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Top Ossining hotels

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $204 total per night from Sep 6 to Sep 7
$204 total
Sep 6 - Sep 7
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...
"This was our second stay, a year after our first one. The property is very clean. If you order room service, it is delivered right on time that it says it will be delivered. All staff appear genuinely friendly and helpful. The pool is wonderful. We even tried the movie theater this time and it was ..."

Reviewed on Aug 16, 2026

Opens in a new windowHyatt Regency Greenwich
Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $230 total per night from Aug 17 to Aug 18
$230 total
Aug 17 - Aug 18
Total with taxes and fees
This hotel features a gym and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a ...
"This is a very nice facility with a terriffic staff. Meals and drinks were great. Just could use some maintenance and updating in the room. Clean the main foyer carpets as well."

Reviewed on Aug 15, 2026

Opens in a new windowWindrose On Hudson
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $121 total per night from Aug 30 to Aug 31
$121 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests ...
"Room and bathroom were clean, bed was very comfortable, shower worked well. Staff was super friendly. Coffee and breakfast were yummy!"

Reviewed on Aug 16, 2026

Opens in a new windowRoyal Regency Hotel
Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

3 out of 5
1000 Baychester Ave Bronx NY
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $167 total per night from Aug 31 to Sep 1
$167 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business ...
"The place was not what I was expecting because of it’s location but, when I got there I was surprised. I was greeted very well, the place was very clean and the staff were very friendly. The breakfast was the same every day and, that they need to change up. The price was kinda high for the ..."

Reviewed on Aug 16, 2026

Opens in a new windowRamada by Wyndham Bronx
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $207 total per night from Aug 23 to Aug 24
$207 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet ...
Opens in a new windowTarrytown House Estate
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $223 total per night from Sep 6 to Sep 7
$223 total
Sep 6 - Sep 7
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, ...
Opens in a new windowSonesta White Plains Downtown
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
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Opens in a new windowArmoni Inn & Suites
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Aug 23 to Aug 24
$107 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and ...
Opens in a new windowEthan Allen Hotel
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 out of 5
455 S Broadway Tarrytown NY
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $172 total per night from Aug 19 to Aug 20
$172 total
Aug 19 - Aug 20
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the express check-out, conference center, and conference ...
Opens in a new windowSleepy Hollow Hotel, a Dolce by Wyndham
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See all available properties in Ossining
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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.

Ossining Hotel & Travel Guide

Vacationing in White Plains and hoping to discover quality places to relax and unwind in Ossining? There are a variety of options waiting to be booked on Travelocity's reservations page. The middle of Ossining has 3 modern lodgings within a 6-mile (10-kilometer) radius.

The Edith Macy Conference Center is closest to the town center of Ossining and the sole place to stay that is located within a short drive.

The Bedford Post Inn is situated 11 miles (17 kilometers) from the downtown precinct of Ossining. If you would prefer another option, the Homestead Inn - Thomas Henkelmann is about 16 miles (26 kilometers) away. Alternative hotels and apartment options are the The Ritz-Carlton New York, Westchester and the Delamar Greenwich Harbor.

After you have got to know Ossining, how about you discover a little bit more of the area? The Hudson Valley vicinity is home to plenty of places to see. Hudson Valley offers rivers, and other popular visitor attractions are historic bridges. In this fascinating part of United States of America visitors might also take up the chance to partake in rock climbing.

8 miles (12 kilometers) away from Ossining, you'll reach Tarrytown, where you can spend a few hours exploring Tarrytown Music Hall and Kykuit. If you'd like to spend a night or two in Tarrytown, check out the Tarrytown House Estate and Courtyard by Marriott Tarrytown Greenburgh. Or, you could consider staying in Yonkers, 17 miles (27 kilometers) to the south of Ossining, where you can choose from the Residence Inn Yonkers Westchester County and Hampton Inn & Suites Yonkers. The Sarah Lawrence College and Empire City Casino are other popular sites to see in Yonkers.

Make sure you get your serving of sport with a trip to Madison Square Garden, which can be found 30 miles (51 kilometers) to the south of Ossining. Travelocity users that enjoy the convenience of booking a bed not far away, reserve a room in the The St. Regis New York or Mandarin Oriental, New York.

Our comprehensive destination page is a fantastic way to discover more information about Ossining.

Frequently asked questions

What are the top kid-friendly hotels in Ossining?
Family getaways are where treasured memories are made, but traveling with youngsters can be tricky. These kid-friendly Ossining hotels offer perks designed to keep adventurers of all ages relaxed and happy: Your gang will love staying at Neighbors house - Welcome!. A deck and free WiFi are among the things that help make this place an appealing option. CROTON BAY HIDEAWAY / PRIVATE NEIGHBORHOOD is another great choice. After a fun day of exploring, return to your comfortable room and perks like a king bed and extra bedding.
Where can I find cheap hotels in Ossining?
At Travelocity you'll find really nice hotels in Ossining at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Ossining rather than in Ossining. We may find you even better rates, too.
How do I find the best Ossining hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Ossining then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Ossining?
The cheapest hotel in Ossining is $107. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Ossining?
There are 1,290 hotels in Ossining on Travelocity.
What are the best hotels in Ossining?
Ossining has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Ossining for you!
When is the best time to visit Ossining?
If you want the joy of a fun-filled trip in peak season, visit Ossining during April, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Ossining?
Based on historic data is usually the cheapest month to visit Ossining. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Ossining?
There are multiple hotels in Ossining that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Ossining. We have plenty of kid-friendly hotels in Ossining to choose from on Travelocity!
Why book a hotel in Ossining through Travelocity?
Because we have the top hotels in Ossining! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Ossining on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Ossining hotel reviews by fellow wanderers

Royal Regency Hotel

Royal Regency Hotel

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Room and bathroom were clean, bed was very comfortable, shower worked well. Staff was super friendly. Coffee and breakfast were yummy!"
A verified traveler stayed at Royal Regency Hotel
Royal Regency Hotel

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