𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Ossining from RM393 (2026) - Fully Refundable Options

Our top choices for Ossining hotels

Windrose On Hudson

Ossining

Andrew

RM897 total

includes taxes & fees

2 Jul - 3 Jul

Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

RM6,520 total

includes taxes & fees

1 Jul - 2 Jul

Comfort Suites Central Valley - Woodbury

Central Valley

Pheng Theam

RM526 total

includes taxes & fees

20 Jul - 21 Jul

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Danbury

Sai

RM585 total

includes taxes & fees

26 Jul - 27 Jul

Overlook Lodge at Bear Mountain

Bear Mountain

Shayla

RM847 total

includes taxes & fees

8 Jul - 9 Jul

Heidi's Inn

Brewster

Catherine

RM651 total

includes taxes & fees

1 Jul - 2 Jul

The Thayer Hotel at West Point

West Point

Amanda

RM1,045 total

includes taxes & fees

2 Jul - 3 Jul

Hotel Zero Degrees Danbury

Danbury

Laura

RM785 total

includes taxes & fees

1 Jul - 2 Jul

Tarrytown House Estate

Tarrytown

Deanna

RM764 total

includes taxes & fees

1 Jul - 2 Jul

LIV Hotel Bronx - Newly Built

Bronx

Guap

RM602 total

includes taxes & fees

6 Jul - 7 Jul

Hampton Inn Harriman Woodbury

Central Valley

Khaleem

RM656 total

includes taxes & fees

26 Jul - 27 Jul

Americas Best Value Inn at Central Valley-Woodbury

Central Valley

Richard

RM426 total

includes taxes & fees

7 Jul - 8 Jul

Comfort Inn Brewster

Brewster

CIRA

RM637 total

includes taxes & fees

26 Jul - 27 Jul

West Gate Inn Nyack

Nyack

Gareth

RM461 total

includes taxes & fees

26 Jul - 27 Jul

Premium bedding, desk, iron/ironing board, free WiFi

Ardsley Acres Hotel Westchester

Ardsley

Mark

RM571 total

includes taxes & fees

26 Jul - 27 Jul

Best Western The Inn at Ramsey-Mahwah

Ramsey

IMRAN

RM476 total

includes taxes & fees

6 Jul - 7 Jul

FairBridge Inn Express Nyack

Nyack

Paige

RM518 total

includes taxes & fees

5 Jul - 6 Jul

Hilton Garden Inn Danbury

Danbury

Rose

RM651 total

includes taxes & fees

26 Jul - 27 Jul

Holiday Inn Express Ramsey-Mahwah by IHG

Ramsey

Susan

RM588 total

includes taxes & fees

30 Jul - 31 Jul

Hampton Inn & Suites Mahwah

Mahwah

Carl

RM643 total

includes taxes & fees

26 Jul - 27 Jul

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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 historic stone building with a large circular window and a tower with a green roof.

Top Ossining Hotel Reviews

LIV Hotel Bronx - Newly Built

8/10 Good

"Room & Bathroom was clean"

Hyatt Regency Greenwich

10/10 Excellent

"Stayed three nights at Hyatt for a foundation board meeting. This was a first time visit as we lived in Rye, NY for 30 years and didn't need a hotel room. Breakfasts were very good. Room was quite large and comfortable. No complaints. Front desk efficient and courteous. Atrium area is spectacular."

Hotel Nyack, a JdV by Hyatt Hotel

8/10 Good

"I gave this property a "Good" rating instead of an "Excellent" because the customer service was lacking. Our room was not ready at 4:30pm. We were offered a drink voucher and I had to remind the front desk that there were two of us in the room. When we did get into our room several items were missing. The ottoman that was supposed to accommodate our suitcases was not there. The hairdryer was also missing. The front desk did have someone bring these items but I felt that there was a real "Oh well" feeling about our stay. That said the hotel is unique and appears to be a repurposed industrial building with very interesting and minimalist decor. It was clean both in our room as well as the common areas. The Hyatt is conveniently located and appears to be the only upscale hotel in the area."

West Gate Inn Nyack

8/10 Good

"Great location right off the exit, older hotel, older furniture. Rug was new. Check in was fast, professional. They told me what I needed to know, where to park, wifi, breakfast pass. Breakfast is hot! Room was clean, bed was comfortable. Everything worked. AC was QUIET. 😊 Shower head was awesome. Good value for the money. Cons: pillowcases smelled like mildew. Car wash across the street is loud at times. Still, I'd stay there again."

More cheap stays in Ossining

Red Carpet Inn

1209 E Main St Stamford CT

RM361

RM416 total

2 Jul - 3 Jul

includes taxes & fees

6.8/10 (1,013 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 Armoni Inn & Suites and Baymont by Wyndham White Plains - Elmsford. See all available top hotels, or 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?

Armoni Inn & Suites: Offers complimentary high-speed (wired) Internet access, a seasonal outdoor pool and free self parking. Baymont by Wyndham White Plains - Elmsford and Hyatt Regency Greenwich 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. 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 Ossining Historical Society and Sing Sing Prison Museum. Landmarks like Sing Sing Correctional Facility, Thomas J. Watson Research Center and Ossining Public Library might be worth a visit. Natural beauty is on display at Merchants Square, Depot Square and Louis Engel Waterfront Park. 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 RM393

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Our top choices for Ossining hotels

Windrose On Hudson

Summer Pool Oasis Custom Bar Arcade Pool Table

Comfort Suites Central Valley - Woodbury

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Overlook Lodge at Bear Mountain

Heidi's Inn

The Thayer Hotel at West Point

Hotel Zero Degrees Danbury

Tarrytown House Estate

LIV Hotel Bronx - Newly Built

Hampton Inn Harriman Woodbury

Americas Best Value Inn at Central Valley-Woodbury

Comfort Inn Brewster

West Gate Inn Nyack

Ardsley Acres Hotel Westchester

Best Western The Inn at Ramsey-Mahwah

FairBridge Inn Express Nyack

Hilton Garden Inn Danbury

Holiday Inn Express Ramsey-Mahwah by IHG

Hampton Inn & Suites Mahwah

Stay near popular Ossining attractions

Travelers Rest

Learn more about Ossining

Top Ossining Hotel Reviews

LIV Hotel Bronx - Newly Built

More cheap stays in Ossining

Red Carpet Inn

Frequently asked questions

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