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Our top choices for Ossining hotels

1. Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (283 reviews)
"Would 100% stay again"
United States
Michael
The price is £111
includes taxes & fees
22 Nov - 23 Nov
Windrose On Hudson

2. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is £764
includes taxes & fees
9 Nov - 10 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table

3. Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
9.0 out of 10, Wonderful, (1,004 reviews)
"Great stay"
United States
Sean P.
The price is £105
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

4. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
Nyack
8.6 out of 10, Excellent, (1,332 reviews)
"Great stay!"
United States
Kristen
The price is £121
includes taxes & fees
15 Nov - 16 Nov
Hotel Nyack, a JdV by Hyatt Hotel

5. Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,003 reviews)
"Very clean property with pleasant staff."
United States
Syble
The price is £130
includes taxes & fees
19 Nov - 20 Nov
Courtyard by Marriott Tarrytown Westchester County

6. West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,516 reviews)
"Awesome place will still again if in area"
United States
Joshua
The price is £94
includes taxes & fees
9 Nov - 10 Nov
West Gate Inn Nyack

7. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,007 reviews)
"clean room, nice and helpful staff"
United States
Jiamin
The price is £116
includes taxes & fees
22 Nov - 23 Nov
Sheraton Tarrytown Hotel

8. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
3.5 star property
Tarrytown
7.0 out of 10, Good, (1,008 reviews)
"Great location, comfortable room, friendly staff!"
United States
Jennifer
The price is £114
includes taxes & fees
1 Dec - 2 Dec
Sleepy Hollow Hotel, a Dolce by Wyndham

9. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very good, (1,896 reviews)
"Went for Halloween weekend it was very nice pool was nice as well there a Dunkin’ 3 min walking distance and a 7 min drive to tarry town it was wonderful"
United States
Omari
The price is £115
includes taxes & fees
29 Nov - 30 Nov
Baymont by Wyndham White Plains - Elmsford

10. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,423 reviews)
"It was a beautiful place to stay"
United States
Brooke
The price is £189
includes taxes & fees
11 Nov - 12 Nov
Tarrytown House Estate

11. SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
8.8 out of 10, Excellent, (1,008 reviews)
"Clean, friendly staff, would stay again"
United States
Gwen
The price is £133
includes taxes & fees
15 Nov - 16 Nov
SpringHill Suites by Marriott Tarrytown Westchester County

12. Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
9.0 out of 10, Wonderful, (692 reviews)
"Great stay, clean and close to Sleepy Hollow. Would return again!"
United States
Karrie
The price is £153
includes taxes & fees
22 Nov - 23 Nov
Westchester Marriott

13. Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,003 reviews)
"Very clean, great staff, great breakfast."
United States
John
The price is £109
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

14. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.4 out of 10, Very good, (1,006 reviews)
"This hotel served our purposes very well."
United States
Joseph
The price is £126
includes taxes & fees
15 Nov - 16 Nov
Hotel MTK Mount Kisco

15. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,188 reviews)
"Great place"
United States
Joel
The price is £111
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Hotel Nanuet

16. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
7.8 out of 10, Good, (1,729 reviews)
"Great customer service and extremely friendly front desk reservation desk staff."
United States
Michelle
The price is £97
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn White Plains/Tarrytown

17. Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.2 out of 10, Good, (1,008 reviews)
"Staff was incredibly friendly and room was cozy and quaint. Perfect for a quick overnight stay!"
United States
Meredith
The price is £89
includes taxes & fees
15 Nov - 16 Nov
Inn on the Hudson

18. Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains
2.0 star property
Elmsford
7.4 out of 10, Good, (1,035 reviews)
"Nice bed with four pillows, clean bathroom, great price and conveniently located."
United States
Peter
The price is £91
includes taxes & fees
29 Nov - 30 Nov
Days Inn by Wyndham Elmsford / White Plains

19. Element by Marriott Spring Valley

Element by Marriott Spring Valley
3.0 star property
Spring Valley
9.0 out of 10, Wonderful, (559 reviews)
"Delicious breakfast, clean room, nice gym!"
United States
Rohan
The price is £117
includes taxes & fees
22 Nov - 23 Nov
Element by Marriott Spring Valley

20. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,004 reviews)
"Great place, but was super crowded."
United States
Mike P
The price is £97
includes taxes & fees
9 Nov - 10 Nov
Overlook Lodge at Bear Mountain
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.

Hotels recommended for families in Ossining

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 wooden bridge over a lake with a sign reading "BERGMANN BOARDWALK".

Top Ossining Hotel Reviews

Find out more about Ossining

Top reasons to visit Ossining

  • Outdoor Activities: Ossining boasts a variety of outdoor adventures, including nature reserves and urban parks, perfect for families and nature lovers alike.
  • Historical Walking Tours: Engage in guided tours that highlight the rich local history and heritage of the charming town.
  • Cultural Arts Scene: Enjoy performances and exhibitions at local arts centres, catering to theatre enthusiasts and culture seekers.
  • Charming Neighbourhoods: Explore relaxing areas ideal for romantic strolls and leisurely family outings.
  • Diverse Accommodation: Discover a range of hotels, from business-friendly options to charming bed and breakfasts, ensuring a delightful stay.

