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Our top choices for Ossining apartments

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

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is AED 930
AED 1,084 total
includes taxes & fees
15 Nov - 16 Nov
1BR Queen near NYC | Trails, Biking & Sauna Bliss

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 AED 930
AED 1,084 total
includes taxes & fees
15 Nov - 16 Nov
Polished 1BR w/ Accessible Room Features + Sauna

3. 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, (95 reviews)
"The host, Maria, was excellent in staying in touch and personally met me upon check-in and checkout. The location is very convenient for walking around downtown or easily drive to nearby outings."
United States
Margaret S.
The price is AED 728
AED 1,299 total
includes taxes & fees
18 Nov - 19 Nov
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

4. '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 AED 917
AED 1,603 total
includes taxes & fees
19 Nov - 20 Nov
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

5. 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 traveler
The price is AED 406
AED 465 total
includes taxes & fees
11 Nov - 12 Nov
1 Queen Bed | Smoking

6. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (24 reviews)
"Great place to stay! "
United States
Megan D.
The price is AED 441
AED 736 total
includes taxes & fees
17 Nov - 18 Nov
Piermont Oasis

7. 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 traveler
The price is AED 417
AED 477 total
includes taxes & fees
11 Nov - 12 Nov
1 King Bed | Non-Smoking

8. 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 traveler
The price is AED 428
AED 489 total
includes taxes & fees
11 Nov - 12 Nov
2 Full Beds | Non-Smoking

9. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Elmsford
8.0 out of 10, Very good, (6 reviews)
The price is AED 406
AED 465 total
includes taxes & fees
11 Nov - 12 Nov
1 Queen Bed | Non-Smoking

10. 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 AED 500
AED 1,150 total
includes taxes & fees
11 Nov - 12 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

11. 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 AED 378
AED 708 total
includes taxes & fees
11 Nov - 12 Nov
Cozy 1-bedroom retreat minutes from West Point!

12. 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 AED 535
AED 947 total
includes taxes & fees
12 Nov - 13 Nov
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

13. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
9.6 out of 10, Exceptional, (4 reviews)
"Clean and convenient near West Point golf course"
United States
mario b.
The price is AED 430
AED 1,475 total
includes taxes & fees
12 Nov - 13 Nov
3BR Near West Point | Coffee Bar | Sleeps 6

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

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.6 out of 10, Exceptional, (21 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is AED 450
AED 1,500 total
includes taxes & fees
11 Nov - 12 Nov
Local Artist Inspired | Walk to WestPoint + King Bed

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
8.6 out of 10, Excellent, (7 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 AED 826
AED 1,055 total
includes taxes & fees
11 Nov - 12 Nov
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

16. Mountain-View 2BR Steps from Thayer Gate

Mountain-View 2BR Steps from Thayer Gate
Highland Falls
The price is AED 470
AED 906 total
includes taxes & fees
12 Nov - 13 Nov
Mountain-View 2BR Steps from Thayer Gate

17. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean, modern, functional, comfortable. Great stay"
United States
Jerell T.
The price is AED 566
AED 987 total
includes taxes & fees
11 Nov - 12 Nov
Walk to WP Gate + Free Parking!

18. 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 AED 529
AED 1,100 total
includes taxes & fees
20 Nov - 21 Nov
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

19. "Apt C " - Next to Hiking Trail - Second Floor

"Apt C " - Next to Hiking Trail - Second Floor
Northwest Yonkers
10.0 out of 10, Exceptional, (3 reviews)
"Place was very cozy and had everything we needed.Would definitely recommend!"
United States
Sandra A.
The price is AED 777
AED 984 total
includes taxes & fees
11 Nov - 12 Nov
"Apt C " - Next to Hiking Trail - Second Floor
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.

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 reviews in Ossining

Frequently Asked Questions

What's it like to stay at an apartment in Ossining?

There are plenty of places to stay in Ossining with 35 hotels and other lodging accommodations. Though there aren't many apartments, we can help you find accommodations that are similar. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can even filter by similar properties such as condos, vacation homes, or cottages. Make time to visit the region's favorite sights like Woodbury Common Premium Outlets.

Why would you choose an apartment versus a traditional hotel?

Often more spacious 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, and also for solo travelers who want to stay in a quieter area.

What's the top apartment for a stay in Ossining?

Listed below are some of the top 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 laundry facilities and free WiFi. Valet parking and a fitness center 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 when I travel to Ossining?

Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Ossining. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Ossining is 51 inches.

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 you save you a headache when you get to your destination. Fly into Westchester County Airport (HPN), which is located 10.5 mi (16.8 km) away from the heart of the city. Otherwise, look for flights into Teterboro, NJ (TEB), which is 23.9 mi (38.5 km) away. To venture out into the surrounding area, hop on a train at Ossining Station.

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