Search Hotels with a Bar in Ossining

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
4 Nov - 5 Nov
Tomorrow
5 Nov - 6 Nov
This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Ossining hotels with a bar

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, (283 reviews)
"Would 100% stay again"
United States
Michael
The price is ₹14,317
₹15,946 total
includes taxes & fees
22 Nov - 23 Nov
Windrose On Hudson
A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

2. 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, (1,328 reviews)
"Great stay!"
United States
Kristen
The price is ₹10,896
₹15,029 total
includes taxes & fees
2 Dec - 3 Dec
Hotel Nyack, a JdV by Hyatt Hotel
A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.

3. Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,000 reviews)
"Very clean property with pleasant staff."
United States
Syble
The price is ₹14,401
₹16,472 total
includes taxes & fees
19 Nov - 20 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.

4. 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
The price is ₹14,755
₹16,876 total
includes taxes & fees
15 Nov - 16 Nov
SpringHill Suites by Marriott Tarrytown Westchester County
A spacious room with a stone fireplace, white sofas, and a large window offering a view of the outdoors.

5. 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, (1,027 reviews)
"Great stay"
United States
Brittany J.
The price is ₹12,573
₹14,381 total
includes taxes & fees
1 Dec - 2 Dec
Sleepy Hollow Hotel, a Dolce by Wyndham
A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.

6. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,000 reviews)
"This hotel served our purposes very well."
United States
Joseph
The price is ₹13,907
₹15,906 total
includes taxes & fees
17 Nov - 18 Nov
Hotel MTK Mount Kisco
Indoor pool

7. 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
The price is ₹12,000
₹13,965 total
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Hotel Nanuet
A historic stone building with a turret, arched entrance, and a covered patio area.

8. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,427 reviews)
"It was a beautiful place to stay"
United States
Brooke
The price is ₹18,854
₹23,933 total
includes taxes & fees
8 Nov - 9 Nov
Tarrytown House Estate
An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.

9. 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
The price is ₹16,960
₹19,398 total
includes taxes & fees
22 Nov - 23 Nov
Westchester Marriott
A spacious lobby with a central reception desk, two large potted plants, and a patterned rug.

10. Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet
3.0 star property
Nanuet
7.8 out of 10, Good, (1,003 reviews)
"Great weekend stay. We enjoyed it!"
United States
Betsy
The price is ₹11,188
₹13,020 total
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Nanuet
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.
View all properties

Top Ossining Hotel Reviews

A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.
Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
Tarrytown

10/10 Excellent

Parking was free in hotel's own car park, rooms were clean and well equipped. Breakfast was additional cost at the Starbucks concession in the main lounge/dining area.
United Kingdom
Alec
Reviewed July 8, 2026
Courtyard by Marriott Tarrytown Westchester County

Frequently Asked Questions

Searching for hotels with bars in Ossining?

Ossining features 35 hotels and other lodging options to choose from, and likely many will have a bar where you can enjoy a beer after exploring the city. While you're in the area, consider visiting Woodbury Common Premium Outlets.

What are the best hotels with bars in Ossining?

Here are some favourite hotels with bars in and around Ossining: Windrose On Hudson: Enjoy the bar, free WiFi and free parking. Tarrytown House Estate: Hotel with restaurant. Enjoy the bar, free WiFi and free parking. Armoni Inn & Suites: Hotel with restaurant. Enjoy the bar, free breakfast and free WiFi. LIV Hotel Bronx - Newly Built: Hotel with restaurant. Enjoy the bar, free WiFi and free parking. Royal Regency Hotel: Hotel with restaurant. Enjoy the bar, free WiFi and breakfast.

What is there to do in Ossining?

If you have time to explore, consider visiting Woodbury Common Premium Outlets, Van Cortlandt Manor and Nyack Beach State Park, and then find a cosy spot for a nightcap. Other places to see include Sing Sing Prison Museum and Ossining Historical Society.

When is the best time to visit Ossining?

Visiting local bars in Ossining is more fun when the weather is good. These temperatures and rainfall averages can help you choose the best time for bar-hopping. 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.

How can I get to Ossining and around the area?

Here are some of your transportation options in and around Ossining: Fly into White Plains, NY (HPN-Westchester County), which is located 10.5 mi (16.8 km) from the heart of the city. Otherwise, look for flights into Teterboro, NJ (TEB), which is 23.9 mi (38.5 km) away. If you want to venture outside the area, take a train from Ossining Station.