Find great hotels near Ossining

Discover a range of delightful hotel accommodations in Ossining, New York, perfect for a memorable stay. Whether you're seeking a business-friendly environment, a charming bed and breakfast, or a pet-friendly option, Ossining has something to suit every traveler's needs. Enjoy an LGBTQIA welcoming atmosphere while exploring the best hotels that this picturesque town has to offer. Your ideal Ossining hotel awaits.

  • Ramada by Wyndham Rochelle Park Near Paramus: This budget-friendly hotel is a practical choice for travellers seeking comfort without breaking the bank. Located 33.8km from Ossining, the Ramada offers a range of amenities including complimentary breakfast options and a bar, perfect for unwinding after a day of exploring. The hotel features fitness facilities for those looking to maintain their workout routine, while entertainment options such as cable and premium television channels ensure a relaxing evening. With nearby shopping districts and metro stations accessible, guests will find convenience at their fingertips.
  • Homewood Suites by Hilton Teaneck Glenpointe: A standout option for business travellers and pet owners alike, this 3-star hotel boasts an impressive guest rating of 9.2. Situated 33.8km from Ossining, the Homewood Suites offers a pet-friendly environment, ensuring that furry companions are welcome. With spacious suites designed for extended stays, guests can enjoy amenities tailored for comfort and productivity. The hotel's strategic location and thoughtful services make it an excellent choice for those seeking a blend of work and leisure in a welcoming setting.
  • Baymont by Wyndham White Plains - Elmsford: Located a mere 11.3km from Ossining, this budget-friendly hotel offers a family-oriented atmosphere with a guest rating of 8.2. The Baymont provides essential amenities for children, including free cribs and access to first aid kits, making it a suitable choice for families on vacation. With a focus on comfort and convenience, this hotel ensures that guests have a pleasant stay, whether they are in the area for business or leisure.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and family-friendly activities. Explore its rich heritage and vibrant centre, where friendly locals welcome you. Nearby, you can discover charming neighbourhoods that exude a relaxing atmosphere, perfect for romantic strolls or leisurely family outings. With a unique mix of business and leisure, Ossining is an ideal base for exploring the captivating region around it.

  • Crotonville: Nestled within the scenic landscapes of Ossining, Crotonville is a charming village that invites outdoor enthusiasts and adventure seekers alike. Known for its breathtaking scenery, visitors flock here for a taste of nature, with access to nearby nature reserves and state parks. The recreational areas provide ample opportunities for leisurely walks and picnics, while local shopping centres offer a variety of retail experiences. Peak travel periods in Crotonville occur from April to May and in December, making it an ideal time to explore its outdoor attractions.
  • Maryknoll: Just a short 3.2km from Ossining, Maryknoll is a vibrant city that boasts a rich cultural tapestry. This family-friendly destination is perfect for those interested in sports and outdoor activities, with facilities for baseball and soccer readily available. Visitors can appreciate significant architecture and historic buildings, and art enthusiasts will find delight in the local art museum. The best times to visit Maryknoll are during July to August and December, when the city buzzes with activity and cultural events.
  • Briarcliff Manor: Located a mere 3.2km from Ossining, Briarcliff Manor is an idyllic city that offers a delightful mix of family-friendly activities and urban charm. With its shopping areas and modern squares, it's an excellent place for a leisurely day out. The city’s welcoming atmosphere is enhanced by its local tourist precincts, where visitors can soak in the vibrant community spirit. Peak travel times here are in January and from April to May, making it a lively spot to experience city-themed outings with family and friends.

Things to do near Ossining

Ossining offers a delightful mix of outdoor activities and family-friendly attractions. Visitors can enjoy engaging walking tours that showcase local history, as well as a variety of shopping centres and areas for a fulfilling retail experience. Theatre enthusiasts will find performances to enjoy, making Ossining a charming destination for those seeking a city-themed holiday.

Shopping

In Ossining, you can enjoy shopping at local boutiques and artisan stores. If you're up for a drive, the nearby White Plains Galleria offers a range of high street brands and department stores, while the Westchester Mall features upscale shopping and dining options.

Recreation

The Golf Club at Mansion Ridge offers an exquisite golfing experience with stunning views and luxury amenities, situated 30.6km from Ossining. For polo enthusiasts, Greenwich Polo Club, only 19.3km away, provides a vibrant atmosphere and thrilling matches in an elegant setting.

Adventure

The scenic Croton Point Park offers hiking trails with stunning views of the Hudson River, perfect for an adventurous day out. For those seeking thrills, the nearby Hudson River kayak rentals provide an exhilarating way to explore the water while enjoying the area's natural beauty.

Nightlife

Explore the vibrant nightlife at the Ossining Tap Room, known for its artisanal beers and welcoming atmosphere. For a lively evening, visit the Hudson Valley Brewery, where you can enjoy craft brews and local music, all while soaking up the charming ambiance of the area.

