Photo by louann ohora

Hotels in Ossining

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Ossining?

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.4 out of 10, Very Good, (139 reviews)
Unwind at this Hudson River retreat with serene views. The cozy café offers breakfast while the fitness center keeps your routine intact. Near Van Cortlandt Manor and Croton Point Park, this hotel provides free WiFi and parking for easy Westchester exploration.
The price is CNY1,168
CNY1,301 total
includes taxes & fees
May 24 - May 25
Windrose On Hudson

Ossining Vacation Rental Near River, Trails & Mta!

Ossining Vacation Rental Near River, Trails & Mta!
3.0 star property
Ossining
Escape to this waterfront gem in Ossining with its own marina, where patios offer peaceful garden views. The fully-equipped kitchen and DVD player make family stays comfortable, while nearby historical society and parks await exploration.
The price is CNY1,952
CNY5,856 total
includes taxes & fees
May 31 - Jun 1
Ossining Vacation Rental Near River, Trails & Mta!

Westchester Summer Pool Pet Friendly Events Games

Westchester Summer Pool Pet Friendly Events Games
2.0 star property
Ossining
The price is CNY5,281
CNY9,284 total
includes taxes & fees
May 20 - May 21
Westchester Summer Pool Pet Friendly Events Games

Red Carpet Inn

Red Carpet Inn
2.0 star property
Cove - East Side - Shippan
6.8 out of 10, (1,012 reviews)
Red Carpet Inn sits conveniently near Stamford's train station with easy access to Chelsea Piers and Cove Island Park. Enjoy complimentary WiFi and parking, plus 24-hour front desk service. Unwind with drinks at the bar or savor a meal at the on-site restaurant.
The price is CNY612
CNY704 total
includes taxes & fees
May 24 - May 25
Red Carpet Inn

Amsterdam Hotel

Amsterdam Hotel
2.0 star property
Downtown Stamford
8.4 out of 10, Very Good, (1,755 reviews)
Escape to this serene hotel near Stamford's shopping and restaurants. With free WiFi, parking, and continental breakfast, you'll enjoy the fitness center and garden terrace. Guests consistently praise the helpful staff and peaceful atmosphere for a comfortable stay.
The price is CNY708
CNY821 total
includes taxes & fees
May 31 - Jun 1
Amsterdam Hotel

The Stamford Hotel

The Stamford Hotel
3.5 star property
Downtown Stamford
7.8 out of 10, Good, (1,151 reviews)
Walk to restaurants and attractions from this centrally located hotel near Stamford Transportation Center. The fitness center keeps your routine on track, while 700 Main restaurant serves American cuisine throughout the day. The bar offers relaxation after exploring nearby Stamford Town Center.
The price is CNY1,037
CNY1,192 total
includes taxes & fees
May 25 - May 26
The Stamford Hotel

Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa
3.5 star property
Downtown Stamford
8.0 out of 10, Very Good, (1,001 reviews)
Escape to this Connecticut haven with a full-service spa offering massages and aromatherapy. Steps from Metro-North Station, you'll find Stamford Town Center and local arts venues nearby. Enjoy Sam's American Bistro, fitness center, and bar.
The price is CNY1,558
CNY1,791 total
includes taxes & fees
May 24 - May 25
Stamford Marriott Hotel & Spa

Residence Inn Stamford Downtown

Residence Inn Stamford Downtown
3.0 star property
Downtown Stamford
9.4 out of 10, Exceptional, (395 reviews)
This downtown Stamford hotel offers a refreshing indoor pool and complimentary breakfast to start your day. Catch the free beach shuttle or walk to the train station in minutes. The restaurant, bar, and 24-hour fitness center provide comfort while exploring nearby arts venues.
The price is CNY1,764
CNY2,029 total
includes taxes & fees
Jun 5 - Jun 6
Residence Inn Stamford Downtown

Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown
3.0 star property
Downtown Stamford
9.0 out of 10, Wonderful, (865 reviews)
The price is CNY1,512
CNY1,739 total
includes taxes & fees
Jun 7 - Jun 8
Courtyard by Marriott Stamford Downtown

The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton
3.5 star property
Downtown Stamford
8.8 out of 10, Excellent, (492 reviews)
This boutique hotel combines contemporary style with convenience near the train station. After workouts in the 24-hour fitness center, unwind at the restaurant or bar/lounge. Museum of Black World War II History and Stamford Center for the Arts await nearby.
The price is CNY1,168
CNY1,343 total
includes taxes & fees
Jun 7 - Jun 8
The Lloyd Stamford, Tapestry Collection by Hilton

Hampton Inn & Suites Stamford

Hampton Inn & Suites Stamford
2.5 star property
West Side
8.6 out of 10, Excellent, (1,000 reviews)
Just steps from Stamford Transportation Center, this hotel offers free breakfast, WiFi, and parking. Work out in the fitness center, dine at the restaurant, or grab a drink at the bar. Museum of Black World War II History awaits nearby.
The price is CNY1,182
CNY1,360 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn & Suites Stamford

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford
3.5 star property
Waterside
7.4 out of 10, Good, (1,010 reviews)
Near Stamford Transportation Center, this hotel offers a refreshing indoor pool and 24-hour health club. Enjoy American cuisine at Tavola Restaurant or unwind at the bar. Stamford Center for the Arts and Town Center are just moments away.
The price is CNY976
CNY1,122 total
includes taxes & fees
May 25 - May 26
DoubleTree by Hilton Stamford

