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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, (190 reviews)
"Good stay overall."
United States
Faisal
The price is ąøæ6,862
ąøæ7,642 total
includes taxes & fees
19 Jul - 20 Jul
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 ąøæ33,247
ąøæ53,092 total
includes taxes & fees
15 Jul - 16 Jul
Summer Pool Oasis Custom Bar Arcade Pool Table

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, (398 reviews)
"Always have a great stay every time I come!!!"
United States
Lizzette
The price is ąøæ3,542
ąøæ4,074 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Best Western Paramus Hotel & Suites

Best Western Paramus Hotel & Suites
2.5 star property
Paramus
8.6 out of 10, Excellent, (1,009 reviews)
"Amazing stay :)"
United States
Rosaida
The price is ąøæ3,596
ąøæ4,122 total
includes taxes & fees
16 Jul - 17 Jul
Best Western Paramus Hotel & Suites

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (1,009 reviews)
"Excellent stay, rooms were clean, staff was helpful and friendly & breakfast was great."
United States
Carlos
The price is ąøæ4,098
ąøæ4,698 total
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn Paramus

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,133 reviews)
"Nice breakfast! Good location"
United States
Hui shan
The price is ąøæ4,465
ąøæ5,498 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn Harriman Woodbury

Clinton Inn Hotel & Event Center

Clinton Inn Hotel & Event Center
3.0 star property
Tenafly
7.6 out of 10, Good, (1,011 reviews)
"Affordable price and closeness to New York!"
United States
Jahara
The price is ąøæ4,051
ąøæ4,643 total
includes taxes & fees
15 Jul - 16 Jul
Clinton Inn Hotel & Event Center

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.8 out of 10, Excellent, (1,092 reviews)
"Loved it there! Great area and close to many restaurants. Staff was wonderful!"
United States
Selena
The price is ąøæ4,082
ąøæ4,670 total
includes taxes & fees
15 Jul - 16 Jul
Ardsley Acres Hotel Westchester

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (870 reviews)
"Easy parking, privacy, nice breakfast… very friendly staff. Clean and spacious grounds. A very nice romantic stay."
United States
Anthony
The price is ąøæ4,915
ąøæ5,327 total
includes taxes & fees
15 Jul - 16 Jul
Heidi's Inn

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,023 reviews)
"Staff was friendly and helpful. Unique property with comfortable quiet rooms and great amenities."
United States
Jane
The price is ąøæ5,994
ąøæ6,894 total
includes taxes & fees
16 Jul - 17 Jul
Hotel Zero Degrees Danbury

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
8.8 out of 10, Excellent, (583 reviews)
"Nice hotel clean comfortable & easy off highway ."
United States
CIRA
The price is ąøæ4,783
ąøæ5,183 total
includes taxes & fees
9 Aug - 10 Aug
Comfort Inn Brewster

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
7.2 out of 10, Good, (880 reviews)
"Very accommodating staff and great location in a time of emergency stay"
United States
Guap
The price is ąøæ4,119
ąøæ4,843 total
includes taxes & fees
15 Jul - 16 Jul
LIV Hotel Bronx - Newly Built

Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very good, (1,004 reviews)
"Very clean looking hotel and great service too."
United States
Patricia
The price is ąøæ4,258
ąøæ4,896 total
includes taxes & fees
2 Aug - 3 Aug
Hilton Garden Inn Danbury

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 ąøæ3,296
ąøæ4,058 total
includes taxes & fees
15 Jul - 16 Jul
Americas Best Value Inn at Central Valley-Woodbury

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, (1,006 reviews)
"Great stay"
United States
Mikhail
The price is ąøæ3,795
ąøæ4,350 total
includes taxes & fees
23 Jul - 24 Jul
Holiday Inn Express Ramsey-Mahwah by IHG

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,516 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 ąøæ3,584
ąøæ4,108 total
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn & Suites Mahwah

HYATT house White Plains

HYATT house White Plains
3.0 star property
West Harrison
8.8 out of 10, Excellent, (1,117 reviews)
"Great for a quick stay."
United States
Joseph
The price is ąøæ5,847
ąøæ6,687 total
includes taxes & fees
2 Aug - 3 Aug
HYATT house White Plains

