Shirley has been cutting my (USN ret.) hair for over 30 years now (1/15/2026). Her associates - Jen…read moreand Angelika - are also licensed Master or Practicing Barbers. Nice people, comfortable atmosphere, no rush. Basic haircuts a specialty. Unfortunately Charlie had to retire due to medical problems a year or so back - he is missed. Come in, sit back, watch the fish. Jim W. Stevensville.

Nice people and great haircut! The price is reasonable also. Say hello when you get there!read more

Consistently great haircut from any of the three terrific ladies working here. Lots of repeat…read morecustomers, which says a lot!

I have used kim for maybe 20 years give or take, and to sum it up. If you need a barber if you just…read moremoved to the island or want a new barber. This will be the last one you will need hands down. But don't take my word for it. Go and you definitely will find out.

I walked in, no "Hi, Hello, How are you, etc" it was "Can I help you?" like I was in the wrong…read moreplace. I politely told the lady that I'd like to get a hair cut, as if there is any other reason to visit a barber shop. She said "Sorry, I work by appointment only, it's even on the door". Who really reads the door text? I mean, okay. Appointment only is fine, but zero customer service. She wasn't rude, but didn't even ask me if I'd like to make an appointment. It was just a really awkward refusal of service. There are better shops literally right down the road. The guys say all say Hi, they had someone to take me right away, and unlike Edgewater, this other shop is bigger than my coat closet. I really don't think she is looking for new business, and if you aren't already one of her clients, I would not waste your time.

I can't say enough nice things about this place. I don't know how long it has been here but, I…read morejust found it a few months ago and I am so glad that I did. First and foremost, THIS IS NOT A SALON, it is a proper mens barber shop. The barber pole outside the door isn't some neo-classic decorative atrocity being improperly displayed simply because the establishment has something to do with hair. Walk past the large window, through the front door and you will find 2 barber's chairs, Paidar circa 1963, proudly perched on the linoleum tile floor. Tuesday through Saturday, you can find Billy standing behind that first chair, with an arsenal of sharp objects, both mechanical and manual, to masterfully tame your mane. You can find Tammy at chair 2, Tuesday through Friday. There are a row of simple brown chairs facing the 'cutting floor' with the day's newspaper available for reading and a full bookshelf of magazines at the end of the row. If you have never been to a real barbershop, or haven't been in a while, this next item of note may take you by surprise. The men in the chairs around the room are actually talking to each other. Yes, that's right, actual communal conversation amongst the whole crowd. No, you won't find a tobacco-chewing, Boss Hogg-type old fart in a white suit completing a horrid backwoods southern cliche. Just a room full of men, many of them strangers to each other, casually discussing any myriad of topics, from the unusually cold winter we've had to muscle cars to the latest political turmoil in (insert country here). A men's haircut will cost you $11, cash only and includes a true clipper cut. Not just the initial bush-wacking with a set of beauty outlet buzzers and a sopping wet head you've been suffering through and the local hair-dying boutique that you've emasculating yourself with, these folks specialize in cutting MEN'S hair and just men's hair. I had tried damn near every salon, boutique, and chain joint in the Annapolis area over the last 11 years and it wasn't until I curiously stumbled through the doors of this little hidden gem that I finally got a GREAT haircut by someone who understood and focused on working with men's hair specifically, not just as a sidebar between highlights and curl-sets. If you like (I do), they will clean up your neckline with hot lather and a straight razor (sadly you cannot get a full facial straight razor shave,a s the insurance costs are exorbitant) and finished off with a big brush full of talc around your neck and ears to keep your skin cool and itch-free. Billy is now the only person that cuts my hair and recently my 10yr old son's hair as well. He knows what size guard I like on the sides and has it locked and loaded by the time my butt hits the beautifully aged leather chair. I just can't recommend this place highly enough. If you are looking for a slightly old-school place that knows how to make mens and boys hair look it's best, you owe it to yourself to stop by and give the Edgewater Barber Shop a try. Just tell 'em Josh with the new 5.0 Mustang sent ya, Billy will know just who ya mean....

Went to get my haircut the day before Thanksgiving. Forgetting that it was the next day. Went to…read moreLam's and he fit me in and did a great fade and cut. He's friendly and likes to talk. Definitely a great place to get a haircut and chat.

It was easy to schedule the same day appointment. The appointment was for my 13 year old and their…read morehair looked great.

While Michelle is a lovely person, if I could give a rating lower than one star I would. This is…read moreeasily one of the worst haircuts I have ever received. I went in with hair midway down my back and asked for it to be cut shoulder length, she confirmed the length and began cutting. Except it's significantly shorter than we had agreed on (it doesn't even touch my shoulders!) and she gave me bangs without discussing it with me first (!!!!). Who does that? Now this might not be as much of an issue, except I've spent the last three years growing my bangs to the same length as the rest of my hair because it's curly and they flip in all sorts of directions. This is absolutely unacceptable and will not be going back.

I called them today and they were open for a few hours. I headed up there and they were two of them…read morenicest people I've ever met. I've been getting my haircut on the other side of the bridge for years I want to try someone local since I moved over here and have my hair cut. He did a great job and I would highly recommend them to anyone. Thanks Charlie.

Great experience at The Family Barbershop in Annapolis. Joey introduced himself as Joey (baby…read morekangaroo), and honestly, that set the tone perfectly. The guy was bouncing around with great energy, kept me laughing the whole time, and somehow made the haircut go by so fast I barely had time to get comfortable. Even with all that energy, he was completely dialed in. The cut came out perfect, and all I had to do was sit there and relax while Joey (baby kangaroo) did his thing. Quick, easy, reasonably priced, and one of the more entertaining haircuts I've had in a long time. Highly recommend, especially if you want a great cut and some laughs with it.

First time here, recommended by Nick. Got a great cut by Sun who was friendly and welcoming. Great…read morefirst experience!

Got a 1 around the side and asked for a little on top, haircut wasn't awful but honestly I've given…read moremyself better haircuts, asked for an eyebrow trim and got an eyebrow shave. Not an awful experience, but from my experience I would've been better off going across the bridge towards Annapolis and going to more established barbers. The pic I attached shows the back of my head, I've gotten this same cut almost my whole life and have never had the back look like this. Avoid getting a haircut on the Eastern Shore, Annapolis and Baltimore have so much more & better to offer

Decided to try finding a barber closer to home and I couldn't be happier. An amazing cut, great…read moreprice,love the little extras like the warm lather and razoring the edges, nice hot towel to finish. I know that there's a few barbers on the Island but I feel like Bayside Barbershop is a real quality one. I hope more people make this their regular stop because I know it will be mine; looking forward to being a regular at Bayside.

My best friend and I came all the time, nice place and clean, the job quality is amazing , i really…read morerecommend it

A great bunch of excellent Barbers that do an awesome job with my 7 year old grandson and myself…read more 5+stars and way over a 10 and i highly recommend Legacy!