Ossining Houseboats from CA $103

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Recommended hotels in Ossining

An aerial view of a campus with multiple buildings, a river, and surrounding greenery.

1. Windrose On Hudson

Ossining

Michael

CA $238 total

includes taxes & fees

Nov 22 - Nov 23

An aerial view of a campus with multiple buildings, a central courtyard, and a lake in the background.

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

Ossining

CA $429 total

includes taxes & fees

Nov 15 - Nov 16

3. Near NYC! | Stylish Guestroom

Ossining

CA $468 total

includes taxes & fees

Nov 15 - Nov 16

A large, two-story house with a prominent front entrance, multiple windows, and a driveway.

4. Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

CA $1,489 total

includes taxes & fees

Nov 16 - Nov 17

A Tudor-style house with a brick facade, a steeply pitched roof, and a large front yard with a paved patio and a stone wall.

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

Ossining

Karen O.

CA $1,115 total

includes taxes & fees

Nov 16 - Nov 17

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

Ossining

"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. "

Nada S.

CA $429 total

includes taxes & fees

Nov 15 - Nov 16

A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and American flags.

7. Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hawthorne

Sean P.

CA $210 total

includes taxes & fees

Dec 10 - Dec 11

A modern building with a glass facade, a red door, and a staircase leading to the entrance.

8. Hotel Nyack, a JdV by Hyatt Hotel

Nyack

Kristen

CA $230 total

includes taxes & fees

Nov 22 - Nov 23

A modern apartment building with multiple balconies, a landscaped courtyard with outdoor seating, and a clear sky.

9. Courtyard by Marriott Tarrytown Westchester County

Tarrytown

Syble

CA $247 total

includes taxes & fees

Nov 22 - Nov 23

A hotel entrance with a sign reading "Baymont by Wyndham".

10. Baymont by Wyndham White Plains - Elmsford

Elmsford

Dwayne

CA $223 total

includes taxes & fees

Nov 22 - Nov 23

A Sheraton hotel with a modern facade, multiple floors, and a prominent entrance.

11. Sheraton Tarrytown Hotel

Tarrytown

Jiamin

CA $219 total

includes taxes & fees

Nov 22 - Nov 23

A hotel with a modern facade, a prominent signage for SpringHill Suites Marriott, and a covered entrance area with seating.

12. SpringHill Suites by Marriott Tarrytown Westchester County

Tarrytown

Gwen

CA $253 total

includes taxes & fees

Nov 16 - Nov 17

A modern building with a stone facade and wooden beams, surrounded by a well-maintained lawn and trees.

13. Sleepy Hollow Hotel, a Dolce by Wyndham

Tarrytown

Jennifer

CA $214 total

includes taxes & fees

Dec 1 - Dec 2

A motel with a two-story structure, a covered parking area, and a clear blue sky.

14. West Gate Inn Nyack

Nyack

Joshua

CA $178 total

includes taxes & fees

Nov 19 - Nov 20

A hotel entrance with a covered walkway, stone pillars, and potted plants.

15. Hotel MTK Mount Kisco

Mount Kisco

Joseph

CA $224 total

includes taxes & fees

Dec 6 - Dec 7

A hotel room with two beds, a desk, a TV, and a mirror.

16. Tappan Zee Hotel

West Nyack

Richá

CA $121 total

includes taxes & fees

Nov 14 - Nov 15

A Holiday Inn Express & Suites building with a covered entrance, multiple windows, and a landscaped area with plants and a fire hydrant.

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

Peekskill

John

CA $206 total

includes taxes & fees

Nov 22 - Nov 23

A modern building with large glass windows, a brick facade, and a curved section.

18. DoubleTree by Hilton Hotel Nanuet

Nanuet

Joel

CA $208 total

includes taxes & fees

Dec 6 - Dec 7

A Hampton Inn hotel with a modern facade, multiple windows, and an American flag.

19. Hampton Inn White Plains/Tarrytown

Elmsford

Michelle

CA $184 total

includes taxes & fees

Nov 22 - Nov 23

A historic stone building with a turret, arched entrance, and a covered patio area.

20. Tarrytown House Estate

Tarrytown

Brooke

CA $325 total

includes taxes & fees

Nov 19 - Nov 20

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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.

See all hotels in Ossining