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Our top choices for Ossining hotels

A hotel room with a large bed, two bedside lamps, a nightstand, a blue chair, and a view of greenery through the window.
A conference room with a large screen displaying a building image, a whiteboard, and a table with laptops, papers, and coffee cups.

1. Windrose On Hudson

Windrose On Hudson
Ossining
United States
Tyler
CA $236
CA $263 total
includes taxes & fees
Aug 30 - Aug 31
Windrose On Hudson
A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.
A swimming pool with lounge chairs and a wooden deck, surrounded by trees and a building with a sloped roof.
A modern living room with a sectional sofa, a coffee table, and large windows offering a view of trees.
A traditional Tudor-style house with a spacious front yard, a stone wall, and a well-maintained garden.

2. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
Ossining
CA $897
CA $1,655 total
includes taxes & fees
Sep 1 - Sep 2
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.
An indoor swimming pool with a tiled floor, a ceiling with a grid pattern, and a view of greenery outside.
A hotel room with two beds, a blue sofa, a wooden coffee table, and a painting on the wall.
A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and American flags.

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

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Hawthorne
United States
Wanda
CA $161
CA $184 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.
A modern lounge with leather sofas, a patterned rug, and red pendant lights.
A modern dining area with a wooden table, cushioned seating, pendant lighting, and a large window offering a view of the outdoors.

4. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
Nyack
United States
Ruby
CA $176
CA $239 total
includes taxes & fees
Sep 20 - Sep 21
Hotel Nyack, a JdV by Hyatt Hotel
A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.
A hotel corridor with a patterned carpet, a railing, and a reception desk with a glass partition.
A hotel room with a large bed, a desk, and a chair. There is a window with curtains and a wall with a geometric patterned design.
An indoor swimming pool with a glass ceiling, clear signage indicating depth, and lounge chairs along the sides.

5. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
Elmsford
United States
Charles
CA $181
CA $207 total
includes taxes & fees
Aug 30 - Aug 31
Baymont by Wyndham White Plains - Elmsford
A hotel with a modern facade, a prominent signage for SpringHill Suites Marriott, and a covered entrance area with seating.
A modern living room with two orange patterned armchairs, a glass coffee table, a flat-screen TV mounted above a fireplace, and a magazine on the table.
A bar area with a long counter, multiple chairs, and a television mounted on the wall.
A hotel room with a bed, a desk with a chair, a TV, and artwork on the walls.

6. SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
Tarrytown
United States
Justin
CA $192
CA $219 total
includes taxes & fees
Sep 21 - Sep 22
SpringHill Suites by Marriott Tarrytown Westchester County
An indoor swimming pool with clear glass ceilings, stone walls, and multiple lounge chairs around the pool area.
A hotel room with a large bed, a bedside table with a lamp, a TV, and a bathroom with a mirror and sink.
A modern building with large glass windows, a brick facade, and a curved section.
A spacious lobby with a central seating area, a decorative wall, and a reception desk in the background.

7. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
Nanuet
United States
Rivka
CA $169
CA $197 total
includes taxes & fees
Sep 7 - Sep 8
DoubleTree by Hilton Hotel Nanuet
A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.
A gym with treadmills, elliptical machines, and weightlifting equipment.
A lobby with teal patterned chairs, a fireplace, and a flat-screen TV mounted above it.
A hotel room with a bed, a sofa, a nightstand, a lamp, and a framed picture on the wall.

8. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
Elmsford
United States
Krystal
CA $157
CA $179 total
includes taxes & fees
Sep 6 - Sep 7
Hampton Inn White Plains/Tarrytown
A historic stone building with a turret, arched entrance, and a covered patio area.
A large, historic building with a red roof, surrounded by a well-maintained garden with statues and flower beds.
A spacious lobby with a high ceiling, patterned walls, and a central seating area with ottomans and a coffee table.
A large building with a white facade and columns, surrounded by a lawn with outdoor seating and string lights.

9. Tarrytown House Estate

Tarrytown House Estate
Tarrytown
United States
Kristin
CA $220
CA $287 total
includes taxes & fees
Aug 30 - Aug 31
Tarrytown House Estate
A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.
A modern cafe with multiple seating options including tables, chairs, and sofas.
A modern hotel lobby with a large digital display on the wall, a reception desk, a comfortable seating area with a sofa and cushions, and a clean, tiled floor.
A modern interior with a dark wall, a wooden reception desk, a refrigerator stocked with beverages, shelves with snacks, and a large vase with orange flowers.

10. Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
Tarrytown
United States
Clara
CA $223
CA $255 total
includes taxes & fees
Sep 20 - Sep 21
Courtyard by Marriott Tarrytown Westchester County
An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.
A modern lobby with a reception desk, seating area, and a kitchen in the background.
A bar area with a long counter, multiple shelves with bottles, and several bar stools.

11. Westchester Marriott

Westchester Marriott
Tarrytown
United States
Brygida
CA $246
CA $281 total
includes taxes & fees
Aug 30 - Aug 31
Westchester Marriott
A checkered floor, a potted plant, and two metal ladders in a room with large windows.
A modern office space with a large desk, multiple printers, and comfortable seating.
A hotel lobby with a sofa, armchairs, a glass table, and lamps.
A restaurant with a counter, stools, and a menu board.

12. West Gate Inn Nyack

West Gate Inn Nyack
Nyack
United States
James
CA $121
CA $138 total
includes taxes & fees
Aug 30 - Aug 31
West Gate Inn Nyack
A hotel room with a sofa, a coffee table, a TV, a desk, and a bed.
A Holiday Inn Express & Suites building with a covered entrance, multiple windows, and a landscaped area with plants and a fire hydrant.
An indoor swimming pool with clear depth markers, lounge chairs, and safety signs.

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

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Peekskill
United States
David
CA $206
CA $236 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.
A gym with exercise equipment, large windows, and a wooden reception desk.
An indoor swimming pool with a 3 feet 10 inches deep sign, surrounded by a white tiled area, benches, and a glass door leading to another room.
A Sheraton hotel with a modern facade, multiple floors, and a prominent entrance.

14. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
Tarrytown
United States
SANDRA
CA $232
CA $265 total
includes taxes & fees
Sep 6 - Sep 7
Sheraton Tarrytown Hotel
A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.
A hotel entrance with a covered walkway, stone pillars, and potted plants.
A spacious restaurant with high tables and stools, a bar area, and a television screen displaying a sports game.
A spacious lobby with a red sofa set, a fireplace, and a staircase leading to an upper level.

15. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
Mount Kisco
United States
Victoria
CA $226
CA $259 total
includes taxes & fees
Sep 6 - Sep 7
Hotel MTK Mount Kisco
A modern kitchen with dark cabinets, a countertop with a coffee machine, and a dining area with a table and chairs.
A reception area with a wooden desk, two green armchairs, and a small table with a decorative item.
A hotel room with two beds, a desk, a chair, and a large window with curtains.
A hotel lobby with yellow armchairs, a reception desk, a framed welcome sign, and a visible restaurant area.

16. FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
Nyack
United States
Reign
CA $129
CA $154 total
includes taxes & fees
Aug 30 - Aug 31
FairBridge Inn Express Nyack
A spacious interior with a high ceiling, stone walls, and modern furniture.
A modern building with a stone facade and wooden beams, surrounded by a well-maintained lawn and trees.
A spacious corridor with stone walls, large windows, and a central chandelier.
An indoor swimming pool with a wooden ceiling and brick walls.

17. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
Tarrytown
United States
Johnny
CA $201
CA $230 total
includes taxes & fees
Sep 20 - Sep 21
Sleepy Hollow Hotel, a Dolce by Wyndham
A spacious hotel lobby with a modern design, featuring a large seating area, a dining table, and large windows providing views of the outdoors.
A multi-story hotel with a modern design, featuring a prominent logo on the facade.
An outdoor patio with stone walls, a fire pit, and seating.
A large indoor swimming pool with clear glass walls, multiple lounge chairs, and ceiling lights.

18. Element by Marriott Spring Valley

Element by Marriott Spring Valley
Spring Valley
United States
Yocheved
CA $181
CA $211 total
includes taxes & fees
Sep 20 - Sep 21
Element by Marriott Spring Valley
A spacious lobby with a high ceiling, wooden beams, a central green wall with plants, seating areas, and a bar.
A spacious indoor area with multiple seating arrangements, including sofas and round tables, and a central decorative table with flowers.
A modern lobby with a fireplace, four armchairs, a coffee table, and a desk with a computer.

19. Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
Suffern
United States
Michel
CA $176
CA $205 total
includes taxes & fees
Sep 7 - Sep 8
Crowne Plaza Suffern - Mahwah by IHG
A modern hotel lobby with a dining area, seating, and a large window offering a view of greenery.
A balcony with wicker furniture and a white perforated table, overlooking a modern building and a clear sky.
A modern hotel reception area with a wooden reception desk, a sign reading "Hilton Honors," and a seating area with a patterned floor.
A bar area with teal chairs, a large TV screen, and shelves with bottles and glasses.

20. Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY
Dobbs Ferry
United States
Vanessa
CA $181
CA $207 total
includes taxes & fees
Sep 6 - Sep 7
Hilton Garden Inn Westchester Dobbs Ferry, NY
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Stay near popular Ossining attractions

A misty lake surrounded by trees with sunlight filtering through the leaves.
Photo by louann ohora

Teatown Lake Reservation

Explore the great outdoors at Teatown Lake Reservation, a lovely green space in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.
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A dam with a reservoir, surrounded by autumn foliage and hills.

Travelers Rest

After visiting Travelers Rest, make a plan to see the other sights and activities in Ossining. Amble around the area's parks or visit its monuments.
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Sing Sing Correctional Facility

After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
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Hudson Hills Golf Course

Enjoy a round of golf in Ossining at Hudson Hills Golf Course. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
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Sing Sing Prison Museum

You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
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Ossining Public Library

Learn about the local history of Ossining when you spend time at Ossining Public Library. Amble around the area's parks or visit its monuments.
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Thomas J. Watson Research Center

Learn about the local history of Ossining with a stop at Thomas J. Watson Research Center. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
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Nelson Park

Nelson Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
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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.

See all hotels in Ossining
A historic stone building with a large circular window and a tower with a green roof.
Photo by louann ohora

Top Ossining Hotel Reviews

Ethan Allen Hotel

Ethan Allen Hotel

8/10 Good
"It's a nice old hotel that could use a major make over. The price was reasonable around $150.00 staff was great although the front desk didn't help us with our receipt for incidentals which was strange. The bar is nice and the breakfast buffet was good enough for $14.00 person. All and all I would book again."
Donna 1-night trip
Posted less than an hour ago
Ethan Allen Hotel
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent
"Very nice staff and decor is really cute. Great for a BFF trip :)"
Rebecca 2-night trip
Posted 3 hours ago
Hotel Nyack, a JdV by Hyatt Hotel
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good
"The front desk staff couldn't have been nicer upon check-in. The hotel lobby and grounds were beautiful, and the restaurant's outdoor patio was quite inviting. My only complaint was that the room doors banged so hard, the guests coming and going in the hallway were a bit disturbing."
Linda 1-night trip
Posted 3 hours ago
Sleepy Hollow Hotel, a Dolce by Wyndham
Sonesta White Plains Downtown

Sonesta White Plains Downtown

10/10 Excellent
"Amazing stay and great breakfast . The hotel was clean and had great amenities for the kids. Would definitely stay there again"
cara 2-night trip
Posted 4 hours ago
Sonesta White Plains Downtown
Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

10/10 Excellent
"Clean room, staff helped with hot tub operation, breakfast included, and there was onsite parking"
Lisa 1-night trip
Posted 4 hours ago
Ramada by Wyndham Bronx
Royal Hotel Bronx

Royal Hotel Bronx

10/10 Excellent
"I've been there several times to this hotel I've actually stood there more than 10 times and I will continue to always go back I don't care where I have to go and what I have to do in New York I will always stay at the Royal Hotel in the Bronx I don't care if it takes an hour which has all the time to get to where I have to I will stay at the Royal Hotel in the Bronx a treat you like family the place is always clean and they're always make sure they take care of you no matter what the problem and no matter what the time so I recommend anybody and everybody to go stay at the hotel Royal Bronx"
Tina 5-night trip
Posted 5 hours ago
Royal Hotel Bronx
Hilltop Inn & Suites

Hilltop Inn & Suites

8/10 Good
"Continental breakfast could be better..."
Edilberto 2-night trip
Posted 5 hours ago
Hilltop Inn & Suites
Amsterdam Hotel

Amsterdam Hotel

8/10 Good
"The hotel is a bit dated but it is a nice property for the price point. Staff was very nice and everything was clean, which is a win for me. It is close to downtown, so you can walk to everything. Also, free parking in Stamford is a win!"
Keith 2-night trip
Posted 5 hours ago
Amsterdam Hotel
Windrose On Hudson