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very good, (1,554 reviews)
"It was a great stay!"
United States
Dominique
The price is ąøæ4,227
ąøæ4,835 total
includes taxes & fees
9 Aug - 10 Aug
Hampton Inn White Plains/Tarrytown

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (761 reviews)
The price is ąøæ6,772
ąøæ8,864 total
includes taxes & fees
15 Jul - 16 Jul
The Thayer Hotel at West Point

Fairfield Inn & Suites by Marriott Paramus

Fairfield Inn & Suites by Marriott Paramus
3.0 star property
Paramus
8.6 out of 10, Excellent, (883 reviews)
"Good stay"
United States
Fred j
The price is ąøæ3,865
ąøæ4,431 total
includes taxes & fees
26 Jul - 27 Jul
Fairfield Inn & Suites by Marriott Paramus
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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

More cheap stays in Ossining

Find out more about Ossining

Top reasons to visit Ossining

  • Scenic Riverfront: Enjoy picturesque views along the banks of the Hudson River, perfect for leisurely strolls and relaxation.
  • Cultural Experiences: Immerse yourself in local arts and heritage through theatre performances and vibrant shopping areas.
  • Outdoor Adventures: Explore urban parks and nature preserves that cater to outdoor enthusiasts and families alike.
  • Welcoming Atmosphere: Experience the warmth of friendly locals and a charming community vibe throughout your stay.
  • Diverse Accommodation: Choose from various lodging options, including hotels, bed and breakfasts, and pet-friendly stays.

Find great hotels near Ossining

Discover a variety of accommodation options in Ossining, New York, perfect for every traveller. Whether you're seeking a hotel with business amenities, a charming bed and breakfast, or a pet-friendly stay, Ossining has something to offer. Enjoy a welcoming atmosphere for all, including LGBTQIA guests, while exploring local attractions. With numerous hotel reviews available, you can find the ideal place to relax and unwind during your visit.

  • Ramada by Wyndham Rochelle Park Near Paramus: Located 34km from Ossining, the Ramada by Wyndham Rochelle Park Near Paramus offers a budget-friendly lodging experience ideal for travellers seeking convenience and comfort. Guests can enjoy complimentary breakfast options including a buffet and free daily breakfast, ensuring a pleasant start to the day. The hotel features various entertainment options, including multiple televisions with cable and premium channels, perfect for unwinding after a day of exploration. For those looking to stay active, fitness facilities are available on-site, while nearby attractions include a shopping district and metro station for easy access to the surrounding area.
  • Homewood Suites by Hilton Teaneck Glenpointe: Just 34km from Ossining, Homewood Suites by Hilton Teaneck Glenpointe boasts a remarkable guest rating of 9.2 out of 10, making it a standout choice for both business and leisure travellers. This pet-friendly accommodation is well-suited for those who wish to bring their furry companions along. The hotel offers ample amenities for business travellers, along with a welcoming atmosphere for families. Guests appreciate the thoughtful pet policy, which accommodates dogs and cats, ensuring a comfortable stay for all members of the family.
  • Baymont by Wyndham White Plains - Elmsford: Situated merely 11km from Ossining, Baymont by Wyndham White Plains - Elmsford is a budget-friendly hotel that caters to families and business travellers alike, earning a commendable guest rating of 8.4 out of 10. The property provides family-oriented services and amenities, including complimentary cribs for younger guests and a first aid kit for peace of mind. Its convenient location makes it an excellent base for exploring the nearby attractions, while the friendly atmosphere ensures a pleasant and comfortable stay.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and family-friendly activities, making it an ideal destination for a memorable vacation. Explore the scenic banks along the Hudson River, immerse yourself in the area's rich heritage, and enjoy the warm atmosphere of friendly locals. With nearby charming neighbourhoods, Ossining presents a perfect mix of relaxation and romance, ensuring a wholesome experience for every traveller.

