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    Old Town Barbers - Winchester

    4.9 (115 reviews)
    Open 9:00 am - 5:30 pm

    Services - Old Town Barbers - Winchester

    Beard trim only

    Haircut and beard trim

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    1st fade ever
    Nathan M.

    I've been going to the one in old town for years and just realized they opened this one. This is a great place always a great experience. Casper did my 11 yr old hair and since he hasn't had a cut with clippers in 8 years it was a struggle. Casper was chill and made my some feel comfortable. Place is chill some old school arcades for everyone to play.

    Left with a great haircut and a cool piece of art. Thanks Chris!
    Amanda B.

    We recently discovered Old Town Barber Shop off Winchester and really like the vibe. There are a lot of barbers there to accommodate customers so the wait hasn't ever been very long. Clean and fun ascetic. My son came in for a haircut. He's pretty particular about how he wants his hair. Chris listened to all his requests and delivered an amazing cut that my son was really happy with. After my son mentioned he is an aspiring artist, Chris gave him an original pieces of his art, signed it for him and encouraged him to keep going with his art! So special and really warmed my heart! Thanks so much Chris! We will be back.

    Kiki is great with kids!
    Coco E.

    My son loves going to the barber and this was our first time. Loved his cut, great prices and we were in and out really fast. Not all Barbers take Venmo so ask ahead. Mostly cash only. Thank you!!

    joel a.

    Alright, here we go. I never review a place the first time around just in case the first time was a fluke good job. But after coming again, Gram's cuts just keep getting better! First time in I was finally back in Cali after 6 months of bootcamp and A-school haircuts... And if you guys know military haircuts most of the time it just feels like a speedrun then it's a roast session for the next two weeks on who has the worst haircut . Anyways, after coming back to Cali, my usual barber was nowhere to be found so I was told by friend to check this place out. Walked in, the vibe was dope, you get a warm welcome and a refreshment if you want. Gram introduced himself right away and then the man worked his magic. I was coming in with a f**ked up head, non existent fade, no blend, fluffy ass puffball... It was bad and unsat. Gram took his time to give that NOICE fade, blend everything together. It was a great first cut coming back to Cali! And they have MILITARY DISCOUNT. Second time around, honestly, nothing changed. What I got was consistency and I think that's all you can really ask for your barber. Gram came in clutch again and just kept blessing my head with a dope cut. Just in time too bc my son's baptism is the next day If you got this far and STILL reading this review, don't sleep on this place, all the barbers here give a good vibe but Gram is the dude to un-f**k a bad haircut or give you that good consistency cut when you need it the most.

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    7 days ago

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    12 days ago

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    Casper D.

    Thanks for the support and the kind words.

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    11 days ago

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    5 months ago

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    Casper D.

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    1 year ago

    No waiting, free drinks including beers, a great haircut and the right price. What's not to love?

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    1 year ago

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    3 years ago

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    1 year ago

    My son saw Sarah today for a fresh new haircut and it looks amazing She did exactly what he wanted!

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    3 years ago

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    1 year ago

    The lady's that cut my son's hair bruised top of his neck and chopped the hair in the back of his head

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    4 years ago

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    4 years ago

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    2 years ago

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    Casper D.

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    2 years ago

    Fast and friendly services. This is our go to barbershop in town. We're always in and out.

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    Page 1 of 3

    Ask the Community - Old Town Barbers - Winchester

    Review Highlights - Old Town Barbers - Winchester

    Chris is a maestro with the tools and instruments of the trade - a lost art in most other establishments claiming to be barbershops.

    Mentioned in 22 reviews

    Read more highlights

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    The Alley Barber

    4.2(137 reviews)
    3.4 mi
    $$$

    Anthony did an excellent job cutting my son's hair. My son has a very unique style, and Anthony…read moretook the time to be patient, listen carefully, and pay attention to every detail. The end result was exactly what my son wanted, and he couldn't be happier. I truly appreciate the care and skill Anthony showed--highly recommend him! This is the review my son wanted me to add: "Anthony is G.O.A.T.ed"

    Called in to see if they had availability, they said they did and just come in as a walk in…read moreappointment. Perfect. Easy to get in... I just needed a trim up as I was only about 3 weeks out from a cut and had family pictures later that day. The barber and I discussed what I was looking for- I asked for a clean up all around not a haircut and I specifically said I did not want to be shaved down to skin around the ears/sideburns or in anyway like the standard fade (if that's you, cool... not my style). I also asked for my hairline to be squared up in the back but not to just cut it up because that's how rookies deal with tough necklines... What's the first thing done? Cuts my neckline in a random place squared up- almost by an inch from my normal neckline. I couldn't tell because I was facing away from the mirror.... But when you're told, they understand, you trust them. Then he proceeds to dive into my sideburns and beard and completely takes me to almost skin on the sides...I ask him to turn me around to look at my beard and it's completely wrong- all the way to the skin, my sideburns gone all the way up into my hairline... I'm like, "dude, I said don't go to the skin..."and his response "yeah, my bad I took it too low..." This coming from a guy that was a "teacher" at barber school? I see the other barber look over, like he's heard this reaction before. At this point, I've had enough, I get up, I give the guy a $20 because everyone's time has a value and I walk out...

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    The Alley Barber - By Barber Johnny Blades

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    Sunset Barber Shop - Low taper with design

    Sunset Barber Shop

    4.2(141 reviews)
    5.2 mi
    $

    I took my almost-3 year old here because it was the closest one accepting walk-ins near my friend's…read morehouse that wasnt a great clips. Jay cut my son's hair, gave us exactly what we asked for and was patient with my toddler's movements. I never expect my active toddler's hair to be cut perfectly but Jay was able to line him up and make him look great! As a whole, the shop was clean and everyone there was chill and welcoming. We live a bit away from the shop but because of the service I am willing to drive back out

    So disappointing. Overpriced, bad service, argumentative…read more I stopped by Sunset Barbershop in Temecula for a quick walk-in neck cleanup and left feeling completely ripped off. A barbershop that isn't busy on a Saturday morning should've made me suspicious, but I was feeling optimistic. Wrong. The barber seemed inexperienced and the service felt rushed. I specifically asked for a simple neck cleanup, which took only a few minutes, yet they charged $20 for that tiny touch-up while a full haircut is only $35. That pricing makes absolutely no sense and feels like they're taking advantage of walk-ins. Everyone was friendly enough at first to get you in the door, but once the service was done the attitude changed. The manager didn't seem service-oriented at all and showed no interest in making the situation right. For a place that should value repeat customers, this experience made it clear they don't. Avoid this barbershop -- you probably won't want to come back a second time. The barber even missed hairs on my neck that were covered by the itchy paper around my neck. Careless. Do better, Sunset!

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    Old Town Barbers - Winchester - barbers - Updated August 2026

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