Windrose On Hudson

10/10 Excellent
"Beautiful place to stay!"
Rachel 3-night trip
Posted 7 hours ago
Windrose On Hudson

More cheap stays in Ossining

Red Carpet Inn

Red Carpet Inn

1209 E Main St Stamford CT
CA $103
CA $118 total
Aug 31 - Sep 1
includes taxes & fees
Red Carpet Inn
Amsterdam Hotel

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT
CA $129
CA $150 total
Sep 21 - Sep 22
includes taxes & fees
8.4/10 Very good! (1,781 reviews)
Amsterdam Hotel
Hilltop Inn & Suites

Hilltop Inn & Suites

125 Tuckahoe Rd Yonkers NY
CA $130
CA $153 total
Sep 27 - Sep 28
includes taxes & fees
Hilltop Inn & Suites
Royal Hotel Bronx

Royal Hotel Bronx

3362 Boston Road Bronx NY
CA $136
CA $161 total
Aug 30 - Aug 31
includes taxes & fees
7/10 Good! (817 reviews)
Royal Hotel Bronx
Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

559 Tuckahoe Rd Yonkers NY
CA $169
CA $199 total
Sep 13 - Sep 14
includes taxes & fees
9/10 Wonderful! (1,154 reviews)
Hampton Inn & Suites Yonkers - Westchester
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY
CA $181
CA $207 total
Aug 30 - Aug 31
includes taxes & fees
Baymont by Wyndham White Plains - Elmsford

Hotels in Ossining with star rating

Find out more about Ossining

Top reasons to visit Ossining

  • Scenic Waterfront: Enjoy beautiful views and relaxing strolls along the picturesque Ossining waterfront.
  • Outdoor Adventures: Explore nature preserves and hiking trails that offer a range of outdoor activities for all ages.
  • Cultural Experiences: Attend local theatre performances and engage with the vibrant arts scene in the community.
  • Family-Friendly Activities: Discover parks and recreational areas perfect for family outings and fun.
  • Diverse Accommodations: Choose from a variety of welcoming hotels and charming bed and breakfasts to suit your needs.

Find great hotels near Ossining

Discover a variety of welcoming accommodations in Ossining, New York, perfect for every type of traveller. Whether you're seeking a pet-friendly hotel, a charming bed and breakfast, or a convenient spot for business travel, you'll find options that cater to your needs. Explore affordable hotels and LGBTQIA-friendly stays, ensuring a comfortable and enjoyable experience during your visit to this delightful town.

  • Ramada by Wyndham Rochelle Park Near Paramus: This budget-friendly hotel is perfect for travellers seeking value without compromising comfort. Located 33.8km from Ossining, the Ramada offers a variety of dining options, including a daily buffet breakfast and an onsite restaurant. For those who enjoy staying active, the hotel features fitness facilities. Guests can unwind with premium TV channels and cable television in their rooms. The hotel is conveniently situated near a shopping district and a metro station, making it easy to explore the local attractions.
  • Homewood Suites by Hilton Teaneck Glenpointe: A 3-star gem, this hotel boasts an impressive guest rating of 9.2 out of 10, making it a top choice for business and leisure travellers alike. Located 33.8km from Ossining, it features spacious, pet-friendly suites, ideal for families or those travelling with furry companions. The hotel provides essential amenities for business travel, as well as a warm, inviting atmosphere. Guests appreciate the flexibility of being able to bring their pets, with fees waived for service animals, ensuring an inclusive and comfortable stay.
  • Baymont by Wyndham White Plains - Elmsford: With a guest rating of 8.2 out of 10, this budget-friendly hotel is well-suited for families and business travellers. Located just 11.3km from Ossining, it offers a range of child-friendly amenities, including free cribs and a first aid kit for peace of mind. The welcoming environment and convenient location make it an excellent choice for those looking to explore the area while enjoying a comfortable stay.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor activities and family-friendly experiences. Nestled close to downtown and the eastern shore, this charming city invites you to explore its inviting atmosphere filled with friendly people. Nearby cities enhance your adventure with romantic settings and relaxing vibes, making it an ideal getaway for anyone seeking both excitement and tranquility. Your vacation in Ossining promises to create lasting memories for you and your loved ones.

