Day before fourth of July, everybody on the avenue is "booked solid"-- Walked in to Classic without calling around 3:15 and by 3:20 I was in the chair. And they were busy. When I was a kid growing up my barber was my next door neighbor, a trusted family friend and the only man I allowed to touch my hair. Giuseppe Sr. showed me the same skill, care and attention to detail as my childhood barber and beyond. In under fifteen minutes he had given me a hard-part skin fade that, if you had googled images of that phrase, could have been the first hit. We talked very little but he understood exactly what I wanted, better than I was expressing it. He traced my neckline with hot lather and a straight razor like an artist would paint on canvas. He was gentle but swift with surgical precision. He didn't wrap up until he was completely satisfied by his own work, and then came the hot towel and light massage. We shook hands, he offered me an espresso and I was BLOWN AWAY when I was charged only $30. That's one thing very few reviews or general posts mention in black and white-- I'm sure they get into higher pricepoints the more you get done but for my experience I found this to be an exceptional value. I've paid $25 for shitty stripmall haircuts, I truly couldn't believe the best cut I'd gotten in twenty years came at such a reasonable price. For ambiance, amenities, professionalism, quality of workmanship and value for the money, this is a ten star business. read more

The barber didn't listen to what I had to say and when I was done asked what I thought. Told him it's too late to do anything now. Wasn't happy with the overall experience, wasn't worth the money. If you go to this place, be VERY careful and descriptive when you are getting your haircut. Watch constantly or else it will be a very very bad haircut read more

Great haircut, fast. No loud music and very attentive. Would visit again soon whenever I am in town

Never been to this shop before, called ahead was told one price on the phone and charged a different price in the shop. Between the call and ten minute drive a 37% increase had accrued. I then had to take money out of the atm (fee) parked on the ave (fee) all to get an okay hair cut 0 straight razor and my eyebrows untouched. Cleanliness and a barber that trimmed me being chill are the only reason I'm giving it two stars. read more

A buddy from work recommended this place and I gave it a shot. Booked an appointment with his barber (one of the owner)s who took me right on time. He seemed to be a nice guy and overall he gave me the haircut I was looking for-- can't say it was special but it was a solid job. Receptionist on the way out offered me a cup of coffee or a lollypop. At $35 (cash only) plus tip it felt a little steep but it is Greenwich Avenue. Two big problems though. First, even though it's Covid and a town ordinance requires masks, almost nobody is wearing a mask in the place. The old barber (the dad?) had on his trusty N95 but the other barbers weren't wearing masks and neither were most of the customers. So that's not cool. Then, about halfway through my haircut, my barber apparently gets bored with our conversation and starts chatting with some other (unmasked) customer who walked over to say hi. But it wasn't like 30 seconds, it was the whole time I was in the chair, he's half cutting my hair and half having another conversation. read more

So....I guess the important thing first - as haircuts go, buzzing a guy isn't hard and they did a good enough job. But $50 to shave a guy's head with some clippers? I was in the chair for 12 minutes. Twelve. Minutes. Brah. Downtown Greenwich prices may be fine for Mr Howell and Lovey but I could get a guy kidnapped in Indonesia for that price. Sheesh ... for $50 it had better have been the best hair cutting experience I have ever enjoyed. It was not. I'm surprised they didn't offer financing. It's a haircut, not a summer home. Whatever. I had a meeting and needed a trim. Won't be going back. You should find a place that doesn't have to pay Main Street prices unless you have some complex styling needs. These guys are VERY proud of their cuts - no other way to explain the prices. read more

Not personable. Extremely awkward walking in there. Expensive cut for mediocre result. Customer service is definitely not on the priority list. read more

The finest barber shop in the area. For over 20 years the family has been keeping three generations of the men in my family looking sharp! We moved 30mi away and still drive down to Greenwich for haircuts. My son drove down from UCONN to get his hair cut because "only John knows how to get it right!" When you have found the best nothing else will do! read more

Will simply be the last time I ever go. I've been to this barber since I was probably 11. And at this place it's simply all depends on who your barber is. I'm in the car right now after receiving the worst haircut of my 18 years on this earth. He followed none of the instructions I gave him. I told him I was trying to grow it out and he cut it quite short. Like he must've gone into auto pilot mode and giving me a super generic haircut. He paid no actual attention to my hair (I have super thin hair and for a good portion he used thinning scissors). My man did me absolutely dirty two days before going to my freshman year of college. The person who cut my hair simply should never cut hair again read more

