𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Ossining from RM400 (2026) - Fully Refundable Options

A wooden boardwalk winding through a forest with autumn foliage.

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Our top choices for Ossining hotels

A hotel room with a large bed, two bedside lamps, a nightstand, a blue chair, and a view of greenery through the window.

A spacious room with a high arched ceiling and rows of green chairs.

A group of people playing a wooden block game outdoors near a stone building with a fire feature.

A hotel lobby with a reception desk, a seating area with a table, and potted plants.

1. Windrose On Hudson

Ossining

Rachel

RM757

RM843 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with white cabinets, a stainless steel dishwasher, a black granite countertop, and a window with a view of trees.

A living room with a sofa, a rug, a lamp, and artwork on the wall.

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

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

2. Nyc-area Escape Near River, Trails & Mta!

Ossining

RM1,180

RM3,399 total

includes taxes & fees

21 Oct - 22 Oct

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 modern living room with a sectional sofa, a coffee table, and large windows offering a view of trees.

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

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

3. Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

RM2,690

RM5,034 total

includes taxes & fees

5 Oct - 6 Oct

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.

An indoor swimming pool with a tiled floor, a ceiling with a grid pattern, and a view of greenery outside.

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

CHRISTY

RM567

RM649 total

includes taxes & fees

1 Nov - 2 Nov

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

A modern interior with a dark wall, a wooden reception desk, a refrigerator stocked with beverages, shelves with snacks, and a large vase with orange flowers.

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

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

Syble

RM772

RM882 total

includes taxes & fees

18 Oct - 19 Oct

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 hotel room with a flat-screen TV on a wooden dresser, a sofa, a bed with a white headboard, and two abstract paintings on the walls.

6. SpringHill Suites by Marriott Tarrytown Westchester County

Tarrytown

ERIC

RM636

RM727 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

A hotel room with a large bed, a desk, and a chair. There is a window with curtains and a wall with a geometric patterned design.

7. Baymont by Wyndham White Plains - Elmsford

Elmsford

Ebony

RM586

RM670 total

includes taxes & fees

12 Oct - 13 Oct

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

A modern dining area with a wooden table, cushioned seating, pendant lighting, and a large window offering a view of the outdoors.

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

8. Hotel Nyack, a JdV by Hyatt Hotel

Nyack

Jessica

RM512

RM696 total

includes taxes & fees

1 Nov - 2 Nov

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.

9. Westchester Marriott

Tarrytown

Robert

RM760

RM869 total

includes taxes & fees

1 Nov - 2 Nov

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

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

10. Sheraton Tarrytown Hotel

Tarrytown

Wayne

RM584

RM668 total

includes taxes & fees

1 Nov - 2 Nov

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

A modern building with a glass facade, surrounded by a landscaped garden with various plants and a classical-style urn.

11. West Gate Inn Nyack

Nyack

Wendell

RM473

RM541 total

includes taxes & fees

4 Oct - 5 Oct

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

An outdoor patio area with tables and chairs, red umbrellas, and flower planters.

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

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

12. Hotel MTK Mount Kisco

Mount Kisco

Patricia

RM599

RM685 total

includes taxes & fees

11 Oct - 12 Oct

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

A large building with a white facade and columns, surrounded by a lawn with outdoor seating and string lights.

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

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

13. Tarrytown House Estate

Tarrytown

RAMESH

RM649

RM844 total

includes taxes & fees

4 Oct - 5 Oct

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

A hotel room with two beds, a desk with a television, and a window with curtains.

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

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

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

Peekskill

Edwin

RM674

RM770 total

includes taxes & fees

7 Oct - 8 Oct

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

A snack and beverage vending area with a refrigerator and shelves stocked with various snacks and drinks.

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

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

15. Hampton Inn White Plains/Tarrytown

Elmsford

Susan

RM586

RM670 total

includes taxes & fees

26 Oct - 27 Oct

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

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

An indoor swimming pool with a wooden ceiling and brick walls.

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

16. Sleepy Hollow Hotel, a Dolce by Wyndham

Tarrytown

Michelle

RM559

RM640 total

includes taxes & fees

22 Oct - 23 Oct

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

A sign for Nyack Motor Lodge with blooming trees in the foreground.

