Hotels in Ossining

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Where to stay in Ossining?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Ossining on Hotels.com. These Ossining hotels consistently deliver on quality, location and traveler experience. Last updated on October 15, 2026.

A spacious indoor area with a long row of chairs, a blue sofa, and a wooden table.

A two-story house with a red door, white siding, and a brick pathway leading to the entrance.

A conference room with multiple tables and chairs, a projector, and a presentation screen.

A hotel room with a bed, a desk, a chair, and a view of the outside.

1. Windrose On Hudson

Ossining

CNY1,012

CNY1,127 total

includes taxes & fees

Nov 8 - Nov 9

A hallway with hardwood flooring, a staircase, and a dining area with a chair and table.

A dining area with a long wooden table, yellow placemats, and orange chairs. There is a ceiling light fixture above the table.

A spacious living room with hardwood floors, a black leather sofa, a wooden desk, and a computer chair.

A patio with stone tiles, a table with chairs, and a grill.

2. Snow Days & City Escapes: Spacious Ossining Home

Ossining

CNY1,828

CNY5,457 total

includes taxes & fees

Oct 21 - Oct 22

A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

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

A swimming pool with lounge chairs and a wooden deck, surrounded by trees and a building with a sloped roof.

A traditional Tudor-style house with a spacious front yard, a stone wall, and a well-maintained garden.

3. Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

CNY3,433

CNY6,997 total

includes taxes & fees

Nov 3 - Nov 4

A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.

A modern breakfast bar with a variety of food options, including cereal and hot food. There are signs indicating breakfast and hot food availability.

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

A hotel room with two beds, a blue sofa, a wooden coffee table, and a painting on the wall.

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

Hawthorne

CNY830

CNY950 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.

A courtyard with a fire pit, outdoor seating, and modern apartment buildings.

A modern cafe with multiple seating options including tables, chairs, and sofas.

A modern hotel lobby with a large digital display on the wall, a reception desk, a comfortable seating area with a sofa and cushions, and a clean, tiled floor.

5. Courtyard by Marriott Tarrytown Westchester County

Tarrytown

CNY1,018

CNY1,164 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.

A modern hotel lobby with a seating area, a kitchen, and a bar.

An indoor swimming pool with a glass ceiling, clear signage indicating depth, and lounge chairs along the sides.

A hotel corridor with a patterned carpet, a railing, and a reception desk with a glass partition.

6. Baymont by Wyndham White Plains - Elmsford

Elmsford

CNY916

CNY1,048 total

includes taxes & fees

Nov 1 - Nov 2

A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

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

A modern lounge with leather sofas, a patterned rug, and red pendant lights.

7. Hotel Nyack, a JdV by Hyatt Hotel

Nyack

CNY732

CNY1,019 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern living room with two orange patterned armchairs, a glass coffee table, a flat-screen TV mounted above a fireplace, and a magazine on the table.

A hotel room with a bed, a desk with a chair, a TV, and artwork on the walls.

A bar area with a long counter, multiple chairs, and a television mounted on the wall.

8. SpringHill Suites by Marriott Tarrytown Westchester County

Tarrytown

CNY1,043

CNY1,193 total

includes taxes & fees

Oct 29 - Oct 30

A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.

A spacious lobby with a red sofa set, a fireplace, and a staircase leading to an upper level.

A spacious restaurant with high tables and stools, a bar area, and a television screen displaying a sports game.

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

9. Hotel MTK Mount Kisco

Mount Kisco

CNY983

CNY1,124 total

includes taxes & fees

Nov 15 - Nov 16

A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.

A gym with exercise equipment, large windows, and a wooden reception desk.

An indoor swimming pool with a 3 feet 10 inches deep sign, surrounded by a white tiled area, benches, and a glass door leading to another room.

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

10. Sheraton Tarrytown Hotel

Tarrytown

CNY959

CNY1,097 total

includes taxes & fees

Nov 1 - Nov 2

A checkered floor, a potted plant, and two metal ladders in a room with large windows.

