A wooden boardwalk winding through a forest with autumn foliage.

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Our top choices for Ossining hotels

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (178 reviews)
"Ev chargers on site. Lovely grounds and facilities. Will definitely stay here next time i am in the area."
United States
Andrew
The price is NZ$404
includes taxes & fees
27 July - 28 July
Windrose On Hudson

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is NZ$2,932
includes taxes & fees
13 July - 14 July
Summer Pool Oasis Custom Bar Arcade Pool Table

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (64 reviews)
"Family trip with 3 kids and we love it"
Canada
Pheng Theam
The price is NZ$226
includes taxes & fees
2 Aug - 3 Aug
Comfort Suites Central Valley - Woodbury

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,001 reviews)
"It was a beautiful stay."
United States
Shayla
The price is NZ$296
includes taxes & fees
9 July - 10 July
Overlook Lodge at Bear Mountain

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, (390 reviews)
"Great place to stay."
United States
Sai
The price is NZ$253
includes taxes & fees
26 July - 27 July
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (863 reviews)
"I had a lovely stay - highly recommend!"
United States
Catherine
The price is NZ$282
includes taxes & fees
7 July - 8 July
Heidi's Inn

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (747 reviews)
"Great stay, beautiful hotel and staff was great"
United States
Amanda
The price is NZ$414
includes taxes & fees
6 July - 7 July
The Thayer Hotel at West Point

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very good, (1,277 reviews)
"Hotel and visit were great, definitely recommend."
United States
Kathryn
The price is NZ$201
includes taxes & fees
5 July - 6 July
Ethan Allen Hotel

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,118 reviews)
"I enjoyed my stay. The place was absolutely clean. Free breakfast was amazing and I will be going again"
United States
Khaleem
The price is NZ$283
includes taxes & fees
26 July - 27 July
Hampton Inn Harriman Woodbury

Best Western The Inn at Ramsey-Mahwah

Best Western The Inn at Ramsey-Mahwah
3.0 star property
Ramsey
7.2 out of 10, Good, (1,000 reviews)
"Had a pleasant stay very clean and alot of options for the breakfast."
United States
IMRAN
The price is NZ$189
includes taxes & fees
8 July - 9 July
Best Western The Inn at Ramsey-Mahwah

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, (1,004 reviews)
"Safe area not too far from restaurants and stores."
United States
Richard
The price is NZ$184
includes taxes & fees
5 July - 6 July
Americas Best Value Inn at Central Valley-Woodbury

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,000 reviews)
"Great place to step in the area the restaurant in the lobby is awesome great food and ambiance"
United States
Laura
The price is NZ$342
includes taxes & fees
6 July - 7 July
Hotel Zero Degrees Danbury

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
8.8 out of 10, Excellent, (579 reviews)
"Nice hotel clean comfortable & easy off highway ."
United States
CIRA
The price is NZ$274
includes taxes & fees
26 July - 27 July
Comfort Inn Brewster

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
7.2 out of 10, Good, (842 reviews)
"Very accommodating staff and great location in a time of emergency stay"
United States
Guap
The price is NZ$245
includes taxes & fees
7 July - 8 July
LIV Hotel Bronx - Newly Built

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, (1,000 reviews)
"It was our second visit to this hotel and the hotel is neat, clean and centrally located for visiting the area."
United States
Susan
The price is NZ$240
includes taxes & fees
12 July - 13 July
Holiday Inn Express Ramsey-Mahwah by IHG

Red Carpet Inn

Red Carpet Inn
2.0 star property
Cove - East Side - Shippan
6.8 out of 10, (1,002 reviews)
"I enjoyed my stay amazing food places around and comfortable"
United States
Alonzo
The price is NZ$152
includes taxes & fees
5 July - 6 July
Red Carpet Inn

Dream Hotel Bronx

Dream Hotel Bronx
2.0 star property
South Side
6.8 out of 10, (114 reviews)
"Second visit was better then the first one."
United States
Natasha
The price is NZ$225
includes taxes & fees
9 July - 10 July
Dream Hotel Bronx