A spacious lobby with a seating area, a coffee station, and a staircase leading to an upper floor.

17. Tappan Zee Hotel

West Nyack

Salim

RM347

RM404 total

includes taxes & fees

1 Nov - 2 Nov

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

A modern hotel lobby with a large sofa, dining area, and large windows offering city views.

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

18. Cambria Hotel & Suites - White Plains Downtown

White Plains

Aylissia

RM780

RM892 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A hotel lobby with a reception desk, seating area, and a large window allowing natural light.

19. DoubleTree by Hilton Hotel Nanuet

Nanuet

Linda

RM532

RM619 total

includes taxes & fees

28 Oct - 29 Oct

A breakfast area with multiple tables and chairs, a kitchen area with appliances, and a sign for Daybreak Breakfast.

A gym with treadmills, exercise balls, and a yoga mat.

A hotel room with a bed, a desk, and a chair. There are two framed pictures on the wall.

A Days Inn with a brick facade, a covered walkway, and a parking lot.

20. Days Inn by Wyndham Elmsford / White Plains

Elmsford

Jodi

RM435

RM512 total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Ossining attractions

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

Travelers Rest

This historic former stagecoach stop serves exceptional American and German cuisine in elegant, fireplace-lit dining rooms. Stroll through the landscaped gardens with waterfalls before your memorable meal.

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

Teatown Lake Reservation

This 1,000-acre nature preserve features diverse ecosystems along scenic trails. Explore the floating boardwalk across the lake for wildlife viewing and see the island's native wildflower collection.

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Ossining Historical Society

This intimate museum preserves Ossining's heritage through artefacts connected to Sing Sing Prison and local history. Schedule a personalised appointment for the most enriching exploration of this community treasure.

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Kitchawan Preserve

Explore the great outdoors at Kitchawan Preserve, a lovely green space in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

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Sing Sing Prison Museum

Step inside America's most infamous prison at the Sing Sing Prison Museum, opening in 2025 for its 200th anniversary. Explore artefacts and stories illuminating incarceration and rehabilitation in America.

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Louis Engel Waterfront Park

Louis Engel Waterfront Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

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Merchants Square

9.0/10 (2 reviews)

Explore the great outdoors at Merchants Square, a lovely green space in Ossining. Stroll along the riverfront or attend a sporting event in this quaint area.

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Hudson Hills Golf Course

Nestled in Ossining's rolling terrain, this Mark Mungeam-designed course challenges players with strategic bunkers and undulating fairways. Enjoy Hudson River Valley views while navigating the thoughtful 18 holes.

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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

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

Top Ossining Hotel Reviews

West Gate Inn Nyack

10/10 Excellent

"The breakfast was excellent here! The room was clean and I felt safe there. I would stay here again. Also, the lady who checked me in was so friendly! I had a long day of driving and was tired, and she was such a friendly and warm person."

Overlook Lodge at Bear Mountain

10/10 Excellent

"Friendly staff, quick check in, easy parking. Room was clean and comfortable. Easy access to Bear Mountain. Nice restaurant. No elevator in Overlook Lodge so a few trips required to bring luggage upstairs."

Royal Regency Hotel

10/10 Excellent

"Nice property. Very clean"

Sonesta White Plains Downtown

8/10 Good

"Clean room, comfortable bed"

Westchester Marriott

10/10 Excellent

"Pleasant staff. Clean room. Lots of amenities."

Amsterdam Hotel

10/10 Excellent

"Love this place. Big rooms. Great staff."

Armoni Inn & Suites

8/10 Good

"Great location despite being slightly remodeled during occupancy"

More cheap stays in Ossining

Red Carpet Inn

1209 E Main St Stamford CT

RM348

RM400 total

5 Oct - 6 Oct

includes taxes & fees

Hilltop Inn & Suites

125 Tuckahoe Rd Yonkers NY

RM389

RM457 total

1 Nov - 2 Nov

includes taxes & fees

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT

RM429

RM494 total

8 Oct - 9 Oct

includes taxes & fees

Hampton Inn & Suites Yonkers - Westchester

559 Tuckahoe Rd Yonkers NY

RM463

RM545 total

1 Nov - 2 Nov

includes taxes & fees

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

RM465

RM573 total

4 Oct - 5 Oct

includes taxes & fees

8.4/10 Very good! (1,000 reviews)

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY

RM586

RM670 total

12 Oct - 13 Oct

includes taxes & fees

8.4/10 Very good! (1,869 reviews)

Frequently asked questions

Where is the best place to stay in Ossining?

