Ossining Castle Hotels

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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
$164 nightly
The price is $183
Nov 15 - Nov 16
Total with taxes and fees
Windrose On Hudson

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

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
$262 nightly
The price is $292
Nov 15 - Nov 16
Total with taxes and fees
1BR Queen near NYC | Trails, Biking & Sauna Bliss

3. Near NYC! | Stylish Guestroom

Near NYC! | Stylish Guestroom
Ossining
$286 nightly
The price is $318
Nov 15 - Nov 16
Total with taxes and fees
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
$916 nightly
The price is $1,020
Nov 9 - Nov 10
Total with taxes and fees
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.
$758 nightly
The price is $774
Nov 9 - Nov 10
Total with taxes and fees
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.
$262 nightly
The price is $292
Nov 15 - Nov 16
Total with taxes and fees
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, (1,329 reviews)
"Great stay!"
United States
Kristen
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.
$123 nightly
The price is $141
Dec 6 - Dec 7
Total with taxes and fees
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
$152 nightly
The price is $174
Nov 19 - Nov 20
Total with taxes and fees
Courtyard by Marriott Tarrytown Westchester County

10. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,001 reviews)
"Nice stay"
United States
Kerry-Anna
$135 nightly
The price is $155
Nov 22 - Nov 23
Total with taxes and fees
Sheraton Tarrytown Hotel

11. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very good, (1,890 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
$134 nightly
The price is $153
Nov 29 - Nov 30
Total with taxes and fees
Baymont by Wyndham White Plains - Elmsford

12. 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
$106 nightly
The price is $121
Nov 8 - Nov 9
Total with taxes and fees
West Gate Inn Nyack

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.
$133 nightly
The price is $152
Dec 1 - Dec 2
Total with taxes and fees
Sleepy Hollow Hotel, a Dolce by Wyndham

14. 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
$127 nightly
The price is $147
Nov 22 - Nov 23
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet

15. 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
$156 nightly
The price is $178
Nov 15 - Nov 16
Total with taxes and fees
SpringHill Suites by Marriott Tarrytown Westchester County

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
$147 nightly
The price is $168
Nov 15 - Nov 16
Total with taxes and fees
Hotel MTK Mount Kisco

17. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
7.8 out of 10, Good, (1,725 reviews)
"The room was pretty clean and comfortable, staff was friendly"
United States
Zack
$113 nightly
The price is $129
Nov 22 - Nov 23
Total with taxes and fees
Hampton Inn White Plains/Tarrytown

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
$127 nightly
The price is $145
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

19. Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
West Nyack
6.6 out of 10, (791 reviews)
"The room was very adequate and the staff were more than helpful. I would stay there again without hesitation."
United States
Robert
$82 nightly
The price is $95
Nov 6 - Nov 7
Total with taxes and fees
Tappan Zee Hotel

20. 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
$179 nightly
The price is $205
Nov 22 - Nov 23
Total with taxes and fees
Westchester Marriott
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

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