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Old Town Barbers - Winchester

4.8 (105 reviews)
Closed 8:00 am - 3:00 pm

Services - Old Town Barbers - Winchester

Haircut

Beard trim only

Haircut and beard trim

2 More Services

Haircut and shave

Shave only

Old Town Barbers - Winchester Photos

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Recommended Reviews - Old Town Barbers - Winchester

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Reviews With Photos

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.

Hong T.

Our go to place for our sons hair cut! He always look so handsome after a fresh cut! The barbers are always so good with him.

Sherri C.

I looked up new barbers for boys in the internet and Yelp. I was led to Old Town Barbers on Winchester. It's got a cool vibe for kids (& adults), prices very reasonable, eager to assist me with my two grandsons. They enjoyed the free video games, Foosball and PacMan. Decor was fascinating and lively. We enjoyed our visit with Gram and Chris B. Highly recommended!! $25/haircut seems super impressive in these expensive years since Covid. Try this place!!

Faded by Chris
Roger L.

Great barber shop! I had taken my boys to several barber shops around after moving to the area and can definitively say we've found their regular barbers here at Old Town Barbers - Winchester. Everyone in the shop was very friendly and welcoming. The kids loved playing on the free arcade games while waiting so there was no complaining. Chris faded one of my boys and did an amazing job. The skin fade was flawless. The hard part, style, and length were exactly what I was looking for. Very nice and patient guy too. Watched him give a baby his 1st cut and he was very patient and did a great job. Kiri (Miss K) faded my other boy and she knocked it out as well. Efficient and super clean skin fade, cut, and part. Kiri was also very nice and friendly. Will definitely be coming back to her on the regular. Overall great experience at this family friendly shop. Happy I've finally found my boys their new barbers in the new neighborhood! Go see them; you'll be glad you did!

Josie H.

Joanna has cut my 10 month old hair twice and we love her work and how she is with him. She does an amazing job on our stinker and enjoy coming back to her.

My big boy
Yesenia G.

This place is very welcoming. I loved everything about it. This was my sons first time ever in the barber chair. Sandra was great with my son. He received a certificate, hot wheel and lollipop. We will definitely be back for couture cuts. Thank you for accepting walk ins.

Carissa M.

We have finally found our new spot!! The best fade my son has had since he has been getting haircuts. He has always gone to barbers and we have tried a few around town. We will never go anywhere else. There is such a friendly and professional vibe. Casper did an exceptional job!! My son has never had a better haircut. When I told him this he let me know that if he was ever too busy that anyone in the shop would give him the same quality cut. That says a lot about the kind of shop this is!!

Heather S.

We love both these Barber shops so much. We have gone to multiple barbers here and been happy with all of them but my sons favorite is Carson. He has been cutting his hair since he was a toddler and does a great job but more importantly takes time to connect with our family.

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1 year ago

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3 months ago

Business owner information

Photo of Casper D.

Casper D.

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10 months 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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7 months 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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11 months 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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Casper D.

Thanks for the support and the kind words.

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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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Ask the Community - Old Town Barbers - Winchester

Review Highlights - Old Town Barbers - Winchester

Chris listened to all his requests and delivered an amazing cut that my son was really happy with.

Mentioned in 15 reviews

Read more highlights

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4.9(96 reviews)
0.2 mi
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When I moved to Temecula, it's just like all the other moves and first thing is first I need to…read morefind a good Barber. That was back in June of 2025. I have continued to come back to Ahmed's Barbershop as the vibe here is amazing and the service is impeccable. I routinely get my hair cut here. I book for three my two sons and myself. My oldest gets his cut by Moe always treats my son amazing and the cut is always on point. My younger son's barber is Zaid. Jameson doesn't let anyone cut his hair Zaid's his guy always does a great job and really makes him feel special. Lastly, I get my haircuts by Ramon always a great conversationalist even better work. I can tell you we will keep coming back. It's a clean shop, plenty of waiting space, water bottles while you're waiting my wife and daughter even tagged along this time. Great place.

Zaid is officially my go to barber. I used to drive all the way from DC to Brooklyn just for a…read morehaircut, and I am very picky about my hair. I just got the best haircut I have ever had. He really listened to what I wanted, paid attention to every detail, and made sure everything was perfectly blended and sharp. I also did the nose and ear hair removal. Not gonna lie, it was painful lol but totally worth it. I feel so much cleaner and more put together. Super professional, friendly, and you can tell he really cares about his clients. Highly recommend Zaid if you want to look fresh and well groomed.

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The Alley Barber - Combover Mid Fade  07/22/2022

The Alley Barber

4.3(136 reviews)
3.4 mi
$$$

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...

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"

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Been coming to this barbershop a few times now, and I've had great experiences every visit. The…read morebarber who cut my hair did an amazing job -- clean fade, great attention to detail, and exactly what I asked for. You can tell the shop is well run. The owner is super welcoming and keeps a really chill vibe in the place. Everyone there was friendly and professional. Definitely one of the best barbershops around Temecula.

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 May 2026

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