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Hotels in Ossining

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Check prices for these dates

Tonight
Feb 13 - Feb 14
Tomorrow
Feb 14 - Feb 15
This weekend
Feb 13 - Feb 15
Next weekend
Feb 20 - Feb 22

Where to stay in Ossining?

Restaurant
Windrose On Hudson
Windrose On Hudson
3.0 star property
Ossining
8.2 out of 10, Very Good, (109 reviews)
  • cleanliness
    Take in Hudson riverside scenes at this Ossining hotel with a fitness center.
The price is $179
$199 total
includes taxes & fees
Feb 15 - Feb 16
Windrose On Hudson
Villa | 5 bedrooms
NEW 45 Wolden Rd Ossining NY 10562
NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is $400
$948 total
includes taxes & fees
Mar 16 - Mar 17
NEW 45 Wolden Rd Ossining NY 10562
Restaurant
Hotel Nyack, a JdV by Hyatt Hotel
Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
Nyack
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Sophisticated riverfront escape with a buzzing bar scene and rejuvenating hot tub.
The price is $135
$182 total
includes taxes & fees
Feb 19 - Feb 20
Hotel Nyack, a JdV by Hyatt Hotel
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
9.0 out of 10, Wonderful, (991 reviews)
  • cleanliness
    Stay at a quiet retreat with a convenient location, indoor pool, and fitness center.
The price is $135
$154 total
includes taxes & fees
Feb 18 - Feb 19
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Interior entrance
West Gate Inn Nyack
West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,225 reviews)
  • cleanliness
    Scenic Nyack retreat with free breakfast, near Edward Hopper House Art Center.
The price is $95
$109 total
includes taxes & fees
Feb 16 - Feb 17
West Gate Inn Nyack
Free daily on-the-go breakfast
FairBridge Inn Express Nyack
FairBridge Inn Express Nyack
2.0 star property
Nyack
7.6 out of 10, Good, (1,000 reviews)
  • cleanliness
    Relax in a peaceful retreat close to Westchester with hiking trails nearby.
The price is $89
$107 total
includes taxes & fees
Feb 19 - Feb 20
FairBridge Inn Express Nyack
Free daily self-serve breakfast
Baymont by Wyndham White Plains - Elmsford
Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very Good, (1,540 reviews)
  • cleanliness
    Convenient getaway with indoor pool by Westchester County Center and highways.
The price is $122
$140 total
includes taxes & fees
Feb 22 - Feb 23
Baymont by Wyndham White Plains - Elmsford
Aerial view
Sleepy Hollow Hotel
Sleepy Hollow Hotel
3.5 star property
Tarrytown
6.8 out of 10, (1,001 reviews)
  • cleanliness
    Serene retreat in Tarrytown with peaceful courtyard garden and indoor pool.
The price is $122
$139 total
includes taxes & fees
Feb 26 - Feb 27
Sleepy Hollow Hotel
Exterior
SpringHill Suites by Marriott Tarrytown Westchester County
SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
8.4 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Peaceful retreat in Tarrytown with free breakfast and easy access to local attractions.
The price is $152
$174 total
includes taxes & fees
Feb 19 - Feb 20
SpringHill Suites by Marriott Tarrytown Westchester County
Property amenity
Courtyard by Marriott Tarrytown Westchester County
Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Stay in a peaceful hotel near Tarrytown Music Hall with a fitness center.
The price is $143
$164 total
includes taxes & fees
Feb 22 - Feb 23
Courtyard by Marriott Tarrytown Westchester County
Exterior
Tarrytown House Estate
Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Serene Hudson River views on a historic estate with two pools and Asian dining.
The price is $126
$169 total
includes taxes & fees
Feb 26 - Feb 27
Tarrytown House Estate
Lobby lounge
Sheraton Tarrytown Hotel
Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Modern comforts in Tarrytown with fitness center and hot tub to enjoy after exploring.
The price is $127
$145 total
includes taxes & fees
Feb 22 - Feb 23
Sheraton Tarrytown Hotel
Terrace/patio
Westchester Marriott
Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (477 reviews)
  • cleanliness
    Conveniently located near major roads for business travelers seeking quiet comfort.
The price is $186
$213 total
includes taxes & fees
Feb 19 - Feb 20
Westchester Marriott
Free daily buffet breakfast
Hampton Inn White Plains/Tarrytown
Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very Good, (1,362 reviews)
The price is $124
$142 total
includes taxes & fees
Feb 20 - Feb 21
Hampton Inn White Plains/Tarrytown
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers
DoubleTree by Hilton Hotel Nanuet
DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,056 reviews)
  • cleanliness
    Unwind at this peaceful golf-adjacent hotel with an indoor pool and fitness centers.
The price is $102
$118 total
includes taxes & fees
Feb 22 - Feb 23
DoubleTree by Hilton Hotel Nanuet
Interior entrance
Hotel MTK Mount Kisco
Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Convenient train station hotel with a seasonal outdoor pool for Mount Kisco travelers.
The price is $139
$159 total
includes taxes & fees
Mar 8 - Mar 9
Hotel MTK Mount Kisco
Restaurant
Days Inn by Wyndham Elmsford / White Plains
Days Inn by Wyndham Elmsford / White Plains
2.0 star property
Elmsford
7.0 out of 10, Good, (1,002 reviews)
  • cleanliness
    Convenient Elmsford base with fitness center near Westchester Broadway Theatre.
The price is $97
$114 total
includes taxes & fees
Feb 19 - Feb 20
Days Inn by Wyndham Elmsford / White Plains
Exterior
Sonesta Simply Suites Nanuet
Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.4 out of 10, Very Good, (1,082 reviews)
  • cleanliness
    Journey to Nanuet with modern comforts and convenient transit access nearby.
The price is $89
$104 total
includes taxes & fees
Feb 15 - Feb 16
Sonesta Simply Suites Nanuet
Free daily self-serve breakfast
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Riverside hideaway with indoor pool and free breakfast near Hudson River adventures.
The price is $122
$140 total
includes taxes & fees
Mar 15 - Mar 16
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
View from property
Inn on the Hudson
Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,001 reviews)
  • cleanliness
    Riverside retreat near Peekskill offers kayaking access and mountain views.
The price is $89
$102 total
includes taxes & fees
Feb 15 - Feb 16
Inn on the Hudson
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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Top landmarks in Ossining