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

Booking tips and Expedia advantages for Ossining

  • 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: The cheapest time to book a hotel in Ossining is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • 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: Utilise Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Ossining with your flights and activities through an Expedia package.

Find the best attractions in and around Ossining

Ossining offers a delightful blend of outdoor, family, and city-themed activities for travellers. Key attractions include nature reserves, urban parks, and arts centres, catering to those seeking cultural and family experiences. While exploring the area, consider looking for nearby hotels to enhance your stay. Whether you're drawn to the natural beauty or the vibrant arts scene, Ossining promises a memorable getaway.

  • Sing Sing Prison Museum: Explore the intriguing history of one of America’s most notorious prisons. The museum offers a unique glimpse into the lives of inmates and the prison's impact on society, all set within the historic walls of Sing Sing itself.
  • Lyndhurst Mansion: Discover this stunning Gothic Revival mansion, surrounded by beautiful gardens and scenic views of the Hudson River. Its rich history and exquisite architecture make it a captivating destination for lovers of culture and heritage.
  • Croton Point Park: Enjoy a delightful day outdoors at this expansive urban park. With picnic areas, walking trails, and stunning views of the river, it's perfect for families seeking relaxation and recreational activities just a short distance from Ossining.

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 MonthTemperaturePrecipitationCloudinessOccupancyPricing
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

Ossining, New York, is conveniently accessible via several major airports. John F. Kennedy International Airport (JFK) is situated 57.9km away, with nearby luxury hotels like Arlo Williamsburg, The William Vale, and The Boro Hotel, all approximately 17.7km from the airport. Newark Liberty International Airport (EWR) lies 59.5km from Ossining, featuring upscale options such as The Dominick, Four Seasons Hotel New York Downtown, and Conrad New York Downtown, all around 14.5km away. LaGuardia Airport (LGA) is the closest at 43.5km, offering top-tier hotels including The Plaza - A Fairmont Managed Hotel and The Pierre, A Taj Hotel, both within 8.0km.

Frequently Asked Questions

What is the best area to stay in Ossining?

The best areas to stay in Ossining are the downtown waterfront district and the quieter residential areas further up the hill.

The downtown waterfront area offers direct access to the Hudson River and its scenic views. This area is home to the Ossining train station, making it incredibly convenient for those travelling into New York City. You'll find a growing number of local eateries and shops along Main Street and near the waterfront, along with parks like Louis Engel Waterfront Park. This area is well-suited for visitors who want to be close to transportation and enjoy river activities.

Couples often appreciate the downtown area for its easy access to waterfront dining options and the convenience of the train for day trips. The ability to stroll along the riverfront at sunset or enjoy a meal with a view provides a relaxed and enjoyable experience.

For those seeking a more tranquil setting, the residential areas further up the hill from the waterfront offer a peaceful escape. These neighbourhoods are characterised by tree-lined streets and larger properties, providing a quiet and pleasant environment. While still within easy reach of downtown by car or a short walk, they offer a sense of calm away from the busier areas.

Families might find these quieter residential parts of Ossining appealing. The wider streets and less crowded feel can be more comfortable, and many properties in these areas offer more space.

What are the best family hotels in Ossining?

For family-friendly accommodation in Ossining, the Windrose On Hudson is a highly-rated option.

This 3-star hotel, with an 8.0 rating, offers several convenient amenities for families, including complimentary cribs and free self-parking. Guests will also appreciate the free WiFi and accessible fitness facilities. The Windrose On Hudson is well-located for exploring local attractions such as Van Cortlandt Manor, just 1.2 km away, and Crawbuckie Park, which is 2.2 km from the hotel.

What are the best budget hotels in Ossining?

For an excellent budget hotel in Ossining, the Windrose On Hudson is a fantastic option.

This 3-star hotel, with an 8.0 rating, offers complimentary self-parking and free WiFi, which are always appreciated by travellers. Guests can also make use of the fitness facilities, which are accessible. Its convenient location places it near several local attractions, including Van Cortlandt Manor, just 1.2 km away, and Ossining Dog Park, a mere 0.8 km distance.

What are the best hotels in Ossining near Croton Point Park?

For a hotel in Ossining near Croton Point Park, consider the Windrose On Hudson.

The 3-star Windrose On Hudson, with an 8.0 rating, is conveniently located just 2.7 kilometres from Croton Point Park. This hotel offers free self-parking and free WiFi, making it easy for families travelling by car. Guests can also benefit from accessible fitness facilities and free cribs, suiting those with young children.

When is the best time to go to Ossining?

The best time to go to Ossining is during the late spring (May to early June) or early autumn (September to October) when the weather is most pleasant for outdoor activities and exploring the area.

During late spring, the temperatures are mild, and the local flora is in full bloom, making it ideal for enjoying the numerous parks and waterfront areas along the Hudson River. You'll find comfortable conditions for walks, picnics, and boat trips without the peak summer crowds or heat.

Early autumn brings cooler, crisp air and the spectacular colours of the changing leaves, especially along the Hudson Valley. This period is superb for scenic drives, hiking, and visiting local farms and markets.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Ossining.

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 £64 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.

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