The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference
2.5 star property
Ridgeway-Bullshead
7.8 out of 10, Good, (790 reviews)
Soak in the indoor pool or unwind in the hot tub after your workout at the 24-hour fitness center. Ricotta restaurant serves three daily meals, complementing your free breakfast and WiFi. Hand & Stone Massage is nearby for extra relaxation.
The price is CNY1,096
CNY1,260 total
includes taxes & fees
May 31 - Jun 1
The Armon Stamford Hotel & Conference

Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area
2.5 star property
West Side
6.4 out of 10, (1,002 reviews)
Start your day with free breakfast before exploring nearby attractions like E. Gaynor Brennan Golf Course. This hotel offers complimentary WiFi and parking just minutes from Stamford Transportation Center, with friendly staff ready to enhance your stay.
The price is CNY688
CNY791 total
includes taxes & fees
May 31 - Jun 1
Super 8 by Wyndham Stamford/New York City Area

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

La Quinta Inn & Suites by Wyndham Stamford / New York City
3.0 star property
Waterside
6.8 out of 10, (1,345 reviews)
Just off the highway, this practical hotel offers a refreshing indoor pool and complimentary perks including breakfast, WiFi, and parking. City Limits restaurant serves 3 daily meals, while the attentive staff ensures a pleasant stay near E. Gaynor Brennan Golf Course.
The price is CNY634
CNY729 total
includes taxes & fees
Jun 7 - Jun 8
La Quinta Inn & Suites by Wyndham Stamford / New York City

Hyatt Regency Greenwich

Hyatt Regency Greenwich
4.0 star property
Old Greenwich
8.6 out of 10, Excellent, (1,011 reviews)
The price is CNY1,265
CNY1,455 total
includes taxes & fees
Jun 7 - Jun 8
Hyatt Regency Greenwich

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,225 reviews)
Convenient to a train station, this hotel offers free WiFi and parking. Splash around in the seasonal outdoor pool, grab a drink at the bar, or exercise in the fitness center. Clean rooms with comfy beds await after exploring nearby Xtreme Play Adventure Park.
The price is CNY789
CNY908 total
includes taxes & fees
May 25 - May 26
Ethan Allen Hotel

Residence Inn Marriott Danbury

Residence Inn Marriott Danbury
3.0 star property
Danbury
8.2 out of 10, Very Good, (376 reviews)
This Danbury hotel offers free breakfast, WiFi, and parking near Tarrywile Park and Mansion. Grab a bite at the restaurant after your workout. Business travelers appreciate the prime location and exceptional service from the attentive team.
The price is CNY1,016
CNY1,168 total
includes taxes & fees
Jun 7 - Jun 8
Residence Inn Marriott Danbury

J House Greenwich

J House Greenwich
4.0 star property
Riverside
9.0 out of 10, Wonderful, (1,015 reviews)
Immerse in a relaxing sanctuary near Riverside's train station. This Art Deco hotel features deep-tissue massages at the spa, Italian dining at Tony's, and a refreshing pool with its own bar. Free breakfast and parking enhance your Greenwich getaway.
The price is CNY1,652
CNY2,182 total
includes taxes & fees
May 25 - May 26
J House Greenwich

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

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (367 reviews)
This business-friendly hotel offers an outdoor pool and fitness center just minutes from Jumpz Trampoline and Thrillz Adventure Park. Enjoy clean rooms with free WiFi, plus complimentary breakfast to start your day. The helpful staff ensures a comfortable stay.
The price is CNY918
CNY1,056 total
includes taxes & fees
May 25 - May 26
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
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.

Top landmarks in Ossining

Learn more about Ossining

Infamous Sing Sing Prison Museum offers a fascinating glimpse into America's most notorious correctional facility, where history feels eerily present. Louis Engel Waterfront Park provides a refreshing contrast with Hudson River views that make you forget what's just up the hill. The Ossining Historical Society reveals small-town America with unexpected depth and quirky artifacts. Teatown Lake Reservation offers trails where city stress evaporates among pristine forests surprisingly close to New York City. Depot Square buzzes with locals who've perfected small-town conversation while maintaining their metropolitan edge. The Thomas J. Watson Research Center stands as a modernist monument to big thinking in a village balancing prison history with cultural richness.

Photo by louann ohora
Open Photo by louann ohora

Check out reviews of Ossining hotels guests love

Frequently asked questions

How much does a hotel room cost in Ossining?
You can choose a great hotel in Ossining from CNY704 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Ossining that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Ossining hotels?
Discover great deals on Ossining hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Ossining hotels.
Can I book Ossining hotels with free cancellation?
In order to book a refundable Ossining hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Ossining hotels with free parking?
If you're arriving by car, choosing a great Ossining hotel with free parking is a plus. Our travelers' favorites include:
What are some popular hotels in central Ossining?
For hotels in central Ossining, check out Hotel Nyack, a JdV by Hyatt Hotel and Windrose On Hudson. Travelers love Hotel Nyack, a JdV by Hyatt Hotel for its location, as well as the seasonal outdoor pool, hot tub and restaurant this hotel offers. Windrose On Hudson is another popular central hotel with a bar/lounge, a coffee shop/cafe and karaoke. Downtown Tarrytown is a central neighborhood for your Ossining vacation.
What accommodations do travelers recommend in Ossining?
Can I book refundable accommodations in Ossining?
If you need the flexibility to change your plans to Ossining, most properties provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Ossining if I want a vacation rental instead of a hotel?
Browse 8 vacation homes on our site.
What will the weather in Ossining be like during my trip?
The warmest months in Ossining are usually July and August with an average temp of 71°F. January and February are the chilliest months when the average temp is 34°F. The rainiest months are July and October.
Why should I book my Ossining accommodation with Hotels.com?
There are lots of reasons to book your Ossining trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Keep exploring