  • Crotonville: Nestled within the Ossining area, Crotonville is a charming village that offers a delightful escape for outdoor enthusiasts. The village's scenic landscapes make it perfect for adventure seekers looking to explore nature reserves and nearby mountains. Peak visitor seasons occur from April to May and December, drawing in those eager to experience its recreational areas, shopping centres, and local attractions. Whether you’re hiking in the national state park or unwinding at a local shopping mall, Crotonville promises a refreshing blend of adventure and relaxation.
  • Maryknoll: Located just 3km from Ossining, the city of Maryknoll is an inviting destination for families and culture enthusiasts. The city thrives in the summer months, particularly in July and August, when visitors flock to enjoy its vibrant sports scene, including baseball and soccer. Maryknoll is rich in cultural experiences, with notable landmarks such as art museums and historic buildings showcasing significant architecture. This charming city offers a unique blend of outdoor activities and enriching cultural experiences, making it an ideal spot for all types of travellers.
  • Briarcliff Manor: Also situated 3km away from Ossining, Briarcliff Manor is known for its family-friendly atmosphere and city-themed experiences. The city welcomes visitors throughout the year, with peak times in January and during the spring months. With a variety of shopping areas and centres, it’s a great place for those seeking retail therapy. Additionally, local landmarks such as tourist precincts and modern squares provide a vibrant backdrop for leisurely strolls or family outings. Briarcliff Manor combines urban charm with a welcoming community vibe, ensuring a pleasant visit for everyone.

Things to do near Ossining

Shopping

In Ossining, visit the charming local shops along Main Street for unique gifts and souvenirs. If you're up for a drive, head to the nearby Cross County Shopping Center, around 24km away, featuring a variety of retailers and dining options in a vibrant outdoor setting.

Recreation

In Ossining, the Hudson Valley Healing offers a serene environment for holistic therapies, including massage and acupuncture, amidst calming nature. Nearby, the Croton Point Park features scenic trails and picturesque views, providing ample opportunities for hiking, jogging, and enjoying tranquil moments by the water.

Adventure

Experience the thrill of Palisades Climb Adventure, a zipline and ropes course located 11km from Ossining. Challenge yourself on various climbing elements while enjoying the stunning outdoor scenery, perfect for those seeking physical adventure in a beautiful natural setting.

Nightlife

Explore the vibrant atmosphere at The Sing Sing Kill Brewery on Spring Street, where you can enjoy a selection of craft beers. For a lively night, visit The Hudson Valley Restaurant, offering delightful dining and occasional live music that adds to the charming local vibe.

*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, New York, is ideal for outdoor, family-oriented, and city-themed holidays. Visitors can enjoy a variety of attractions, including urban parks, nature preserves, and arts centres, catering to those seeking a blend of culture and outdoor experiences. For a comfortable stay, look for hotels near Ossining to enhance your visit. Enjoy the vibrant local scene and create lasting memories in this charming town.

  • Snowden Avenue Park: Nestled within Ossining, this urban park offers a serene escape with city and family-friendly vibes. Enjoy leisurely walks, picnics, or simply relax amidst the greenery, making it an ideal spot for local gatherings.
  • Franklin D. Roosevelt State Park: Located 14km away, this national park offers stunning scenery and outdoor adventures. Explore its extensive trails, engage in recreational activities, or take in breathtaking views of the surrounding landscape.
  • Lower Hudson Valley Challenger Learning Center: Situated 23km from Ossining, this space park provides a captivating experience for families. Engage in interactive exhibits and learn about space exploration in a fun and entertaining environment.

Best time to go to Ossining

The best time to visit Ossining is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 via three major airports. New York, NY (JFK-John F. Kennedy Intl.) is 58km away, with excellent hotels like The William Vale and Arlo Williamsburg, both 18km from the airport. White Plains, NY (HPN-Westchester County) is a mere 16km from Ossining, offering luxurious stays at The Opus Westchester and Sonesta White Plains Downtown, both 6km from HPN, with shuttle services available. Newark Liberty Intl. Airport (EWR) is 60km away, and nearby hotels include The Dominick and Four Seasons Hotel New York Downtown, both located 14km from the airport. All options provide accessible transport services to Ossining.

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 Hampton Inn White Plains/Tarrytown. See all available top hotels, or 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. Hyatt Regency Greenwich and Sonesta White Plains Downtown 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. A top sight in the area is Woodbury Common Premium Outlets. 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 Sing Sing Prison Museum and Ossining Historical Society. 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 Teatown Lake Reservation, Kitchawan Preserve and Merchants Square. 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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