Best barber shop in Greenwich and the surrounding towns, I've tried the others and they don't even compare. Every haircut I've gotten has been quality and exactly what I asked for. For a little over $20 you get a great haircut, they use a straight razor to clean up your neck and finish it up with a hot towel. They'll also do a hot shave if you want. This is an old school barber shop with a great new look. There are flat screen TVs all around, so you can watch the game or catch Sports Center while you enjoy a cup of espresso. The brand new leather chairs and hardwood floors really speak volumes for the type of place this is. These guys are friendly and accommodating, they accept walk-ins, but this place can get very busy so I would recommend an appointment. read more

What just happened to me? This is by far the worst barber I have ever been to. I asked for a half on the sides and this guy looked like he had never handled clippers in his lifetime. TWICE I had to ask him to make it a little shorter, and it still looks like half of my head was never touched. I mean look at the pictures, it isn't faded at all and there's a line going around my whole head. Ridiculous that this cost almost 40 dollars with a tip. I'm literally going to have to get this redone tomorrow, I cannot believe someone could be so bad at cutting hair. It's a nice place, coffee you can get, etc., and I'm sure some of the barbers are good based on reviews but wow, if you're walking in here you're playing Russian roulette. read more

Classic Barber - Barbers Near Me - Greenwich, Connecticut

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I grew up in Greenwich but have been going to the same barber in NYC as an adult for 20 years. I was in town to visit and was in serious need of a haircut. I'm sure it's luck of the draw on which barber you get at Classic Barber, I unfortunately drew the short straw. Not sure how my barber accomplished it, but my hair was extremely uneven- longer on one side than the other when he announced he was finished. When he attempted to fix his mistake he just kept cutting till I had a very uneven bowl cut resembling Jim Carey in Dumb and Dumber! It gets worse. He pulled out the straight razor to trim my side burns and hairline in the back. Against my better judgement i let him continue to work......seconds later, OOPS, "I think I nicked you a little". Um, more like a gash that continued to bleed for 30 minutes. $26.00 for the worst haircut I've gotten in 40 years......... I think I'll buy a flow-bee and do it myself before I ever go to 'Classic barber" again. read more

The guys at Classic Barber are the best. Tony has been cutting my hair for 15+ years and over that time added my 3 kids to his list of customers as well. We no longer live in Greenwich but we gladly travel 30 min each way once a month for our cuts -- totally worth it. Think of an updated version of the old family owned barbershop you used to go to as a kid. Bright, clean, multiple LCD TVs tuned to sports, a great airplane chair for little kids to get cuts in by the window, coffee/espresso for you while you wait. While you might be able to find a less expensive haircut elsewhere (esp for your kids), I would submit you can't find the same value. Tony showed much patience when my two boys screamed and cried through their first cuts -- calming them down, taking time to make sure they were comfortable, and reassuring me that they don't cry much after a few times. It didn't take long before my sons looked forward to the trip to Greenwich to see Tony. If you are in Greenwich for work, you are running errands, or just looking for a good place for a decent haircut, try out Classic Barber. read more

Popped in as a walk in while on the way back from a meeting. Have had mixed experiences as a woman going to a barber shop, but Classic was beyond respectful and took my requests seriously. Hair cut was great - will absolutely bback! read more

Best cut in town. Be sure to ask for Glen with 3 N's! He's always ready with a joke and a cup of coffee when you come in. An all around great guy who loves to give you the best cut every time you sit down. I'd give the place 5 stars if there were less kids. Saturday mornings are best (but don't steal my appointment) read more

Robinson is an awesome barber. I came in and it wasn't too busy. A short wait and I was seated in his chair. Showed Robinson a picture of what I wanted and boy did he deliver. I love my haircut and will definitely be back. read more

Elitist attitudes. Don't dare walk in here with jeans and a button down flannel shirt. They'll seem shocked when you give them a good tip because they absolutely judge people on their appearance. Do not listen to customers. I asked for "the works:" shampoo, cut and hot shave. He literally just started cutting my hair without the shampoo and "forgot" I had asked for a shave. So I got a basic haircut in 7 minutes flat... For 29 dollars. Plus tip that's 34 bucks, when Albert's just shy of Port Chester will do the same cut with no wait for 15 bucks less. If you're going to or coming from work in your slacks and tie, you'll be treated better than I was. Just don't go on your day off read more

Robinson is the best Barber! I've been going to him for about 2 years now. He just moved to Classic Barber a few months ago and I followed him up there, even though it adds 20 minutes to my commute each way, he's totally worth it. Classic Barber is a great shop. It is very clean and professional. They treat you well and it has a great environment. I am glad Robinson moved up there to such a great shop. read more

