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Find Extended Stay Hotels in Ossining, NY

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Top Ossining Extended Stay Hotels | Reserve now, pay later

Foliage at Westchester Manor - Near Sleepy Hollow
2.0 star property
$934 nightly
The price is $1,051
Oct 16 - Oct 17
Total with taxes and fees
Foliage at Westchester Manor - Near Sleepy Hollow
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
8.8 out of 10, Excellent, (5)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
$1,320 nightly
The price is $1,360
Oct 16 - Oct 17
Total with taxes and fees
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Sonesta Simply Suites Nanuet
2.5 star property
8.4 out of 10, Very Good, (1022)
"Great place to stay!!"
$103 nightly
The price is $120
Oct 16 - Oct 17
Total with taxes and fees
Sonesta Simply Suites Nanuet
DoubleTree by Hilton Hotel Nanuet
4.0 star property
8.8 out of 10, Excellent, (1006)
"Staff was really friendly"
$114 nightly
The price is $133
Oct 26 - Oct 27
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet
Heidi's Inn
2.5 star property
8.8 out of 10, Excellent, (796)
"Very nice clean motel! "
$148 nightly
The price is $160
Oct 16 - Oct 17
Total with taxes and fees
Heidi's Inn
The Mansion Hotel-style
4.5 star property
$141 nightly
The price is $163
Oct 16 - Oct 17
Total with taxes and fees
The Mansion Hotel-style
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (17)
"Perfect place to rest. Excellent service! "
$165 nightly
The price is $187
Oct 17 - Oct 18
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Hampton Inn & Suites Yonkers - Westchester
2.5 star property
9.0 out of 10, Wonderful, (1015)
"Location is clean, staff is friendly. Will stay here again!"
$123 nightly
The price is $145
Nov 9 - Nov 10
Total with taxes and fees
Hampton Inn & Suites Yonkers - Westchester
Hotel Zero Degrees Danbury
4.0 star property
9.2 out of 10, Wonderful, (1006)
"Great stay great food"
$174 nightly
The price is $200
Nov 9 - Nov 10
Total with taxes and fees
Hotel Zero Degrees Danbury
Hampton Inn Nanuet
2.5 star property
7.8 out of 10, Good, (1023)
"Staff was friendly and rooms were clean"
$98 nightly
The price is $109
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn Nanuet
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.

Find out more about Ossining

Discover top Ossining attractions

Ossining, New York, offers a blend of historic charm and outdoor adventure that appeals to travelers. Start your exploration at the stunning Sing Sing Prison Museum, where you can delve into the intriguing history of this infamous correctional facility and its role in American history. For a taste of local culture, head to the Ossining Public Library, a beautifully restored building featuring art exhibitions and community events. Nature lovers will appreciate the scenic views at the Croton Point Park, perfect for picnicking, hiking, and birdwatching along the Hudson River. Don’t miss the chance to stroll through the charming streets of the Ossining village, where local shops and eateries showcase the town’s vibrant community spirit. For accommodation, the waterfront area is particularly appealing, offering hotels that provide luxurious amenities and stunning river views, ensuring a restful stay after a day of adventure. Here, you can enjoy the convenience of being close to both nature and local attractions, making it an ideal base for your Ossining experience.

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Most booked related extended stays in Ossining in 2025

Frequently asked questions

Why book an extended stay hotel in Ossining through Expedia?
From our competitive offers to our rewards and members programs, you're guaranteed to save when you lock in your extended stay in Ossining with Expedia. Click on your travel dates to browse our long-term rentals, then fine-tune the results using the filters to find your perfect accommodations. Our extended stay hotels in Ossining come packed with conveniences like kitchens, dining areas and recreational facilities to help make your long-term stay feel homey. Whether you're on the hunt for a room just for the night or a property with great weekly rates, Expedia can help you find a place that's right for you.
What can I expect from an extended stay hotel?
Book an extended stay hotel in Ossining and take as much time as you need exploring this cool destination. Along with being able to stay a couple of weeks or more, these types of properties have features designed to make your travel experience nice and easy. Recreational facilities, kitchens and laundry areas are just the start. To help you find the perfect extended stay hotel, use Expedia's handy filters to search for properties based on amenities, star rating and more. Often offering special weekly rates, extended stay hotels can be kinder to your budget compared to your standard hotel option.

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