York CityWaterside
6.8 out of 10, (1,229 reviews)
- Interstate access and convenient Stamford location with an indoor pool year-round.
The price is $89
$102 total
includes taxes & fees
Apr 26 - Apr 27
Hyatt Regency Greenwich
Hyatt Regency GreenwichOld Greenwich
8.6 out of 10, Excellent, (1,002 reviews)
The price is $186
$214 total
includes taxes & fees
Apr 5 - Apr 6
Ethan Allen Hotel
Ethan Allen HotelDanbury
8.0 out of 10, Very Good, (1,186 reviews)
- Stay near Danbury Fair Mall with comfortable beds and seasonal poolside lounging.
The price is $121
$139 total
includes taxes & fees
Apr 19 - Apr 20
Residence Inn Marriott Danbury
Residence Inn Marriott DanburyDanbury
8.2 out of 10, Very Good, (369 reviews)
- Unwind minutes from Danbury Fair Mall with a fitness center and helpful staff.
The price is $129
$148 total
includes taxes & fees
Apr 19 - Apr 20
J House Greenwich
J House GreenwichRiverside
9.0 out of 10, Wonderful, (1,001 reviews)
- Boutique Art Deco retreat with spa indulgences and Italian cuisine by the station.
The price is $244
$322 total
includes taxes & fees
Apr 5 - Apr 6
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHGDanbury
9.2 out of 10, Wonderful, (340 reviews)
- Experience poolside relaxation near popular Danbury attractions and Jumpz Trampoline.
The price is $135
$155 total
includes taxes & fees
Apr 5 - Apr 6
Springhill Suites By Marriott - Danbury
Springhill Suites By Marriott - DanburyDanbury
8.8 out of 10, Excellent, (869 reviews)
The price is $101
$116 total
includes taxes & fees
Apr 19 - Apr 20
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.
Go beyond your typical stay in Ossining
Top landmarks in Ossining
Learn more about Ossining
Infamous Sing Sing Prison Museum offers a fascinating glimpse into America's most notorious correctional facility, where history feels eerily present. Louis Engel Waterfront Park provides a refreshing contrast with Hudson River views that make you forget what's just up the hill. The Ossining Historical Society reveals small-town America with unexpected depth and quirky artifacts. Teatown Lake Reservation offers trails where city stress evaporates among pristine forests surprisingly close to New York City. Depot Square buzzes with locals who've perfected small-town conversation while maintaining their metropolitan edge. The Thomas J. Watson Research Center stands as a modernist monument to big thinking in a village balancing prison history with cultural richness.
Photo by louann ohora
Open Photo by louann ohora
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