Photo by louann ohora

Find hotels in Ossining, NY from $107

Start date: Check-in selected.
To Date
End date: Check-out
  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Ossining hotels

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.2 out of 10, Very Good, (107)
"Clean room, staff were very welcoming"
United States
Semaj
$206 nightly
The price is $230
Jan 7 - Jan 8
Total with taxes and fees
Windrose On Hudson

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
$722 nightly
The price is $804
Jan 12 - Jan 13
Total with taxes and fees
NEW 45 Wolden Rd Ossining NY 10562

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.4 out of 10, Very Good, (248)
"Our stay was awesome, clean, cozy and we slept well."
United States
Hidelisa
$107 nightly
The price is $126
Jan 7 - Jan 8
Total with taxes and fees
LIV Hotel Bronx - Newly Built

Hilltop Inn & Suites

Hilltop Inn & Suites
2.5 star property
Northwest Yonkers
7.0 out of 10, Good, (568)
"I appreciated my stay at the Hotel."
United States
Kim
$94 nightly
The price is $111
Jan 8 - Jan 9
Total with taxes and fees
Hilltop Inn & Suites

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1030)
"Good food hot tub great bed was wonderful area beautiful staff so nice"
United States
vontisha
$93 nightly
The price is $108
Feb 1 - Feb 2
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1015)
"This place is amazing…very well put together."
United States
Pernell
$112 nightly
The price is $130
Jan 10 - Jan 11
Total with taxes and fees
Crowne Plaza Suffern - Mahwah by IHG

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (531)
"Always great service and clean, comfy rooms. Breakfast is also decent every time, which isn’t always the case at hotels "
United States
Jared
$127 nightly
The price is $137
Jan 11 - Jan 12
Total with taxes and fees
Comfort Inn Brewster

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1013)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
$103 nightly
The price is $117
Jan 20 - Jan 21
Total with taxes and fees
Overlook Lodge at Bear Mountain

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1105)
"Great place very accommodating "
United States
Celeste
$94 nightly
The price is $109
Jan 18 - Jan 19
Total with taxes and fees
Ethan Allen Hotel

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1029)
"Easy check in, clean room, very good breakfast."
United States
Robert
$98 nightly
The price is $120
Jan 25 - Jan 26
Total with taxes and fees
Hampton Inn Harriman Woodbury

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.2 out of 10, Very Good, (1018)
"Great hotel"
United States
Adesegun
$92 nightly
The price is $107
Jan 8 - Jan 9
Total with taxes and fees
Sonesta Simply Suites Nanuet

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG
2.5 star property
Ramsey
9.2 out of 10, Wonderful, (1020)
"Best spot to book"
United States
Oscar
$106 nightly
The price is $122
Jan 11 - Jan 12
Total with taxes and fees
Holiday Inn Express Ramsey-Mahwah by IHG

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (814)
"A fine motel, great staff & very flexible"
United States
Andy
$125 nightly
The price is $136
Jan 7 - Jan 8
Total with taxes and fees
Heidi's Inn

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1000)
"Great place to stay."
United States
Alex
$153 nightly
The price is $177
Jan 18 - Jan 19
Total with taxes and fees
Hotel Zero Degrees Danbury

Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester
2.5 star property
Northeast Yonkers
9.0 out of 10, Wonderful, (1000)
"Excellent location "
United States
Sherri A
$106 nightly
The price is $125
Feb 1 - Feb 2
Total with taxes and fees
Hampton Inn & Suites Yonkers - Westchester

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah
2.5 star property
Mahwah
7.2 out of 10, Good, (1000)
"Easy parking, fast check-in "
United States
charkarmaly
$76 nightly
The price is $87
Jan 11 - Jan 12
Total with taxes and fees
Super 8 by Wyndham Mahwah

Amsterdam Hotel

Amsterdam Hotel
2.0 star property
Downtown Stamford
8.4 out of 10, Very Good, (1737)
"Excellent stay! Nice and comfortable…quiet…it had everything that we needed! "
Canada
MARTHA PATRICIA
$104 nightly
The price is $121
Jan 13 - Jan 14
Total with taxes and fees
Amsterdam Hotel