Garner Hotel Mahwah by IHG

Garner Hotel Mahwah by IHG
2.5 star property
Mahwah
9.0 out of 10, Wonderful, (477 reviews)
"Great accommodations and friendly staff. A good deal compared with other hotels in the area."
United States
Ruby
The price is NZ$234
includes taxes & fees
30 July - 31 July
Garner Hotel Mahwah by IHG

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.2 out of 10, Good, (1,001 reviews)
"Loved this quaint but clean Inn!"
United States
Sontrice
The price is NZ$220
includes taxes & fees
5 July - 6 July
Inn on the Hudson

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,504 reviews)
"Great hotel and in an area where you have access to necessities like food or drinks and gas!"
United States
Carl
The price is NZ$218
includes taxes & fees
26 July - 27 July
Hampton Inn & Suites Mahwah
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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.

A historic stone building with a large circular window and a tower with a green roof.
Photo by louann ohora
Open Photo by louann ohora

Top Ossining Hotel Reviews

Recent Reviews in Ossining

More cheap accommodation in Ossining

Find out more about Ossining

Top reasons to visit Ossining

  • Scenic Hudson River Walks: Enjoy picturesque strolls along the banks of the Hudson River, soaking in stunning views.
  • Vibrant Arts and Theatre Scene: Experience local culture through engaging performances and exhibitions in Ossining's arts centres.
  • Family-Friendly Activities: Discover a variety of outdoor adventures and attractions perfect for families.
  • Charming Local Shops: Explore unique shopping experiences in the delightful centre of Ossining.
  • Convenient Accommodation: Choose from a range of hotels and bed & breakfasts for a comfortable stay.

Find great hotels near Ossining

Explore a variety of accommodation options in Ossining, New York, where you'll find hotels and charming bed & breakfasts to suit your needs. Whether you're seeking a pet-friendly stay, a welcoming environment for LGBTQIA travellers, or essential business facilities, Ossining has something for everyone. Read hotel reviews to guide your choice and ensure a memorable visit to this picturesque town.

  • Ramada by Wyndham Rochelle Park Near Paramus: Nestled 33.8km from Ossining, this budget-friendly hotel offers a practical base for your travels. Guests can delight in a complimentary buffet breakfast and unwind at the on-site bar or restaurant. With fitness facilities available, you can keep active during your stay. Entertainment options include premium TV channels and cable television, ensuring you have access to your favourite shows. The nearby metro station and shopping district make it easy to explore the local area.
  • Homewood Suites by Hilton Teaneck Glenpointe: Located 33.8km from Ossining, this 3-star hotel is ideal for business travellers and those with pets. With a guest rating of 9.2 out of 10, it features spacious suites equipped for longer stays. The property accommodates pets, offering amenities for dogs and cats, making it a suitable choice for pet owners. Whether travelling for work or leisure, the comfort and convenience of this hotel provide a welcoming atmosphere.
  • Baymont by Wyndham White Plains - Elmsford: Just 11.3km from Ossining, this budget-friendly hotel captures the essence of family-friendly accommodation. With a guest rating of 8.4 out of 10, it caters well to families, offering free cribs and a first aid kit for peace of mind. The convenient location allows easy access to nearby attractions, making it a great choice for both business and leisure travellers seeking comfort and value.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and family-friendly experiences. Explore the charming centre of Ossining, where friendly locals welcome you, or take a scenic stroll along the banks of the Hudson River. Just a short drive away, the vibrant atmosphere of New York City awaits, providing endless opportunities for relaxation and romance. Whether you're looking for a tranquil getaway or an exciting urban escape, Ossining and its surroundings have something special for every traveller.

