Close up picture of barber holding hair trimmers

Old School Charm

Welcome to Will’s Barber Spa: Ossining’s Finest Classic Barber Shop
Back in the day, our fathers and grandfathers took a break from their busy day by visiting their local barber shop. They knew that by the time they walked out the door they’d be caught up on what was happening in town, how the local sports teams were doing and look damn good as well.
From the moment you sit in the chair, our Master Barbers will take you back to the age of classic barbering, spending the time to ensure that your haircut is exactly how you want it.
We look forward to serving you and bringing a bit of that old school charm to your day.

COVID19 Protocols

Due to the ongoing pandemic, we are enacting new Covid19 protocols to ensure the safety and comfort of both our customers and our employees.

Our Services

The fine art of classic barbering is alive and well in downtown Ossining. From a classic cut to a shampoo and shave, our dedicated staff of Master Barbers will have you looking good.

The relaxed, upscale atmosphere brought me in, Will’s meticulous nature and attention to detail are what keep me coming back

I've been going to Will for over 10 years. I get my haircut once a month. Every time I walk in the door, I feel welcomed and comfortable. He takes his time. He pays attention to detail. I'm always happy with the outcome.

A quality haircut with a friendly guy who likes to laugh and talk. Will is great barber and Will's Barber Spa has a great atmosphere. I will be going back for more haircuts in the future

Our Barbers

A photo of Will, owner and barber A photo of Monica, a barber