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1000)
"They were wonderful. As much as the lay out may seem weird and inconveniencing I found it to be quite quaint. "
United States
NATASHA
$89 nightly
The price is $102
Jan 11 - Jan 12
Total with taxes and fees
Inn on the Hudson

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1002)
"Room was perfect, motel in good location, excellent value"
United States
Paul
$81 nightly
The price is $100
Jan 18 - Jan 19
Total with taxes and fees
Americas Best Value Inn at Central Valley-Woodbury

Hampton Inn Nanuet

Hampton Inn Nanuet
2.5 star property
Nanuet
7.8 out of 10, Good, (1000)
"Great hotel, nice and clean "
United States
Andrea
$81 nightly
The price is $90
Jan 11 - Jan 12
Total with taxes and fees
Hampton 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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Ossining attractions

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.

Main building at Maryknoll
Photo by louann ohora
Open Photo by louann ohora

Top Ossining Hotel Reviews

More cheap stays in Ossining

Hotels in Ossining with star-rating

Find out more about Ossining

Top reasons to visit Ossining

  • Scenic Outdoor Activities: Enjoy picturesque paths, urban parks, and nature preserves perfect for relaxation and adventure.
  • Family-Friendly Attractions: Explore various activities suitable for families, ensuring fun for all ages.
  • Charming Local Shopping: Discover unique local shops and boutiques that add to the vibrant community atmosphere.
  • Diverse Accommodation Options: Choose from cozy bed and breakfasts to hotels, catering to various preferences and needs.
  • Nearby Skiing Opportunities: Experience skiing at nearby ski fields for a thrilling winter adventure.

Find great hotels near Ossining

Ossining, New York, offers a diverse array of accommodation options, from cozy bed and breakfasts to well-equipped hotels. Whether you seek a business-friendly environment, pet-friendly amenities, or an LGBTQIA-welcoming atmosphere, this charming town has something for everyone. Explore the best hotels and available options to ensure a comfortable stay while enjoying the unique charm and beauty of Ossining.

  • Ramada by Wyndham Rochelle Park Near Paramus: Located 21 miles from Ossining, this hotel is perfect for those seeking comfort and convenience. With a variety of dining options including a bar, restaurant, and complimentary breakfast, it caters to both leisure and business travelers. Guests can unwind with amenities such as premium TV channels and cable TV in their rooms. For those looking to stay active, fitness facilities are available on-site. Plus, the nearby metro station and shopping district make it easy to explore the local area.
  • Amsterdam Hotel: Situated 19 miles from Ossining, the Amsterdam Hotel is designed for business travelers seeking a professional atmosphere. This property offers essential business amenities such as a business center and multiple meeting rooms, making it an ideal choice for corporate events. Its proximity to the business district ensures guests have easy access to important offices and services, all while providing a comfortable stay to recharge after a busy day.
  • Baymont by Wyndham White Plains - Elmsford: Just 7 miles from Ossining, the Baymont by Wyndham White Plains - Elmsford is a family-friendly hotel that also caters to business needs. With accessible business facilities, including a 24-hour business center and meeting rooms, it ensures that both leisure and corporate guests are well taken care of. Families will appreciate amenities such as free cribs and first aid kits, making it a safe and convenient choice for travelers with children. The inviting atmosphere and thoughtful services promise a delightful stay.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor activities and family-friendly experiences. Nestled near downtown, you can explore lovely green spaces and enjoy a cozy getaway atmosphere. Nearby cities provide a romantic and relaxing vibe, perfect for those looking to unwind. With friendly locals and a vibrant city center, Ossining is an ideal destination for travelers seeking both adventure and tranquility on their vacation.