A restaurant with a counter, stools, and a menu board.

A modern office space with a large desk, multiple printers, and comfortable seating.

A hotel lobby with a sofa, armchairs, a glass table, and lamps.

11. West Gate Inn Nyack

Nyack

CNY737

CNY842 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.

A bar area with a long counter, multiple shelves with bottles, and several bar stools.

A formal dining setup with multiple tables, each set with clear glassware, plates, and cutlery.

12. Westchester Marriott

Tarrytown

CNY1,319

CNY1,509 total

includes taxes & fees

Nov 1 - Nov 2

A spacious room with a stone fireplace, white sofas, and a large window offering a view of the outdoors.

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

A spacious corridor with stone walls, large windows, and a central chandelier.

An outdoor patio with tables and chairs, surrounded by large umbrellas.

13. Sleepy Hollow Hotel, a Dolce by Wyndham

Tarrytown

CNY958

CNY1,096 total

includes taxes & fees

Nov 10 - Nov 11

A hotel room with a sofa, a coffee table, a TV, a desk, and a bed.

A coffee station with multiple coffee dispensers, a hot water station, and various coffee products on shelves.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A hotel room with a patterned sofa, a small ottoman, a desk with two chairs, a microwave, a wine bottle, and a framed picture on the wall.

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

Peekskill

CNY877

CNY1,003 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.

A hotel room with a bed, a sofa, a nightstand, a lamp, and a framed picture on the wall.

A lobby with teal patterned chairs, a fireplace, and a flat-screen TV mounted above it.

A gym with treadmills, elliptical machines, and weightlifting equipment.

15. Hampton Inn White Plains/Tarrytown

Elmsford

CNY818

CNY936 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a modern design, featuring a seating area with sofas and armchairs, a decorative wall panel, and a large window providing natural light.

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

A modern restaurant interior with a bar area, seating, and a dessert display.

A hotel room with a large bed, a bedside table with a lamp, a TV, and a bathroom with a mirror and sink.

16. DoubleTree by Hilton Hotel Nanuet

Nanuet

CNY887

CNY1,032 total

includes taxes & fees

Oct 18 - Oct 19

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

A large, historic building with a red roof, surrounded by a well-maintained garden with statues and flower beds.

A spacious lobby with a staircase, seating area, and large windows offering a view of the outdoors.

A spacious lobby with a high ceiling, patterned walls, and a central seating area with ottomans and a coffee table.

17. Tarrytown House Estate

Tarrytown

CNY1,065

CNY1,385 total

includes taxes & fees

Nov 8 - Nov 9

A modern lobby with seating areas, a fireplace, and a flat-screen TV mounted on the wall.

A modern lobby with a reception desk, seating area, and a decorative wall.

A spacious hotel lobby with a modern design, featuring a central seating area with sofas and armchairs, a coffee table, and a television.

A modern bar area with a bar counter, seating, and a colorful mural.

18. Cambria Hotel & Suites - White Plains Downtown

White Plains

CNY1,280

CNY1,464 total

includes taxes & fees

Nov 8 - Nov 9

A hotel patio with outdoor seating, a fire pit, and a covered area with glass doors.

A modern living room with a fireplace, a bookshelf, and comfortable seating.

A modern lobby with a fireplace, bookshelves, and a seating area.

19. Residence Inn Orangeburg

Orangeburg

CNY928

CNY1,034 total

includes taxes & fees

Nov 8 - Nov 9

A multi-story hotel with a central entrance and a covered waiting area.

20. Extended Stay America Suites White Plains Elmsford

Elmsford

CNY910

CNY1,040 total

includes taxes & fees

Nov 2 - Nov 3

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Go beyond your typical stay in Ossining

Pet friendly

Pool

Apartment

Hot tub

Family friendly

Spa

Cottage

Top landmarks in Ossining

A dam with a reservoir, surrounded by autumn foliage and hills.

