Best Barber Shops In Chesapeake

“May is the real deal. I’ve been going to her for a couple of years now, and she knows exactly what she’s doing, especially with my thick Asian hair. She cuts it perfectly every time.

Recently, I was in a pinch and went somewhere else because she was booked. Big mistake. They completely botched my haircut. I came straight back to May, and she fixed it right the first time like a true pro.

If you’re thinking about going anywhere else, don’t. Just book with May.“

“My family loves coming to see Amanda. She’s authentic, talented, and awesome to talk to. Highly recommend!!“

“This place is legit. Great haircuts and fades with even better staff. The music is awesome and it's a chill spot. Highly recommended“

“Excellent skin fade and got my beard looking amazing. Have definitely found my guy. You won’t be disappointed with Martin“

“This was my first visit to this establishment as I had moved to Chesapeake just last summer. I have tried other barbershops in the area. Either the experiences weren't that good or the pricing was way more than I intended on spending for a haircut. I made my reservation online and promptly arrived at my scheduled time. Laurie meet with me and escorted me to her station. We briefly spoke of what, if any, concerns that I might have and she went to work. What a fantastic experience. I was extremely satisfied with my haircut and have received several compliments by friends and family. I will be booking my next haircut at Anchorage Barbershop for sure.“

“Definitely give this place a try if you're looking to get a haircut. Larncey always does a great job when he cuts my hair. Professional while also greeting me with a smile every time. Have been very pleased with each haircut I've gotten from him!“

“Alana is awesome! I always walk out looking and feeling better than when I walked in. Not just a great haircut, but also great conversation with her and her husband. Not a bad price either!“

“If you went on vacation and didn't have time to get a haircut, this place is the place!“

“They did amazing 2 weeks ago cutting my hair and my sons would recommend for all ages.“

“Tana cut my son’s hair. There was quite a bunch of people ahead of us but the two workers moved quickly and efficiently. They pumped out quality haircuts and got through the waiting room quickly. Thank you to Tana for the great haircut for my son. We will be back 10/10.“

“She was very professional and I was comfortable working with her! Invite you to visit her location!“

“Alison did a fantastic job coloring my hair and putting in layers. Highly recommend this Hair Cuttery!“

“Great atmosphere. Friendly. Danny is outstanding keeping me straight with my cut and designs.“

“Hands down the best barbershop in Virginia! The professionalism, cleanliness, and welcoming atmosphere are unmatched. Every visit feels like catching up with family—genuine vibes, top-tier cuts, and barbers who really care about their craft and their clients. Highly recommend to anyone looking for consistent quality and a great experience every time.“

“On the recommendation of a professional associate, I tried Jake at the Churchland location of Vintage Barber Company. He did not disappoint. He listened to my vision, asked questions about the picture I showed him, and turned my request into reality. He is extremely knowledgeable about his craft, making sure I knew how to take care of the look. He also is a great conversationalist, too. That always makes the hair cutting experience easier. His low key, friendly vibe certain adds to the complete package with Jake. I would heartily recommend him, and I look forward to returning for my next cut. He even suggests a realistic timeframe for a return appointment. The price is reasonable, as well. You can't beat what Jake has to offer.“

“Ever since my long term barber retired and I’m new to this area, I quickly realized it’s not easy to find a new suitable barber who does an elite job at a great location. That all changed when I found Barbershop 27 ?“

“Booked with Nic due to son’s regular barber not being available. Top tier experience for my son and myself. He pays attention to detail, takes his time, provides a professional and relaxing atmosphere. Nic seems to be a master of his tools. It’s an experience, not just a cut. Cut my son’s hair with precision and shampooed after. Will definitely be returning.“

“I have been coming here for 6 1/2 years. Great place and great people. Gilda seem to remember everyone's name. She does a fantastic job and is so friendly. The price is great and you get a high quality haircut. I will continue going here until they close or I move. Bring cash though. Cards are not excepted. I have no problem with that.“

“Dom is the best dude around, never fails to provide the best service and always has my beard looking better than it was when I walked in.“

“Good haircut but would be nice if prices were based on complexity of hair cut rather than gender. My cut is very simple, just one length clipper all around and quicker than most men's but was charged the higher price just for being a woman.“

“First real hair cut I've had in years. Great experience and will definitely be going back.“

“The owner is an excellent cuter. Aaron love Mike services. Outstanding job cuz . Eyebrows be on point..“

“Great cut! Complimentary razor shave AND shoulder/neck massage. My barber was super friendly, I think we talked the whole time. I will be back!“

“My teenage son who has curly mixed hair got cut and was soooo pleased! He can cut the curls with a scissors and still line him up well. Highly recommend. We will be back. Usually if you find someone who cuts the top they suck at lining and fading!! Thanks again for hooking Trey up!“

“Jennifer was Amazing! Pleasant, Polite, and just an all around great person! Booked another appointment with her in 3 weeks.“