A wooden boardwalk winding through a forest with autumn foliage.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Ossining apartments

A covered area with exercise equipment, chairs, and a view through large windows.

1. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is €257
includes taxes & fees
8 Nov - 9 Nov
1BR Queen near NYC | Trails, Biking & Sauna Bliss
A covered area with exercise equipment, chairs, and a view through large windows.

2. Polished 1BR w/ Accessible Room Features + Sauna

Polished 1BR w/ Accessible Room Features + Sauna
Ossining
6.0 out of 10, (1 review)
"We could not find location in dark and rain. Only given GPS info and no name of hotel or property. Once we arrived guard at guardhouse could not assist as we could not affirm name. When finally able to track down contact info for the vacation property company that listed the rental they had to share hotel front desk info and that’s when we learned name was Windrose On Hudson. Very stressful situation- enjoyed historical location. Great facility, not so great TV/streaming set-up… cable. "
United States
Nada S.
The price is €257
includes taxes & fees
8 Nov - 9 Nov
Polished 1BR w/ Accessible Room Features + Sauna
A neatly made bed with a black and white duvet, a wooden headboard, and a bedside table with a lamp. There are three framed artworks on the wall above the bed.

3. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (3 reviews)
"Great stay!"
United States
Ann S.
The price is €279
includes taxes & fees
1 Nov - 2 Nov
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

4. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
The price is €325
includes taxes & fees
3 Nov - 4 Nov
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

5. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (9 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is €378
includes taxes & fees
26 Oct - 27 Oct
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A motel with a blue awning and a '6 Now Open' sign.

6. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (3 reviews)
"Short trip so just needed something quick, location near Westchester Airport suited us well."
United States
Anonymous traveller
The price is €134
includes taxes & fees
11 Oct - 12 Oct
1 Queen Bed | Non-Smoking
A garden with a stone wall, a wooden fence, and a gravel path.

7. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (23 reviews)
"Great place to stay! "
United States
Megan D.
The price is €192
includes taxes & fees
2 Nov - 3 Nov
Piermont Oasis
A modern hotel lobby with a stone wall, a coffee machine, a refrigerator, and a sign advertising a motel.

8. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (2 reviews)
"Our rooms felt cozy enough for two people with decent privacy due to separate bathrooms nearby too.The location suited our plan moving between airport runs & visits close by malls perfectly."
United States
Anonymous traveller
The price is €137
includes taxes & fees
12 Oct - 13 Oct
1 King Bed | Non-Smoking
A hotel room with a bed, a desk, a chair, a TV, and a window with a curtain.

9. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Elmsford
10.0 out of 10, Exceptional, (1 review)
"Beds were adequate, nothing special but perfectly fine for a short overnight stay."
United States
Anonymous traveller
The price is €134
includes taxes & fees
11 Oct - 12 Oct
1 Queen Bed | Smoking
A kitchenette with a water dispenser, microwave, coffee machine, and a snack vending machine.

10. 2 Full Beds | Non-Smoking

2 Full Beds | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (1 review)
"The staff were attentive without being pushy, and the bed provided good comfort."
United States
Anonymous traveller
The price is €140
includes taxes & fees
11 Oct - 12 Oct
2 Full Beds | Non-Smoking
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

11. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
The price is €316
includes taxes & fees
22 Oct - 23 Oct
Elegant Hideaway with Free Parking
A stone staircase leading up to a house, surrounded by greenery and a blue tarp.

12. Garden Loft with Patios & Green Space · Westchester Retreat

Garden Loft with Patios & Green Space · Westchester Retreat
Scarsdale
9.0 out of 10, Wonderful, (6 reviews)
"It was excellent!! "
United States
Henry C.
Garden Loft with Patios & Green Space · Westchester Retreat
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

13. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is €288
includes taxes & fees
2 Nov - 3 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Living area

14. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
8.4 out of 10, Very good, (5 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is €213
includes taxes & fees
9 Nov - 10 Nov
Cozy 1-bedroom retreat minutes from West Point!
A wooden staircase leading to a gazebo in a forested area with a metal railing.

15. Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich
8.4 out of 10, Very good, (6 reviews)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is €275
includes taxes & fees
11 Oct - 12 Oct
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
A modern kitchen with stainless steel appliances, a central island with chairs, and a window with a view.

16. Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC

Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
White Plains
The price is €749
includes taxes & fees
22 Oct - 23 Oct
Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

17. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (20 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is €398
includes taxes & fees
2 Nov - 3 Nov
Local Artist Inspired | Walk to WestPoint + King Bed
A hallway with a wooden door, a black table with a sign, and large green plants.

18. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay at Joseph’s home. The property was very clean, spacious, and well prepared for guests. My work team and I felt comfortable right away, and the house had everything we needed for both a productive and relaxing stay.Joseph was always kind, professional, and quick to respond, which made a big difference. I would recommend this property without hesitation."
United States
ROHID S.
The price is €388
includes taxes & fees
3 Nov - 4 Nov
3BR Near West Point | Coffee Bar | Sleeps 6
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

19. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is €324
includes taxes & fees
9 Nov - 10 Nov
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A modern living room with a sofa, a coffee table, and a bar stool.

20. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
The price is €288
includes taxes & fees
18 Oct - 19 Oct
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
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.
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Top Ossining Hotel Reviews

Hyatt Regency Greenwich

Hyatt Regency Greenwich

8/10 Good
"This hotel wasn’t bad by any means, comfortable and clean, but shouldn’t be designed as a luxury stay. No amenities like in room snacks/mini bar, slippers, etc - not even toilet paper stocked at the front desk if you need extra, and there just wasn’t anything stand out."
Natalie 5-night trip
Posted less than an hour ago
Hyatt Regency Greenwich

Find out more about Ossining

Ossining Apartments information

Number of reviews
210
Accommodation
377 Apartments
Lowest Price
€134
Highest Price
€749

Frequently asked questions

What's it like to stay at an apartment in Ossining?
You'll find plenty of places to stay in Ossining with 35 hotels and other accommodation options. Though there aren't many apartments, we can help you find similar accommodation. When you search for a place to stay on Expedia, you can filter by amenities such as a kitchen— just one of the conveniences you might find in an apartment. You can even filter by similar properties such as holiday homes, condos or cabins. While in the region, visit top sights such as Woodbury Common Premium Outlets.
Why would you choose an apartment versus a traditional hotel?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay in a quieter area.
What's the best apartment I should consider for a stay in Ossining?
Below are some of the more popular apartments in the area to choose from: Global Luxury Suites White Plains: Located in White Plains , 10.3 mi/16.6 km from the heart of Ossining. Includes a washer/dryer and free WiFi . Valet parking and a fitness centre are on site . Uscale 2BR Escape in the Heart of NYC: Located 15 mi/24.1 km away in Yonkers . Amenities include free WiFi . Access to free parking is available on site . Luxury 3BR Family Home Game Room Parking: Located in Yonkers , 14.5 mi/23.3 km away. Includes free WiFi . Access to free parking is available on site . Spacious 3BR Luxe Escape near NYC: 17.2 mi/27.6 km away in Yonkers . Amenities include free WiFi . Charming 1-bedroom apt walk to Train and DownTown area with WiFi, AC: It's situated in Mamaroneck , 15.4 mi/24.8 km from Ossining.
What will the weather be like in Ossining?
Although weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay 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.
What should I see in Ossining?
Cultural attractions include Sing Sing Prison Museum and Ossining Historical Society, whereas Louis Engel Waterfront Park and Teatown Lake Reservation are a couple of picturesque spots to enjoy the outdoors. While here, Hudson Hills Golf Course and Thomas J. Watson Research Center are other places worth a visit.
What's the best way to get to and around Ossining?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into White Plains, NY (HPN-Westchester County), which is located 10.5 mi (16.8 km) from the heart of the city. Otherwise, look for flights into Teterboro, NJ (TEB), which is 23.9 mi (38.5 km) away. To see more of the larger area, take a train from Ossining Station.