I was excited upon entering the Barbershop. I located it by using Yelp. Located on on a cool strip has a very nice and welcoming atmosphere. There were 6 barbers and I did not have to wait long. The barber who I got was a complete dick. He made me feel unwelcome from the moment I sat down. He made me feel stupid for not having the kind of hair he likes to cut. I am sure that not all of the barbers are jerks, but after spending $29 + tip (I tipped nicely so hopefully he wouldn't be as rude to the nice customer who might look like me) for a quick haircut that made me feel worse than when I entered. read more

I was visiting Greenwich and popped in here on a whim. This was the best haircut experience I've ever had. It's clean, professional, family-run and very affordable. Giuseppe Jr. is a great conversationalist, and gave me recommendations for my stay and was an all-around friendly guy. Highly recommended! read more

I am very picky about getting my haircut. For the past 20 years I can count on my hands the different number of stylist I've had cut my hair. But since my schedule not as flexible and I've moved even further from my usual stylist, I must find different options that better fit my lifestyle. Classic Barber was a pleasant find. I was down the road visiting an Apple store when I stumbled upon the classic spinning barber pole on Greenwich Ave. I knew I was in definite need of a haircut, so I figured I'd give it a try. Since I usually visit higher end salons and prefer women to cut my hair, I was already preparing to do an about-face if the barber shop didn't meet my standards. Walking upstairs I expected to see a gray haired old man, single barber chair & some dusty barber tools. I was totally wrong. I was greeted by hardwood floors, 5 brand new leather barber chairs, a large LCD TV & an espresso machine. It was classic barber shop meets, 21st century comfort. The barber Giuseppe, a young Bronx native was accommodating. He was very professional & it really felt like a barber shop of long ago. The LCD TV, did not take away from the charm of the establishment, the TV of course was locked on ESPN Sportcenter while the conversations flowed from sports & all things manly. Yes this wasn't the salon that I usually liked going to, hair boutiques with papering & beautiful assistants, this was a barber shop. Men only, sports talk, and the quiet awe that filled the room when a commercial for the Victoria Secret Show came on TV. Granted it was also a bonus learning that some of my favorite Yankee players also visited the establishment on occasion. For a little more than $20 I received a great haircut, a razor finish and a hot towel. If I needed a shave I'm sure a straight edge razor would have come out as well. My only gripe was the fact that they didn't not accept credit cards, cash or check only. But this is such a minor point as I would gladly come back here again. It's definitely a gem of a find. read more

I have been looking for a good hair cutting place for 6 months, since growing my hair out. It's not easy. I found a place in the city that I liked, but I wanted a place close to home in Port Chester. I checked out the reviews on Yelp for Classic Barber and it looked all good so I went. Giuseppe Jr. was awesome. He didn't cut too much so he had room to cut more if I wanted it shorter. He was patient and kept asking if I wanted anything else done. He was cool, and the whole family vibe of the place is great. I looked good for my interviews and immediately took a picture of myself and put it up as my LinkedIn profile picture. I'm definitely going back to Classic Barber! read more

This is an oasis of good service and great haircuts. An old school, high quality fixture on the Avenue, they go the extra mile to deliver a great haircut and a relaxing 30 minutes. All the cutters are experienced and do a great job. I favor the founder Giuseppe Sr, but everyone is good. Many clients have been going for years. The only issue is parking which can be chaotic on a sunny day but spots are found easily a block or two off the Avenue. Try it, you will like it. read more

Tony & team are great. Got my haircut and nails all in a place that was clean and friendly and inviting to men. They are pure barbers - not stylists - so they really know men's hair. Prices are great and being run by Italians they treat your hair like all forms of art in the design capital of the world. Thanks! read more

great atmosphere, welcoming, great for kids haircuts...I had long hair and when it was time to chop it all off I had to come here and see Gian. He hooked me up with my new look tight fade couldn't ask for more. Can't go wrong with any of the guys in the shop. Now you can get your nails done too...ill be back here for sure. read more

Robinson has been my barber for 4 years now and I wouldn't let anyone else cut my hair! He's very nice, cuts it exactly how you want, and always leaves you or your child with a great haircut! Would highly recommend to anyone looking for great, affordable barber in the Westchester County or Greenwich Ct area! read more