Travelers Rest

If you're looking for things to do when staying in Ossining, go to Travelers Rest.

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A misty lake surrounded by trees with sunlight filtering through the leaves.

Teatown Lake Reservation

If you'd like to get a taste of Ossining student life, check out Teatown Lake Reservation, located 3.8 mi (6.1 km) from central Ossining. Why not take a stroll along the riverfront and watch the sunset while you're here? Want to stretch your legs some more? Head to Croton Point Park and Kitchawan Preserve, both nearby.

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Sing Sing Prison Museum

If visiting museums in Ossining are on your list, you might want to check out the upcoming exhibitions at Sing Sing Prison Museum, located in the heart of town. Why not take a stroll along the riverfront and watch the sunset while you're here? If you want to see more of the museums in Ossining, Ossining Historical Society isn't far either.

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Louis Engel Waterfront Park

Louis Engel Waterfront Park is worth a visit, located 0.8 mi (1.3 km) from central Ossining. Why not take a stroll along the riverfront and watch the sunset while you're here?

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Thomas J. Watson Research Center

If seeing the sights is on your list of things to do, head to Thomas J. Watson Research Center— just one of the landmarks located 4.4 mi (7.1 km) from central Ossining. Why not take a stroll along the riverfront and watch the sunset while you're here?

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Kitchawan Preserve

Kitchawan Preserve is 5.5 mi (8.9 km) from central Ossining, why not stop by during your stay. Why not take a stroll along the riverfront and watch the sunset while you're here? Want to stretch your legs some more? Head to Teatown Lake Reservation and Ossining Dog Park, both nearby.

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Ossining Historical Society

Ossining Historical Society is 0.9 mi (1.4 km) from central Ossining, why not stop by during your stay. Why not take a stroll along the riverfront and watch the sunset while you're here? If you want to experience more of the culture Ossining has to offer, head to Van Cortlandt Manor, Croton Point Park, and Rockefeller State Park Preserve.

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Hudson Hills Golf Course

You might want to play some rounds at Hudson Hills Golf Course, located 3.3 mi (5.3 km) from central Ossining. Why not take a stroll along the riverfront and watch the sunset while you're here? If Hudson Hills Golf Course doesn't quite scratch your golfing itch, Mohansic Golf Course and Rockland Lake State Park Championship Golf Course are all just a short drive away.

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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.

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

Check out reviews of Ossining hotels guests love

Hilltop Inn & Suites

10/10 Excellent

"The room was clean, the facility was fine. I didn’t get to use the pool. Morning breakfast was good enough."

Hyatt Regency Greenwich

10/10 Excellent

"Really enjoyed the hotel"

Clinton Inn Hotel & Event Center

10/10 Excellent

"Very nice place, I will stay there again"

Windrose On Hudson

10/10 Excellent

"Excelente"

Frequently asked questions

How much does a hotel room cost in Ossining?

You can choose a great hotel in Ossining from CNY797 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Ossining that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Ossining hotels?

Discover great deals on Ossining hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Ossining hotels.

Can I book Ossining hotels with free cancellation?

In order to book a refundable Ossining hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some of the best Ossining hotels with free parking?

If you're arriving by car, choosing a great Ossining hotel with free parking is a plus. Our travelers' favorites include:

Windrose On Hudson: A hotel with an average guest rating of 8.6 out of 10

What are some popular hotels in central Ossining?

For hotels in central Ossining, check out Hotel Nyack, a JdV by Hyatt Hotel and Windrose On Hudson. Travelers love Hotel Nyack, a JdV by Hyatt Hotel for its location, as well as the seasonal outdoor pool, hot tub and restaurant this hotel offers. Windrose On Hudson is another popular central hotel with a bar/lounge, a coffee shop/cafe and karaoke. Downtown Tarrytown is a central neighborhood for your Ossining vacation.

What accommodations do travelers recommend in Ossining?

Guests like Windrose On Hudson, Tarrytown House Estate and Armoni Inn & Suites.

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 8 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.

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