Book Hotels in Ossining, NY

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Top Ossining hotels

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
$188 nightly
The price is $215 total per night from Aug 30 to Aug 31
$215 total
Aug 30 - Aug 31
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, ...
"Awesome"

Reviewed on Aug 8, 2026

Opens in a new windowSonesta White Plains Downtown
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 16 to Aug 17
$230 total
Aug 16 - Aug 17
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 ...
"NY wedding trip stay: We arrived to check in only to be given a room that had not been turned-clean, called front desk she did apologized and walked the long way back to A202 to hand over our key. This hotel is so old in need for a make over wasn’t expecting this at all! Not having room service nowadays ..."

Reviewed on Aug 6, 2026

Opens in a new windowWindrose On Hudson
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $117 total per night from Aug 16 to Aug 17
$117 total
Aug 16 - Aug 17
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 ...
"Friendly staff. Clean and comfortable. Will stay here again"

Reviewed on Aug 9, 2026

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
$150 nightly
The price is $172 total per night from Aug 20 to Aug 21
$172 total
Aug 20 - Aug 21
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 ...
"yes all good"

Reviewed on Aug 8, 2026

Opens in a new windowSleepy Hollow Hotel, a Dolce by Wyndham
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 10 to Aug 11
$207 total
Aug 10 - Aug 11
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
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $129 total per night from Aug 30 to Aug 31
$129 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 ...
Opens in a new windowRoyal Regency Hotel
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 ...
Get rates
Opens in a new windowArmoni Inn & Suites
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 ...
Opens in a new windowHyatt Regency Greenwich
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $104 total per night from Aug 31 to Sep 1
$104 total
Aug 31 - Sep 1
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Stamford / New York City
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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 $104. 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 1,304 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

Ethan Allen Hotel

Ethan Allen Hotel

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Friendly staff. Clean and comfortable. Will stay here again"
A verified traveler stayed at Ethan Allen Hotel
Ethan Allen Hotel
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

5 out of 5
Posted 6 hours ago
Travelocity Verified Review
"yes all good"
A verified traveler stayed at Sleepy Hollow Hotel, a Dolce by Wyndham
Sleepy Hollow Hotel, a Dolce by Wyndham

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