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Ossining Castle Hotels
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Recommended hotels in Ossining
8.2 out of 10, Very Good, (106)
"Clean room, staff were very welcoming"
Semaj
$197 nightly
The price is $220
Jan 4 - Jan 5, 2026
Total with taxes and fees
Foliage at Westchester Manor - Near Sleepy Hollow
Foliage at Westchester Manor - Near Sleepy HollowOssining
$777 nightly
The price is $865
Jan 5 - Jan 6, 2026
Total with taxes and fees
Queen Room | Minutes to Warren Street Boutiques & Local Dining
Queen Room | Minutes to Warren Street Boutiques & Local DiningOssining
$233 nightly
The price is $260
Jan 4 - Jan 5, 2026
Total with taxes and fees
Serene Queen Guestroom Near Tivoli & Farm Markets
Serene Queen Guestroom Near Tivoli & Farm MarketsOssining
$239 nightly
The price is $266
Jan 4 - Jan 5, 2026
Total with taxes and fees
Minutes to Kayak Rentals, Trails & Picnic Spots | Double Guest room
Minutes to Kayak Rentals, Trails & Picnic Spots | Double Guest roomOssining
$262 nightly
The price is $292
Jan 4 - Jan 5, 2026
Total with taxes and fees
Double Guestroom Stay | Steps to Hudson Riverwalk, Dining & Scenic Trails
Double Guestroom Stay | Steps to Hudson Riverwalk, Dining & Scenic TrailsOssining
$256 nightly
The price is $285
Jan 4 - Jan 5, 2026
Total with taxes and fees
1BR Queen near NYC | Trails, Biking & Sauna Bliss
1BR Queen near NYC | Trails, Biking & Sauna BlissOssining
$256 nightly
The price is $292
Jan 4 - Jan 5, 2026
Total with taxes and fees
2 Comfortable Double Rooms | Near Historic Sites, Markets & Local Wineries
2 Comfortable Double Rooms | Near Historic Sites, Markets & Local WineriesOssining
$511 nightly
The price is $569
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
Top Ossining Hotel Reviews
Royal Regency Hotel
10/10 Excellent
Find out more about Ossining
Ossining Castles information
Number of reviews | 3,520 |
|---|---|
Accommodation | 2 Castles |
Lowest Price | $104 |
Highest Price | $865 |
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- Sing Sing Prison Museum
- Snowden Avenue Park
- Depot Square
- Sing Sing Correctional Facility
- Nelson Park
- Louis Engel Waterfront Park
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- Van Cortlandt Manor
- Corning Tower
- Hardscrabble Wilderness Area
- Rockland Lake State Park Championship Golf Course
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- Croton Landing Park
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