  • Crotonville: Nestled in the heart of Ossining, Crotonville offers a delightful blend of outdoor adventure and scenic beauty. This charming village is perfect for those looking to explore nature reserves, mountains, and national parks nearby. With peak traveller arrivals in April to May and December, visitors can enjoy recreational areas and shopping centres year-round. The picturesque landscape provides an ideal backdrop for hiking and outdoor activities, making it a popular destination for adventure enthusiasts and nature lovers alike.
  • Maryknoll: Located a mere 3.2km from Ossining, Maryknoll is a vibrant city known for its family-friendly atmosphere and rich cultural experiences. With visitor numbers peaking in July to August and December, this city is home to significant architecture, historic buildings, and an art museum that showcases local talent. Sports enthusiasts can engage in baseball and soccer activities, making it a great spot for families looking to blend recreation with culture. Maryknoll's welcoming community and diverse offerings make it a must-visit destination.
  • Briarcliff Manor: Just 3.2km from Ossining, Briarcliff Manor is a picturesque city that offers a mix of family-oriented activities and urban charm. Visitors typically flock here in January and April to May, drawn by its shopping areas and modern squares. The city's vibrant atmosphere is ideal for those looking to experience a blend of city life and outdoor leisure. With various shopping centres and a welcoming community, Briarcliff Manor provides an enjoyable getaway that caters to families and city explorers alike.

Things to do near Ossining

Ossining offers a delightful mix of outdoor and urban activities perfect for families. Visitors can enjoy local theatre performances, explore shopping centres and various boutiques, and take advantage of recreational opportunities. For those seeking evening entertainment, the town also features night trips and campgrounds, making it an ideal destination for a memorable getaway.

Shopping

Ossining offers charming local shops for unique gifts and souvenirs. Visit the Ossining Farmers Market for local produce and crafts. If you're up for a drive, check out the nearby White Plains Galleria for a larger selection of stores and dining options.

Recreation

At The Golf Club at Mansion Ridge, indulge in a serene atmosphere with stunning golf courses and upscale dining. The Metropolitan Club and University Club, both exuding luxury, offer exclusive amenities and relaxation for members, making them perfect for unwinding after a day of exploration in Ossining.

Adventure

In Ossining, explore the scenic trails of the Old Croton Aqueduct State Historic Park, perfect for hiking or biking. Experience kayaking on the Hudson River for breathtaking views, or visit the nearby Croton Point Park for picnicking and nature walks amidst beautiful landscapes.

Nightlife

In Ossining, the lively atmosphere comes alive at venues like The Black Cow, known for its vibrant bar scene and live music. For a more relaxed evening, check out the local breweries offering craft beers and cozy vibes, perfect for unwinding after a day of exploring.

*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: Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred hotel type. To discover the best prices and deals, 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 Ossining

Ossining, New York, offers an excellent mix of outdoor and family-friendly activities, making it ideal for a city-themed vacation. Explore local highlights such as nature preserves, urban parks, and arts centres while enjoying the rich cultural experiences available. Nearby attractions, including the Hudson Hills and Westin hotels, enhance your stay, ensuring a memorable visit filled with adventure and relaxation.

  • Sing Sing Correctional Facility: This historic prison, located in Ossining, offers a unique glimpse into the American penal system. Its imposing structure and rich history provide an intriguing backdrop, showcasing the cultural significance of correctional facilities in society.
  • Sing Sing Prison Museum: Adjacent to the correctional facility, this museum delves into the history of Sing Sing, featuring exhibits that highlight the lives of inmates and the evolution of the justice system. The cultural vibes here make it a thought-provoking experience.
  • Nelson Park: A vibrant urban park perfect for families, Nelson Park features lush greenery, playgrounds, and scenic walking paths. It’s an ideal spot to relax, enjoy the outdoors, and immerse yourself in the local community atmosphere.

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

For your visit to Ossining, New York, you can choose from three major airports. John F. Kennedy International Airport (JFK) is 57.9km away, with nearby hotels like the 5-star Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty International Airport (EWR) is 59.5km away, featuring luxurious options such as The Dominick and Four Seasons Hotel New York Downtown, both 14.5km from EWR. Lastly, LaGuardia Airport (LGA) is 43.5km distant, with excellent accommodations like The Plaza and The Pierre, each 8.0km away. These hotels offer convenient transportation services to their respective airports for a hassle-free experience.

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. View all budget hotels in Ossining
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 CA $118 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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