  • Crotonville: Nestled within the Ossining area, Crotonville is a charming village that offers a blend of cultural and outdoor experiences. With its peak visitor months in April to May and December, this locale draws families and culture enthusiasts alike. The village boasts convenient access to shopping centers and educational venues, making it ideal for family outings. Explore the rich history through its historic buildings and sites, where you can immerse yourself in the local heritage while enjoying a pleasant day out.
  • Maryknoll: Located a mere 2 miles from Ossining, Maryknoll is a vibrant city that thrives on outdoor and family-friendly activities. Summer months, particularly July and August, see a rise in visitors eager to partake in sports such as baseball and soccer. The city is home to beautiful urban parks and event venues that host a variety of activities throughout the year. Whether you’re looking to enjoy a picnic in the park or catch a local sports game, Maryknoll's energetic atmosphere provides a perfect backdrop for a memorable vacation.
  • Briarcliff Manor: Just 2 miles from Ossining, Briarcliff Manor is a picturesque city that offers a delightful mix of outdoor adventures and cultural experiences. With visitor peaks in January and during the spring months, this area is great for families looking to explore. The local shopping areas and educational venues cater to diverse interests, while attractions such as lakes and historic houses provide a scenic and enriching experience. Whether hiking, shopping, or enjoying the tranquil lakeside, Briarcliff Manor invites you to create lasting memories.

Things to do near Ossining

Ossining offers a perfect blend of outdoor and family-friendly activities, making it an ideal vacation spot. Visitors can enjoy scenic strolls along picturesque paths, explore local shopping areas, and partake in skiing at nearby ski fields. Whether you're looking for a relaxing day outdoors or some fun shopping experiences, Ossining has something for everyone to enjoy.

Shopping

In Ossining, you can visit Rockland Bakery, located 8 miles away, known for its delicious baked goods. If you're up for a drive, check out Westchester's Ridge Hill, located 14 miles away, offering a variety of shops and family-friendly atmosphere. Woodbury Common Premium Outlets is 17 miles away, featuring numerous brand outlets.

Recreation

Experience the vibrant ambiance of Tarrytown Music Hall, just 6 miles from Ossining, where engaging performances uplift your spirit. Enjoy tranquility at Hardscrabble Wilderness Area, located 3 miles away, perfect for relaxation amidst nature. For sports enthusiasts, Rockland Lake State Park Championship Golf Course offers outdoor fun, also 3 miles from Ossining.

Adventure

Experience thrilling outdoor fun at Palisades Climb Adventure, a zipline ropes course located 7 miles from Ossining. Enjoy high-speed excitement at Grand Prix New York, an exhilarating karting venue 8 miles away. For a more tranquil adventure, explore the scenic Orange Trailhead, 7 miles from town.

Nightlife

Experience a night of culture and romance at the Westchester Broadway Theatre, only 7 miles away. For some adventure, visit Lucky Strike, an exciting arcadeAdventureZone, also 7 miles out. If you're in the mood for a movie, Maritime IMAX offers entertainment and romance vibes just 24 miles away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Ossining

To save money on your trip to Ossining, plan your visit between January and March for lower accommodation rates. Book hotels about a month in advance or explore last-minute deals on Expedia. Sundays are typically the cheapest days to stay, while Saturdays are the most expensive. Utilize Expedia's search tool to compare prices and filter by budget or eco-friendly options. Consider bundling your hotel with flights and activities for further savings, and join the One Key membership for exclusive discounts and cash back on future bookings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Ossining are January to March, where the prices are slightly lower. This is in comparison to September to October and December, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel in Ossining about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Ossining is Sunday. The most expensive day to stay in Ossining is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool lets you customize your travel preferences by choosing your budget, desired location, and additional criteria. You can easily arrange the results from the lowest to the highest prices, ensuring you find the most affordable hotels first. Additionally, you have the option to narrow your search by hotel type; for instance, selecting the Eco-certified filter will display sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Ossining hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Ossining

Ossining, New York, offers a delightful mix of outdoor and family-friendly activities, making it perfect for city-themed vacations. Visitors can explore urban parks, nature preserves, and modern colleges and universities. These attractions provide a rich blend of cultural experiences and recreational opportunities, catering to travelers seeking both adventure and family bonding in a vibrant setting.

