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Recommended hotels in Ossining

1. Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (283 reviews)
"Would 100% stay again"
United States
Michael
The price is AED 555
AED 618 total
includes taxes & fees
22 Nov - 23 Nov
Windrose On Hudson

2. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is AED 930
AED 1,072 total
includes taxes & fees
15 Nov - 16 Nov
1BR Queen near NYC | Trails, Biking & Sauna Bliss

3. Near NYC! | Stylish Guestroom

Near NYC! | Stylish Guestroom
Ossining
The price is AED 1,013
AED 1,169 total
includes taxes & fees
15 Nov - 16 Nov
Near NYC! | Stylish Guestroom

4. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is AED 1,802
AED 3,748 total
includes taxes & fees
9 Nov - 10 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table

5. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.8 out of 10, Excellent, (10 reviews)
"It's an elegant older house with lots of room for company. Family friendly. The pool was great. My family enjoyed it."
United States
Karen O.
The price is AED 1,380
AED 2,936 total
includes taxes & fees
9 Nov - 10 Nov
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

6. Polished 1BR w/ Accessible Room Features + Sauna

Polished 1BR w/ Accessible Room Features + Sauna
Ossining
6.0 out of 10, (1 review)
"We could not find location in dark and rain. Only given GPS info and no name of hotel or property. Once we arrived guard at guardhouse could not assist as we could not affirm name. When finally able to track down contact info for the vacation property company that listed the rental they had to share hotel front desk info and that’s when we learned name was Windrose On Hudson. Very stressful situation- enjoyed historical location. Great facility, not so great TV/streaming set-up… cable. "
United States
Nada S.
The price is AED 930
AED 1,072 total
includes taxes & fees
15 Nov - 16 Nov
Polished 1BR w/ Accessible Room Features + Sauna

7. 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, (1,328 reviews)
"Great stay!"
United States
Kristen
The price is AED 422
AED 583 total
includes taxes & fees
2 Dec - 3 Dec
Hotel Nyack, a JdV by Hyatt Hotel

8. 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, (1,001 reviews)
"Great stay"
United States
Sean P.
The price is AED 452
AED 517 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

9. Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,001 reviews)
"Very clean property with pleasant staff."
United States
Syble
The price is AED 558
AED 639 total
includes taxes & fees
19 Nov - 20 Nov
Courtyard by Marriott Tarrytown Westchester County

10. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very good, (1,897 reviews)
"Went for Halloween weekend it was very nice pool was nice as well there a Dunkin’ 3 min walking distance and a 7 min drive to tarry town it was wonderful"
United States
Omari
The price is AED 487
AED 557 total
includes taxes & fees
29 Nov - 30 Nov
Baymont by Wyndham White Plains - Elmsford

11. West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,509 reviews)
"Awesome place will still again if in area"
United States
Joshua
The price is AED 405
AED 464 total
includes taxes & fees
8 Nov - 9 Nov
West Gate Inn Nyack

12. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,427 reviews)
"It was a beautiful place to stay"
United States
Brooke
The price is AED 731
AED 928 total
includes taxes & fees
8 Nov - 9 Nov
Tarrytown House Estate

13. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
3.5 star property
Tarrytown
7.0 out of 10, Good, (1,000 reviews)
"Great stay"
United States
Brittany J.
The price is AED 487
AED 557 total
includes taxes & fees
1 Dec - 2 Dec
Sleepy Hollow Hotel, a Dolce by Wyndham

14. SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
8.8 out of 10, Excellent, (1,006 reviews)
"Clean, friendly staff, would stay again"
United States
Gwen
The price is AED 572
AED 654 total
includes taxes & fees
15 Nov - 16 Nov
SpringHill Suites by Marriott Tarrytown Westchester County

15. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,000 reviews)
"Nice stay"
United States
Kerry-Anna
The price is AED 497
AED 568 total
includes taxes & fees
22 Nov - 23 Nov
Sheraton Tarrytown Hotel

16. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,001 reviews)
"This hotel served our purposes very well."
United States
Joseph
The price is AED 539
AED 617 total
includes taxes & fees
15 Nov - 16 Nov
Hotel MTK Mount Kisco

17. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,188 reviews)
"Great place"
United States
Joel
The price is AED 465
AED 541 total
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Hotel Nanuet

18. Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,002 reviews)
"Very clean, great staff, great breakfast."
United States
John
The price is AED 466
AED 534 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

19. Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (689 reviews)
"Great stay, clean and close to Sleepy Hollow. Would return again!"
United States
Karrie
The price is AED 657
AED 752 total
includes taxes & fees
22 Nov - 23 Nov
Westchester Marriott

20. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
7.8 out of 10, Good, (1,724 reviews)
"The room was pretty clean and comfortable, staff was friendly"
United States
Zack
The price is AED 415
AED 475 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn White Plains/Tarrytown
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.

Learn more about Ossining

Sing Sing Prison Museum offers a fascinating glimpse into America's most notorious correctional facility, with guided tours by former officers. Hike the scenic Old Croton Aqueduct Trail and then grab lunch at one of the diverse restaurants along the Hudson River waterfront.

A wooden bridge over a lake with a sign reading "BERGMANN BOARDWALK".

Top reviews in Ossining