Positives: Very clean. Nice TVs and location. Over the course of a year and a half, I went to this barbershop and ultimately had my hair cut by around 5 different barbers, all of whom were either good or excellent. That means you can come here and have a high degree of confidence you'll get a good haircut. Negatives: I have a simple haircut that takes around 15 minutes max to perform, and I'm clean shaven, so I don't ask a barber to do anything involving my facial hair. For a basic haircut with no extras, I used to be charged a hilariously overpriced $35 once I included a decent tip. After a price reduction, it's now, "only" roughly $30 per cut including tip. Overpricing reduces this place's score by one star. The other negative is why I ultimately don't come to this place anymore. I would sometimes visit this barbershop as a "walk-in" if I found myself with free time and needing a haircut. Sometimes, I wouldn't be able to get a haircut as a walk-in, which I'd normally be 100% okay with since I understand I'm only guaranteed service at a business if I make an appointment. However, what irritated me was how whenever I would come in as a walk-in, the lady at the front desk would say, "Let me ask the barbers to see if anybody is available," and each barber would "size me up" before saying they were too busy to give me a haircut. I'm not exaggerating - a few times, a barber would walk over towards the front of the shop to get a better look at me so he could gauge the quality of my clothing before telling the receptionist to tell me he's "booked solid for the day." Question - if he's booked solid for the whole day, why did he walk towards me to get a good look before deciding he was too busy? If he's really busy all day, he should say he's busy without needing to "inspect" me. This conspicuous "evaluation" process happened on a few separate occasions, and after awhile, I gave up on this place and found an equally good alternative that was cheaper and friendlier. I stopped coming here because I reject the implication that I'm supposed to dress in fine clothing to convince these barbers I'm worth their time as a walk-in on a Saturday morning. I wear nice clothing as part of my very demanding job, so on Saturdays, I just want to wear a T-shirt and jeans. I'm asking for a 15 minute haircut, not a million dollar mortgage, so casual clothing should be acceptable. This place consistently delivers good haircuts and is in a good location, but it loses two stars for Greenwich price inflation and for Greenwich snobbishness. read more

Great old school barber shop with all the finishing touches (hot towel, straight edge shave etc...). Tony has been cutting my hair and my son's for 12 years, he even gave my son his first ever haircut. Tony is super friendly and the shop is great, with two large tv's to watch sports and an espresso/coffee machine while you wait. Definitely recommend making an appointment if you have a preferred barber but not necessary as they always seem to fit you. read more

I have been coming to this place for around 10 years now. I have gotten my haircut at places that charge $50, $100, and more. None have even come close to the cut that I get here from Senior. Hands down best haircut I have ever received. All the guys here are friendly and run a very professional business. I could not recommend this place more. Prices are pretty low compared to other places in the area. read more

Ripoff: $35 for the most basic haircut including tip. Not accepting credit cards. Place for local snobs and testament to lacking competition

Coming all the way from Norwalk to get my hair cut @ this barber shop should say it all.

Very good quality haircut at a fair price. Everyone is friendly, the premises are new, clean and attractive. I made an appointment but they take walk ins as well. My barber, Silvio, paid attention to the details but didn't waste time. Overall a great experience. I will go back and would recommend to others. read more

Just moved to town and Classic Barber shop was recommended to me by a coworker. No need to look anywhere else. Walked in and was immediately sat down. Got a great haircut from Glenn and felt like I had been going there for years! read more

Best place in Greenwich to get your haircut. I have been going for about 2 years and I still don't have a go-to barber, I go with whoever is available and they have never failed to dissapoint. You will find a healthy mix of the Greenwich business crowd, as well as fathers and sons on the weekends. read more

If you are need of a basic haircut this is the place. I am a guy in my late 20's with a normal haircut and have always gone to a salon type place for a little texture/style. They do a good job here but it is pretty basic. I actually almost got a light blowout (See Jersey Shore) around the edges which I was not happy about. If in need of a basic cut you can't go wrong but if you like certain things done with your hair I would try somewhere else. read more

Great atmosphere, fair prices, great cut. Cleaner and more put together than the standard barber shop you might see in town but below the day spa/salon that your girlfriend would go to, which is a perfect balance for most guys. read more

I started getting my hair cut by Tony in about 1999 when he was up the street at Subway Barber. Still come to see him, but now I drive from New Haven area. One hour each way is a major pain, but I love the haircut! This place is a gem. read more

I am very pleased with the work that Giussepe did. Very professional, great service. This is a family business and can say the father has made a great job with his guys, 11 stars. read more

Love, love, love this place!! Very clean, all family, friendly, professional and patient with kids also!! My sons got his first haircut there by John when he was 1 years old. He got to sit in the airplane and John was the BEST!! Knew exactly what to do and what to say. Communicates to kids in a way they understand..."freeze" and counts to them when cutting. Just such a great place!!! U won't be disappointed :) read more

Tony and team are great. Good value for price. Busy on the weekends, better to go during the week. I have been coming here for three years (since moving to Greenwich) and will continue to patronize the shop so long as I am in town. read more