Ossining hotels

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Booking Insights
Recommended by KAYAK

Best Ossining hotels

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Windrose on Hudson - Ossining - Restaurant
Windrose on Hudson
Ossining, NY
7.5Good(30)
Parking
Free Wi-Fi
$225+
Check availability
Hyatt Regency Greenwich - Greenwich - Bar
Hyatt Regency Greenwich
Old Greenwich
8.2Very good(1650)
Free Wi-Fi
Pool
Pet friendly
Spa
$263+
Check availability
Sonesta White Plains Downtown - White Plains - Bar
Sonesta White Plains Downtown
White Plains, NY
8.2Very good(937)
Airport shuttle
Pool
Pet friendly
$226+
Check availability
Westchester Marriott - Tarrytown - Restaurant
Westchester Marriott
Tarrytown, NY
8.3Very good(513)
Parking
Spa
$231+
Check availability
Hyatt House White Plains - White Plains - Patio
Hyatt House White Plains
White Plains, NY
8.1Very good(1197)
Free Wi-Fi
Pool
Pet friendly
$222+
Check availability
Tarrytown House Estate - Tarrytown - Building
Tarrytown House Estate
Tarrytown, NY
7.6Good(1705)
Parking
Free Wi-Fi
Pool
Pet friendly
$163+
Check availability
Sleepy Hollow Hotel - Tarrytown - Bedroom
Sleepy Hollow Hotel
Tarrytown, NY
6.4Okay(886)
Parking
Free Wi-Fi
Pool
$133+
Check availability
SpringHill Suites by Marriott Tarrytown Westchester County - Tarrytown - Bar
SpringHill Suites by Marriott Tarrytown Westchester County
Tarrytown, NY
8.2Very good(1047)
Parking
Free Wi-Fi
Pool
$191+
Check availability
The Opus Westchester, Autograph Collection - White Plains - Lounge
The Opus Westchester, Autograph Collection
Downtown
8.1Very good(106)
Free Wi-Fi
Pool
Pet friendly
Spa
$486+
Check availability
Courtyard by Marriott Tarrytown Westchester County - Tarrytown - Patio
Courtyard by Marriott Tarrytown Westchester County
Tarrytown, NY
8.5Very good(429)
Parking
Free Wi-Fi
$202+
Check availability
Sheraton Tarrytown Hotel - Tarrytown - Living room
Sheraton Tarrytown Hotel
Tarrytown, NY
7.8Good(734)
Parking
Free Wi-Fi
Pool
Pet friendly
$206+
Check availability
Residence Inn by Marriott White Plains Westchester County - White Plains - Lobby
Residence Inn by Marriott White Plains Westchester County
Downtown
8.3Very good(274)
Free Wi-Fi
Pet friendly
$235+
Check availability
Cambria Hotel White Plains - Downtown - White Plains - Lounge
Cambria Hotel White Plains - Downtown
Downtown
9.0Wonderful(452)
Free Wi-Fi
Pool
$256+
Check availability
Holiday Inn Express & Suites Hawthorne - Elmsford North By IHG - Hawthorne - Building
Holiday Inn Express & Suites Hawthorne - Elmsford North By IHG
Hawthorne, NY
8.4Very good(491)
Free Wi-Fi
Pool
$184+
Check availability
Hotel Nyack, a JdV by Hyatt Hotel - Nyack - Bedroom
Hotel Nyack, a JdV by Hyatt Hotel
Nyack, NY
7.8Good(1503)
Parking
Free Wi-Fi
Pool
Pet friendly
$165+
Check availability
Delamar Greenwich Harbor - Greenwich - Restaurant
Delamar Greenwich Harbor
Greenwich, CT
8.9Very good(292)
Parking
Free Wi-Fi
Pet friendly
Spa
$468+
Check availability

Popular filters in Ossining hotels

Hotels with parking
Windrose on Hudson, Westchester Marriott and others
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Hotels with free cancellation
Explore hotel deals with free cancellation in the area
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Hotels with a pool
Hyatt Regency Greenwich, Sonesta White Plains Downtown and 10 more
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Booking Insights

KAYAK’s insights for hotels in Ossining

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Ossining with confidence.

Which month has the cheapest hotel rates in Ossining?

Hotels are cheapest in Ossining in March, with average rates of $63/night. In comparison, April is the most expensive month, with prices at $366/night.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

December
October
$201
$330
Cheapest month to stay with an average 31% drop in price.
Most expensive month to stay with an average 50% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Ossining hotel deals

  • If you’re looking for a cheap hotel in New York, you should consider visiting during the low season. You'll find cheaper hotels in New York in December and June.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in New York if you stay on a Thursday. The opposite is true for, Saturday, which is usually the most expensive day.
  • How long should you stay? KAYAK users usually book their hotel in New York for 2 days.

FAQs when booking a hotel in Ossining

  • Which freebies do KAYAK users look for when booking a hotel in Ossining?

    KAYAK users look for a hotel in Ossining with free breakfast or free parking. Hotels with free parking in Ossining include Windrose on Hudson.

  • How do I find a hotel in central Ossining?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Ossining districts. You can also do a search using the city map to choose a specific location, like Ossining city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Ossining hotels with free parking?

    There are many hotels in Ossining that offer both parking and free parking. Popular choices among KAYAK users include Windrose on Hudson, Westchester Marriott and Tarrytown House Estate.

Where to stay in Ossining?

Our map will help you find the perfect place to stay in Ossining by showing you the exact location of each hotel.

Everything you need to know for your stay in Ossining