  • Crotonville: Nestled within the scenic landscapes of Ossining, Crotonville is a quaint village that offers a delightful blend of outdoor adventures and natural beauty. Visitors flock here for its stunning scenery and recreational opportunities, making it a perfect spot for those who enjoy hiking and exploring nature reserves. The village's shopping centre provides a convenient place to pick up local goods and souvenirs. Ideal for a day of exploration, Crotonville is characterised by its picturesque mountains and proximity to national and state parks, promising a refreshing getaway.
  • Maryknoll: Located just 3.2km from Ossining, Maryknoll is a charming city that caters to families and culture enthusiasts. With a vibrant community feel, it boasts various outdoor activities such as baseball and soccer, perfect for those looking to engage in sports. The city's cultural offerings include an art museum and several historic buildings showcasing significant architecture, making it a great spot for history buffs. Peak visitor months in July and August bring lively summer events, while the December holiday season adds a festive touch to your visit.
  • Briarcliff Manor: Also a mere 3.2km away from Ossining, Briarcliff Manor is a picturesque city that is popular among families and urban explorers alike. Known for its shopping areas and contemporary shopping centres, this city offers a delightful mix of retail therapy and leisure activities. The local landmarks, including a vibrant tourist precinct and modern squares, provide ample opportunities for exploration and relaxation. With peak visitor numbers in January and the spring months, Briarcliff Manor invites you to experience its charming atmosphere and community spirit.

Things to do near Ossining

Shopping

Ossining offers charming local shops like the Ossining Farmers Market, where you can find handmade crafts and local produce. If you're up for a drive, the nearby Westchester Mall has a variety of popular retailers and dining options for a broader shopping experience.

Recreation

Experience tranquility at the Zen Wellness Studio, where you can indulge in yoga sessions and holistic therapies. Afterward, explore the scenic trails at the nearby Croton Point Park for a refreshing walk amidst nature.

Adventure

Palisades Climb Adventure offers an exhilarating zipline and ropes course experience, located 11.3km from Ossining. Embrace the outdoor vibes as you navigate through treetops, tackling various challenges while soaking in stunning views of the surrounding landscape.

Nightlife

Ossining offers a relaxed nightlife with venues like the Hudson Valley Brewery, where you can enjoy local craft beers, and the Ossining Farmers Market for live music and food trucks. The RiverWalk is great for a scenic stroll while soaking in the evening atmosphere along the Hudson River.

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

Find the best attractions in and around Ossining

Ossining offers a fantastic vacation experience for outdoor enthusiasts and families, featuring attractions like urban parks, nature reserves, and arts centres. Visitors can enjoy various activities that highlight the area's culture and outdoor beauty. For a comfortable stay, there are several hotels conveniently located near Ossining, making it easy to explore the local points of interest.

  • Sing Sing Correctional Facility: This historic prison offers a unique glimpse into American penal history. Visitors can appreciate the architectural significance and learn about the facility's role in the justice system through guided tours that delve into its past.
  • Nyack Beach State Park: Located 6.4km from Ossining, this scenic park is ideal for outdoor enthusiasts. With its beautiful river views, hiking trails, and picnic spots, you can immerse yourself in nature while enjoying activities like kayaking and fishing.
  • Philipsburg Manor: Just 8.0km away, this historic site showcases colonial life and the area's rich history. Explore the restored buildings, engage with costumed interpreters, and participate in hands-on activities that highlight the region's heritage.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Reaching Ossining, New York, is convenient with three major airports in proximity. John F. Kennedy International Airport (JFK) is 57.9km away, with nearby hotels like The William Vale, Arlo Williamsburg, and The Boro Hotel, all about 17.7km from the airport. Newark Liberty International Airport (EWR) is 59.5km distant, offering luxury options such as The Dominick and Four Seasons Hotel New York Downtown, both situated 14.5km away. LaGuardia Airport (LGA) is the closest at 43.5km, with top accommodations like Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, located 5-9.7km from the airport, making travel to Ossining seamless.

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.
What are some of the best holiday rentals that Ossining has to offer?
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!: This highly rated holiday home rental in Ossining is located near skiing, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all 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.

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