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Find a Bed and Breakfast in Ossining from CA $299

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Ossining B&B

Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (68)
"Very gracious innkeepers; great breakfast in a beautiful setting."
The price is CA $299
CA $354 total
includes taxes & fees
Aug 24 - Aug 25
Cromwell Manor Inn
Stanton House Inn
Reception

Stanton House Inn

3.5 star property
9.6 out of 10, Exceptional, (150)
"Excellent staff and the pool is awesome. "
Stanton House Inn
West Lane Inn
Terrace/patio

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 $514
CA $591 total
includes taxes & fees
Aug 13 - Aug 14
West Lane Inn
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Interior

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

10.0 out of 10, Exceptional, (6)
"Great location - quiet and private. Long bike rides each day and was able to come back to a great shower, and comfortable, relaxed exterior and interior environment. Slept very well."
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Honey Maple Grove BnB
42-inch TV with digital channels, heated floors

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
Free daily continental breakfast

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
Exterior

Cozy Homeva Battle Hill WP

3.0 star property
Cozy Homeva Battle Hill WP
Cozy Homeva Kensico WP
Front of property

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
Porch

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

Sleepy Hollow Hotel

Sleepy Hollow Hotel

10/10 Excellent
" Clean new room"
Gianfranco 1-night trip
Posted 1 day ago
Sleepy Hollow Hotel