A wooden boardwalk winding through a forest with autumn foliage.

Ossining hotels from RM347

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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

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Our top choices for Ossining hotels

A spacious indoor area with large windows, modern furniture, and a view of a landscaped outdoor area.

1. Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (275 reviews)
"Would 100% stay again"
United States
Michael
The price is RM613
RM683 total
includes taxes & fees
22 Nov - 23 Nov
Windrose On Hudson
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.

2. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is RM2,010
RM4,162 total
includes taxes & fees
3 Nov - 4 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.

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

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
8.8 out of 10, Excellent, (1,001 reviews)
"Great stay"
United States
Sean P.
The price is RM564
RM645 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.

4. 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 RM617
RM705 total
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Tarrytown Westchester County
A hotel with a modern facade, a prominent signage for SpringHill Suites Marriott, and a covered entrance area with seating.

5. 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, (1,000 reviews)
"Great place to stay and centrally located."
United States
Warren
The price is RM632
RM723 total
includes taxes & fees
16 Nov - 17 Nov
SpringHill Suites by Marriott Tarrytown Westchester County
A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

6. 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, (1,323 reviews)
"Nice hotel easy access from highway."
United States
Liana
The price is RM479
RM658 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Nyack, a JdV by Hyatt Hotel
A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.

7. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very good, (1,894 reviews)
"Really close to everything to do in Sleepy Hollow for a great price and very nice!"
United States
Amanda
The price is RM531
RM608 total
includes taxes & fees
8 Nov - 9 Nov
Baymont by Wyndham White Plains - Elmsford
A checkered floor, a potted plant, and two metal ladders in a room with large windows.

8. West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,502 reviews)
"Awesome place will still again if in area"
United States
Joshua
The price is RM487
RM557 total
includes taxes & fees
1 Nov - 2 Nov
West Gate Inn Nyack
A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.

9. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,008 reviews)
"Nice stay"
United States
Kerry-Anna
The price is RM549
RM627 total
includes taxes & fees
22 Nov - 23 Nov
Sheraton Tarrytown Hotel
A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.

10. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,002 reviews)
"This hotel served our purposes very well."
United States
Joseph
The price is RM596
RM681 total
includes taxes & fees
22 Nov - 23 Nov
Hotel MTK Mount Kisco
A spacious room with a stone fireplace, white sofas, and a large window offering a view of the outdoors.

11. 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, (1,007 reviews)
"Great stay"
United States
Brittany J.
The price is RM538
RM616 total
includes taxes & fees
1 Dec - 2 Dec
Sleepy Hollow Hotel, a Dolce by Wyndham
An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.

12. Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (683 reviews)
"Great stay, clean and close to Sleepy Hollow. Would return again!"
United States
Karrie
The price is RM726
RM831 total
includes taxes & fees
22 Nov - 23 Nov
Westchester Marriott
A buffet with various food items, including omelets and baked goods, served in metal containers.

13. 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, (1,001 reviews)
"Very clean, great staff, great breakfast."
United States
John
The price is RM467
RM534 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.

14. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
7.8 out of 10, Good, (1,723 reviews)
"Enjoyed the breakfast"
United States
Kathryn
The price is RM459
RM525 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn White Plains/Tarrytown
A historic stone building with a turret, arched entrance, and a covered patio area.

15. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,404 reviews)
"Beautiful property, great breakfast and restaurant on site, and friendly and helpful staff."
United States
Michael
The price is RM686
RM886 total
includes taxes & fees
1 Nov - 2 Nov
Tarrytown House Estate
A breakfast area with multiple tables and chairs, a kitchen area with appliances, and a sign for Daybreak Breakfast.

16. Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains
2.0 star property
Elmsford
7.4 out of 10, Good, (1,022 reviews)
"Great place to stay, extremely friendly and helpful staff"
United States
Frankie
The price is RM439
RM502 total
includes taxes & fees
8 Nov - 9 Nov
Days Inn by Wyndham Elmsford / White Plains
Indoor pool

17. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,185 reviews)
"Friendly helpful staff. Clean room with very comfortable bed. Wonderful restaurant food."
United States
Barbara
The price is RM514
RM598 total
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Hotel Nanuet
Room

18. Extended Stay America Suites White Plains Elmsford

Extended Stay America Suites White Plains Elmsford
2.5 star property
Elmsford
7.0 out of 10, Good, (1,001 reviews)
"Worth the pay, affordable and clean space. One thing I love if you into entertainment and TV is that they have a smart TV! Not a lot of hotels have that going, very impressed with them for that."
United States
Moeti
The price is RM649
RM743 total
includes taxes & fees
1 Nov - 2 Nov
Extended Stay America Suites White Plains Elmsford
A hotel room with two beds, a desk, a TV, and a mirror.

19. Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
West Nyack
6.6 out of 10, (779 reviews)
"Decent place for 1 night"
United States
Kristal
The price is RM298
RM347 total
includes taxes & fees
9 Nov - 10 Nov
Tappan Zee Hotel
A spacious hotel lobby with a modern design, featuring a large seating area, a dining table, and large windows providing views of the outdoors.

20. Element by Marriott Spring Valley

Element by Marriott Spring Valley
3.0 star property
Spring Valley
9.0 out of 10, Wonderful, (552 reviews)
"The room was clean (except for our kitchen sink which they came back and cleaned), spacious and beds were comfortable. We enjoyed the 24hr tea and coffee, the gym and breakfast also! Would definitely stay again."
United States
Danielle
The price is RM544
RM633 total
includes taxes & fees
22 Nov - 23 Nov
Element by Marriott Spring Valley
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.
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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.
See properties

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

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

8/10 Good
"No breakfast due to renovations in progress. Clean and comfortable."
Carol 1-night trip
Posted 10 hours ago
Ardsley Acres Hotel Westchester

More cheap stays in Ossining

Amsterdam Hotel

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT
The price is RM463 per night from 1 Nov to 2 Nov
RM463
RM536 total
1 Nov - 2 Nov
includes taxes & fees

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.

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