Windrose On Hudson is one of the top choices for your stay based on our traveller data. This hotel offers free parking and a fitness centre. Other good options for your visit to the area are Tarrytown House Estate and Armoni Inn & Suites. See all available top hotels, or vacation rentals in Ossining.

What are some of the best holiday rentals that Ossining has to offer?

Modern Luxury Home w GameRoom & Parking: This holiday home rental outside Ossining is situated near the airport, and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family. See all vacation rentals in Ossining.

If I need to cancel my hotel reservation in Ossining, will I receive a refund?

Yes, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossining.

What are some accommodation options with pools in Ossining?

Tarrytown House Estate: Offers a seasonal outdoor pool, an indoor pool and a sauna. Armoni Inn & Suites and Sonesta White Plains Downtown are a couple of other choices with an on-site pool. View all hotels with pools in Ossining.

What's it like to stay in Ossining?

Visitors can enjoy all that Ossining has to offer, including the restaurants, parks and golf courses. Tourists can also enjoy the city's university setting, monuments and museums. A top sight in the area is Woodbury Common Premium Outlets. In Ossining, there are 35 hotels and other accommodation options to choose from. Find out more about Ossining.

What should I do while I'm visiting Ossining?

Cultural venues include Sing Sing Prison Museum and Ossining Historical Society. Landmarks like Thomas J. Watson Research Center and Ossining Public Library might be worth a visit. Natural beauty is on display at Louis Engel Waterfront Park, Teatown Lake Reservation and Kitchawan Preserve. Take a look at what more there is to see and do in Expedia's Ossining guide.

What's the best way to get around Ossining?

To venture out into the surrounding area, take a train from Ossining Station. If you want to venture out around the area, you may want a rental car in Ossining for your journey.

What's the weather like in Ossining?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Ossining is 1302 mm.

Ossining hotels from RM400

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Ossining

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Ossining hotels

1. Windrose On Hudson

2. Nyc-area Escape Near River, Trails & Mta!

3. Summer Pool Oasis Custom Bar Arcade Pool Table

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

5. Courtyard by Marriott Tarrytown Westchester County

6. SpringHill Suites by Marriott Tarrytown Westchester County

7. Baymont by Wyndham White Plains - Elmsford

8. Hotel Nyack, a JdV by Hyatt Hotel

9. Westchester Marriott

10. Sheraton Tarrytown Hotel

11. West Gate Inn Nyack

12. Hotel MTK Mount Kisco

13. Tarrytown House Estate

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

15. Hampton Inn White Plains/Tarrytown

16. Sleepy Hollow Hotel, a Dolce by Wyndham

17. Tappan Zee Hotel

18. Cambria Hotel & Suites - White Plains Downtown

19. DoubleTree by Hilton Hotel Nanuet

20. Days Inn by Wyndham Elmsford / White Plains

Stay near popular Ossining attractions

Travelers Rest

Teatown Lake Reservation

Ossining Historical Society

Kitchawan Preserve

Sing Sing Prison Museum

Louis Engel Waterfront Park

Merchants Square

Hudson Hills Golf Course

Learn more about Ossining

Top Ossining Hotel Reviews

West Gate Inn Nyack

Overlook Lodge at Bear Mountain

Royal Regency Hotel

Sonesta White Plains Downtown

Westchester Marriott

Amsterdam Hotel

Armoni Inn & Suites

More cheap stays in Ossining

Red Carpet Inn

Hilltop Inn & Suites

Amsterdam Hotel

Hampton Inn & Suites Yonkers - Westchester

Overlook Lodge at Bear Mountain

Baymont by Wyndham White Plains - Elmsford

Frequently asked questions

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