Lovely spot in Westchester, NY
Photo by louann ohora
Open Photo by louann ohora

Teatown Lake Reservation

Explore 15 miles of trails across Teatown's 1,000-acre preserve featuring forests, lakes, and wetlands. The floating boardwalk provides excellent wildlife viewing and access to the island's native wildflowers.
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Rest stop area beside interstate highway where travelers rest and sight see Tioga Reservoir and Dam in Pennsylvania New York state border

Travelers Rest

This historic restaurant, once a 19th-century stagecoach stop, serves American and German cuisine in elegant rooms with fireplaces. Explore the landscaped gardens with pond and waterfall before or after your meal.
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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.

See all hotels in Ossining
Main building at Maryknoll
Photo by louann ohora
Open Photo by louann ohora

Check out reviews of Ossining hotels guests love

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"Wonderful "
yusef 1-night trip
Posted 2 days ago
Royal Regency Hotel

Frequently asked questions

What accommodations do travelers recommend in Ossining?
Windrose On Hudson is an accommodation that is popular with guests.
Can I book refundable accommodations in Ossining?
If you need the flexibility to change your plans to Ossining, most properties provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Ossining if I want a vacation rental instead of a hotel?
Browse 7 vacation homes on our site.
What will the weather in Ossining be like during my trip?
The warmest months in Ossining are usually July and August with an average temp of 71°F. January and February are the chilliest months when the average temp is 34°F. The rainiest months are July and October.
Why should I book my Ossining accommodation with Hotels.com?
There are lots of reasons to book your Ossining trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.