  • Van Cortlandt Manor: Explore this beautifully restored historic house, showcasing 18th-century architecture and stunning gardens. The manor offers a glimpse into the lives of early American settlers and hosts various cultural events throughout the year.
  • Sing Sing Correctional Facility: Discover the history of this infamous prison through guided tours that delve into its notable past and the justice system. The facility has housed many notorious criminals and offers a unique perspective on American penal history.
  • Croton Point Park: Enjoy a family-friendly urban park featuring scenic views of the Hudson River. With picnic areas, walking trails, and recreational amenities, it’s a perfect spot for outdoor activities and relaxation in nature.

Best time to go to Ossining

The best time to visit Ossining can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Ossining falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Ossining falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.0°F (-1.1°C)Light RainMostly SunnySlightly LowSlightly Low
February31.6°F (-0.2°C)Light RainMostly SunnySlightly LowSlightly Low
March38.8°F (3.8°C)Light RainMostly SunnyAverageSlightly Low
April49.8°F (9.9°C)Light RainMostly SunnySlightly HighAverage
May60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
June68.9°F (20.5°C)Light RainMostly SunnyAverageAverage
July75.6°F (24.2°C)Light RainMostly SunnySlightly HighAverage
August73.9°F (23.3°C)Light RainMostly SunnyAverageAverage
September66.9°F (19.4°C)Light RainMostly SunnySlightly HighSlightly High
October56.1°F (13.4°C)Light RainMostly SunnyAverageSlightly High
November44.2°F (6.8°C)Light RainMostly SunnyAverageAverage
December36.3°F (2.4°C)Light RainMostly SunnySlightly LowSlightly High

The nearest major airports for your trip to Ossining

Traveling to Ossining, New York, is convenient with several major airports nearby. John F. Kennedy International Airport (JFK) is 36 miles away, with excellent hotel options like the 5-star Arlo Williamsburg, The William Vale, and the 4.5-star Boro Hotel, each located 11 miles from the airport. Newark Liberty International Airport (EWR) is 37 miles from Ossining, featuring luxurious stays at The Dominick, The Wall Street Hotel, and The Beekman, all just 9 miles away. Lastly, LaGuardia Airport (LGA) is 27 miles from Ossining, close to 5-star hotels like Virgin Hotels New York City, The Mark, and The Carlyle, each within 6 to 5 miles of the airport.

Frequently asked questions

When is the best time to go to Ossining?
The most popular time to visit Ossining is in the fall, particularly during September and October. During these months, the weather is pleasantly crisp, with temperatures typically ranging from the mid-50s to mid-70s Fahrenheit, making it superb for outdoor activities and leisurely strolls along the Hudson River waterfront.

As you plan your visit, keep in mind that while the peak tourist activity occurs during the warmer months, the fall offers a unique charm with vibrant foliage that enhances the natural beauty of Ossining. Scenic drives and hikes in nearby parks, such as Croton Point Park, become breathtaking as the leaves change color, inviting you to immerse yourself in the stunning landscape.

Additionally, September and October are fantastic for those who appreciate cultural experiences. The local community often hosts farmers' markets, art fairs, and seasonal festivals, allowing visitors to engage with the area's rich heritage and craft. This creates a wonderful opportunity to savor local flavors and crafts, all while enjoying the comfortable weather.

If you're looking for a more budget-friendly option, consider visiting in late November or early December. This time can be less crowded, and you'll find that accommodations and activities may be more affordable, allowing you to experience Ossining's charm without the peak season prices.
Where can I find the best nightlife in Ossining?
Ossining, New York, offers a charming small-town atmosphere, but when it comes to nightlife, it's more subdued compared to larger urban areas.

For those seeking evening activities, the downtown area features a few cozy bars and restaurants where you can enjoy a casual dinner and drinks. Establishments like The Boathouse offer a lovely riverside setting, superb for unwinding with friends while enjoying scenic views of the Hudson River.

If you're willing to venture a bit further, nearby towns like Sleepy Hollow and Tarrytown boast a more vibrant nightlife scene, with options ranging from lively pubs to intimate wine bars. These areas provide a nice variety of places to explore, ensuring a relaxed yet enjoyable night out.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Ossining hotel for you.
How can I save on a Ossining hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Ossining hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Ossining hotel?
Prices for hotels in Ossining often vary, but you can find a great deal from $107 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia