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Hotels in Ossining

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Where to stay in Ossining?

Windrose On Hudson
Windrose On Hudson
3.0 star property
Ossining
8.2 out of 10, Very Good, (107 reviews)
The price is $224
$250 total
includes taxes & fees
Jan 11 - Jan 12
Windrose On Hudson
NEW 45 Wolden Rd Ossining NY 10562
NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is $318
$849 total
includes taxes & fees
Jan 12 - Jan 13
NEW 45 Wolden Rd Ossining NY 10562
West Gate Inn Nyack
West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,209 reviews)
The price is $95
$109 total
includes taxes & fees
Jan 11 - Jan 12
West Gate Inn Nyack
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
8.8 out of 10, Excellent, (974 reviews)
The price is $134
$153 total
includes taxes & fees
Jan 22 - Jan 23
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
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, (1,005 reviews)
The price is $135
$182 total
includes taxes & fees
Jan 18 - Jan 19
Hotel Nyack, a JdV by Hyatt Hotel
Baymont by Wyndham White Plains - Elmsford
Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very Good, (1,482 reviews)
The price is $114
$130 total
includes taxes & fees
Jan 15 - Jan 16
Baymont by Wyndham White Plains - Elmsford
FairBridge Inn Express Nyack
FairBridge Inn Express Nyack
2.0 star property
Nyack
7.6 out of 10, Good, (1,002 reviews)
The price is $89
$107 total
includes taxes & fees
Jan 18 - Jan 19
FairBridge Inn Express Nyack
Courtyard by Marriott Tarrytown Westchester County
Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,003 reviews)
The price is $143
$164 total
includes taxes & fees
Jan 25 - Jan 26
Courtyard by Marriott Tarrytown Westchester County
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, (1,007 reviews)
The price is $144
$164 total
includes taxes & fees
Jan 18 - Jan 19
SpringHill Suites by Marriott Tarrytown Westchester County
Sleepy Hollow Hotel
Sleepy Hollow Hotel
3.5 star property
Tarrytown
6.8 out of 10, (1,000 reviews)
The price is $135
$155 total
includes taxes & fees
Feb 8 - Feb 9
Sleepy Hollow Hotel
Hampton Inn White Plains/Tarrytown
Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very Good, (1,339 reviews)
The price is $122
$140 total
includes taxes & fees
Jan 18 - Jan 19
Hampton Inn White Plains/Tarrytown
Sheraton Tarrytown Hotel
Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very Good, (1,003 reviews)
The price is $135
$155 total
includes taxes & fees
Jan 18 - Jan 19
Sheraton Tarrytown Hotel
Tarrytown House Estate
Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,004 reviews)
The price is $128
$171 total
includes taxes & fees
Jan 15 - Jan 16
Tarrytown House Estate
DoubleTree by Hilton Hotel Nanuet
DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
8.8 out of 10, Excellent, (1,022 reviews)
The price is $93
$108 total
includes taxes & fees
Feb 1 - Feb 2
DoubleTree by Hilton Hotel Nanuet
Westchester Marriott
Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (462 reviews)
The price is $158
$181 total
includes taxes & fees
Jan 25 - Jan 26
Westchester Marriott
Hotel MTK Mount Kisco
Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.4 out of 10, Very Good, (1,001 reviews)
The price is $139
$159 total
includes taxes & fees
Feb 8 - Feb 9
Hotel MTK Mount Kisco
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, (1,001 reviews)
The price is $122
$140 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Days Inn by Wyndham Elmsford / White Plains
Days Inn by Wyndham Elmsford / White Plains
2.0 star property
Elmsford
6.8 out of 10, (1,002 reviews)
The price is $88
$104 total
includes taxes & fees
Jan 17 - Jan 18
Days Inn by Wyndham Elmsford / White Plains
Inn on the Hudson
Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,000 reviews)
The price is $89
$102 total
includes taxes & fees
Jan 11 - Jan 12
Inn on the Hudson
Sonesta Simply Suites Nanuet
Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.2 out of 10, Very Good, (1,009 reviews)
The price is $94
$110 total
includes taxes & fees
Jan 13 - Jan 14
Sonesta Simply Suites Nanuet
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.

Top landmarks in Ossining

Learn more about Ossining

Ossining is applauded for its cultural attractions such as Sing Sing Prison Museum and Ossining Historical Society.

Main building at Maryknoll
Photo by louann ohora
Open Photo by louann ohora

Check out reviews of Ossining hotels guests love

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.