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Find a Bed and Breakfast in Ossining from CA $287

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Ossining B&B

Stanton House Inn
Stunning hallway with a staircase, lamp, and vase of flowers.

Stanton House Inn

3.5 star property
9.6 out of 10, Exceptional, (148)
"Excellent staff and the pool is awesome. "
Stanton House Inn
Cromwell Manor Inn
Stately two-story house with a central entrance and columns, surrounded by a well-manicured lawn.

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (67)
"Very gracious innkeepers; great breakfast in a beautiful setting."
The price is CA $287
CA $340 total
includes taxes & fees
Aug 3 - Aug 4
Cromwell Manor Inn
West Lane Inn
Enjoy social gatherings in this inviting patio area with round tables and comfortable seating, surrounded by lush greenery and a classic aesthetic.

West Lane Inn

3.5 star property
9.8 out of 10, Exceptional, (52)
"Wonderful inn with great breakfast, very safe, wonderful new bathrooms, comfortable clean beds with excellebt dining options nearby."
The price is CA $515
CA $593 total
includes taxes & fees
Aug 3 - Aug 4
West Lane Inn
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Relax in this serene bedroom with a large bed and picturesque views of the lake and surrounding trees through French doors.

Charming Grand View/Lake Loft in Brewster with WiFi, AC

10.0 out of 10, Exceptional, (6)
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Honey Maple Grove BnB
Cozy living area with piano, fireplace, and comfortable seating options.

Honey Maple Grove BnB

4.0 star property
9.2 out of 10, Wonderful, (5)
"Charming and quiet…. perfect bed and breakfast!"
Honey Maple Grove BnB
The Kittle House Inn
Enjoy a cozy dining experience in this intimate space with pendant lights and comfortable seating.

The Kittle House Inn

3.5 star property
8.2 out of 10, Very good, (411)
"Beautiful place to stay with a great staff "
The Kittle House Inn
Cozy Homeva Battle Hill WP
Enjoy the city view from this balcony with a garden below and a chair to sit and take it in.

Cozy Homeva Battle Hill WP

3.0 star property
Cozy Homeva Battle Hill WP
Cozy Homeva Kensico WP
Stunning two-story home with a charming front porch and lush green surroundings.

Cozy Homeva Kensico WP

3.0 star property
10.0 out of 10, Exceptional, (1)
"Eva & her son Matthew were very friendly & accommodating."
Cozy Homeva Kensico WP
Cozy Homeva Chatterton WP
Cozy retreat with a brick fireplace, large windows, and a traditional architectural style.

Cozy Homeva Chatterton WP

3.0 star property
Cozy Homeva Chatterton WP
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

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"Clean."
KYUNG 1-night trip
Posted 14 hours ago
Royal Regency Hotel