About Lucky 27 Barbershop & Private Social Club

Windsor’s Lucky 27 Barbershop & Shave Parlor offers an authentic NYC neighborhood barbershop experience that delights the senses. Customers can easily get on the “Daily Next-Up Board” online or in person. Skilled stylists like Devin provide exceptional haircuts, ensuring clients look and feel great, even for special occasions like weddings. The barbershop is also praised for its friendly atmosphere, especially with children; Jordan is particularly noted for making kids feel comfortable during their haircuts. Overall, it is a highly recommended local spot for anyone seeking a professional and enjoyable haircut experience.

Photos

Add a Photo

View All Photos

Reviews for Lucky 27 Barbershop & Private Social Club

Write a review

Jun 2026
Highly recommend this shop! AR is a passionate barber who’s always looking out for his community. You can tell he genuinely cares.
I arrived late to my appointment but he was able to make it work and even stayed later to make sure I was happy with my cut!
He knows what he’s doing with all types of hair!
May 2026
My 15 year old son is focused on getting his hair cut again by Tyler in their new Windsor Barber Shop. Tyler did such a quality, personalized cut. He has a great personality and really knows how to connect with his clients and their families. He is helping set up the new shop there. It is very casual and we parked in the spaces set aside behind the black and white home business. They operate out of a customized garage. So glad Lucky's is enduring our crazy economy!
Jul 2024
Stylist: Devin did an amazing job! She clearly has a lot of experience with cutting hair. I look good, feel good, and she made it a fun experience. I told her that my wedding is in two weeks and she went above and beyond with this haircut. If I’m ever back in town and need a nice cut, I know where I’ll be going.