A wooden boardwalk winding through a forest with autumn foliage.

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Check prices for these dates

Next weekend
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct
In one month
16 Oct - 18 Oct
In two months
13 Nov - 15 Nov

Our top choices for Ossining bed & breakfast

Terrace/patio

1. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (109 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
The price is €334
includes taxes & fees
21 Sept - 22 Sept
Cromwell Manor Inn
Exterior

2. West Lane Inn

West Lane Inn
3.5 star property
Ridgefield
9.8 out of 10, Exceptional, (56 reviews)
"Great place to stay!"
United States
Susan
The price is €372
includes taxes & fees
28 Sept - 29 Sept
West Lane Inn
Interior

3. Loft Suite with Private Bath at Storm King Lodge

Loft Suite with Private Bath at Storm King Lodge
New Windsor
The price is €381
includes taxes & fees
21 Sept - 22 Sept
Loft Suite with Private Bath at Storm King Lodge
Room

4. Loft Room with Private Bath at Storm King Lodge

Loft Room with Private Bath at Storm King Lodge
New Windsor
The price is €381
includes taxes & fees
21 Sept - 22 Sept
Loft Room with Private Bath at Storm King Lodge
Interior

5. Pine Suite with Private Bath at Storm King Lodge

Pine Suite with Private Bath at Storm King Lodge
New Windsor
The price is €354
includes taxes & fees
16 Sept - 17 Sept
Pine Suite with Private Bath at Storm King Lodge
Exterior

6. Twin Bedroom with Private Bath at Storm King Lodge

Twin Bedroom with Private Bath at Storm King Lodge
New Windsor
The price is €354
includes taxes & fees
16 Sept - 17 Sept
Twin Bedroom with Private Bath at Storm King Lodge
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

West Gate Inn Nyack

West Gate Inn Nyack

10/10 Excellent
"Service was great it’s just the dated rooms being questionable. Dirty walls and blood stains on bedding/walls then the carpet is like 40 years old caked in dirt😂"
Nolan 1-night trip
Posted 3 hours ago
West Gate Inn Nyack

Find out more about Ossining

Ossining B&B information

Number of reviews
109
Accommodation
8 B&B
Lowest Price
€334
Highest Price
€372

Frequently asked questions

Searching for B&Bs in Ossining?
If you're looking for something a little more offbeat than your standard hotel, a bed and breakfast might be the perfect option for your holiday. While you're here, you can get to know Ossining by exploring its natural beauty—consider stopping at Teatown Lake Reservation and Kitchawan Preserve.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to meet guests from other places and hearty breakfasts, B&Bs offer a unique setting.
What are the best B&Bs in Ossining?
Here are some B&Bs in the area: Adorable 2-bedroom bed & breakfast in fantastic Ossining location: 0.2 mi (0.3 km) from the heart of Ossining. Stanton House Inn: 20 rooms. 15.1 mi (24.3 km) from the city centre. Enjoy the snack bar/deli and outdoor pool. Honey Maple Grove BnB: 3 rooms. Located 13 mi (21 km) from the core of Ossining. Enjoy the free full breakfast and unique decor.
When should I book my B&B in Ossining?
When you're planning your escape to Ossining, year-round temperatures and rainfall may be important factors to consider. 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 is there to do in Ossining?
Spend some time exploring Teatown Lake Reservation and Kitchawan Preserve if you're hoping to see some of the area's natural features. You should put Sing Sing Prison Museum and Ossining Public Library on your list if you want to see more of the area.
How can I get to and around Ossining?
Mapping out your trip in and around Ossining is easy with these transportation options. Fly into White Plains, NY (HPN-Westchester County), which is located 10.5 mi (16.8 km) away from the city centre. You can also search for flights into Teterboro, NJ (TEB), which is 23.9 mi (38.5 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.