Best Barbers near me in Oakland, Orlando
One Barber in Oakland, Orlando See map
Call to book
(407) 654-5220(407) 654-5220Call to bookSport Clips Haircuts of Winter Garden
3317-104 Daniels Rd, Winter Garden, FL 34787
Men's Haircut
(407) 347-3621(407) 347-3621Call to bookHorizon West Barber Shop
9250 Miley Dr Suite 130, Winter Garden, FL 34787
Men's Haircut
Beard Trim
(407) 202-2473(407) 202-2473Call to bookHector's Barber shop
14135 W Colonial Dr, Winter Garden, FL 34787
Men's Haircut
Beard Trim
(617) 938-0229(617) 938-0229Call to bookFusion Barber & Spa
1015 S Dillard St suite 27, Winter Garden, FL 34787
Beard Trim
(734) 478-5919(734) 478-5919Call to bookOld Soul Barber Co.
1015 S Dillard St Suite 30, Winter Garden, FL 34787
Men's Haircut
Beard Trim
(407) 575-0276(407) 575-0276Call to bookLeo Domingues Barber Shop & Hair System
1015 S Dillard St suite 28, Winter Garden, FL 34787
Beard Trim
(407) 554-1001(407) 554-1001Call to bookSport Clips Haircuts of Horizon West - Hamlin Town Center
14410 Shoreside Way #120, Winter Garden, FL 34787
Men's Haircut
(407) 877-8772(407) 877-8772Call to bookDillard Street Barber Shop
209 S Dillard St, Winter Garden, FL 34787
(407) 656-3009(407) 656-3009Call to bookSmartStyle
16313 New Independence Pkwy #110, Winter Garden, FL 34787
(407) 705-2807(407) 705-2807Call to bookHammer & Nails Orlando - Winter Garden
15415 Waterbird Rd #120, Winter Garden, FL 34787
Pedicure
Manicure
Men's Pedicure
Men's Manicure
(888) 295-6073(888) 295-6073Call to bookSalon Lofts Winter Garden
1015 S Dillard St, Winter Garden, FL 34787
Top reviews of Barbers near you in Oakland
4.0
Average of 2,865 reviews of 1 venue.
HAYES' H.
JR best barber in the Orlando Area
Oct 5, 2025
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
HAYES' H.
JR is the best Barber in the Orlando area. Amazing with kids. My son‘s hair gets complimented everywhere we go thanks to JR.
Sep 21, 2025
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
HAYES' H.
JR is the best barber we have been to in all of Orlando. He is also works great with kids. Very on point with ever cut.
Jun 14, 2025
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Calvin B.
Service was great as always, store is always clean and welcoming. The best barber in Orlando.
Dec 12, 2024
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
J U Lio M.
Best place in orlando area
Apr 27, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
HAYES' H.
Best hair cut in Orlando
May 17, 2025
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
P K.
It has been a while since I’ve had a proper haircut that I was 100% pleased with. Natto was fantastic. Being local I am glad to have found a local independent barber shop to go to that is also reasonably priced. I’ll be back for years to come.
Jul 12, 2025
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Sean H.
As per usual, Megan was welcoming and took the time to double check with me towards the end of the haircut & beard trim how everything looked and made any small changes that were needed. I did not feel rushed and she put me at ease.
Aug 8, 2025
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Eudochia M.
Love the crew and the sweet owner NATO !!!!! She is the best kind sweet and friendly always making shore we are exiting satisfy with new look 1000% !!! We are enjoying with my big family this and only barber shop , for the last 8-9 years !!! Never been disappointed !!! Tysm !!! We recommend it 1000% !!
May 21, 2025
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Ricardo K.
I have no words to describe how good the haircut turned out and how happy I was. She make me a new person, that was my best hair cut in years. Thanks you Yojasmil !!!
Jun 20, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Don G.
Great haircut!
Jun 15, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
HAYES' H.
Best barber around
Jun 4, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Robert C.
Excellent as always, best barber in winter garden
May 19, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Kevin S.
Fantastic haircut and experience as usual!
May 6, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Chris E.
JR is a good man and it is always a pleasure getting a haircut from him. He is a "proper artist with the knife" and he cares about his work and his patrons. I always feel seen with I'm in his chair. And come out with an excellent haircut.
Apr 28, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Paul M.
Always an awesome haircut and great experience!
Apr 8, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Diógenes V.
Nato is the best. I got a great haircut
Apr 4, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Tim G.
Jon nice. Haircut good.
Mar 28, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Kyle H.
Good haircut tailored to my needs, fun talking to. Overall amazing experience.
Mar 11, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Claire G.
Great haircut! Fast and I always enjoy coming here!
Mar 11, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Robert D.
Perfect haircut…
Mar 11, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Kevin P.
Friendly service, great haircut!
Mar 10, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
HAYES' H.
Best Barber around JR is simply the best he is amazing at cutting my kids hair
Mar 1, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Steve M.
Great experience and haircut - will definitely be back
Feb 25, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Brandon R.
Had a great experience at Turning Heads Barbershop. Chelsi is a terrific stylist and friendly! She works with you to understand what you are looking for from a haircut and makes you feel like your time there is important. This is a great place to go and has a great atmosphere.
Feb 23, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Kevin S.
Excellent - Megan is outstanding, patient, listens to the customer. Thank You Again, Wife and Sweet Pea loved the haircut.
Feb 9, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Luis S.
Amazing haircut! Will definitely back.
Feb 2, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Gustavo S.
The best barber I have ever known !
Jan 8, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
HAYES' H.
Jr is super professional and is amazing with my 5yr old son best barber in this area.
Jan 6, 2026
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
James J.
Excellent haircut and professional service! Highly recommend!
Nov 24, 2025
Turning Heads Barbershop
16112 Marsh Road, Ste 409, Winter Garden, 34787, Florida
5.0
2,912 reviews
See all services
Book your next barber appointment in Oakland with Fresha
There’s still time to get that last-minute barbershop appointment in Oakland. With live booking availability, Fresha shows you what’s on offer right now. You can browse for barbershops, and then filter by location, recommendation or review. With instant booking you’ll get immediate confirmation. Get that appointment in the bag with more time to focus on the rest of your to-do list. Magic.
There’s no close shave when booking with the best barbershops in Oakland. Well, unless you want one of course. We’ve got slick down to a tee here at Fresha. And whether it’s a men's haircut or a beard trim, we’re running a smooth operation with no time for kinks. Speaking of smooth, you’ll find everything you need on our mobile app. Pay in advance and take advantage of off-peak perks. We’ll save your history, so you can rebook quickly with no need to re-enter details. That’s what we call polished.
Fresha is home to the best beauty and wellness professionals all over the world. So remember us on your next trip. That’s right, we’re active in 120 countries, including here in the US. Globally, we’ve partnered with over 130,000 businesses, all of them using our top-ranking scheduling app. So if you need a hand booking your new go-to in Oakland or while abroad, trust us to get things all fixed up, or see our help center to get pointed in the right direction. In total we’ve facilitated over 1 billion appointments, and we want yours to be next.
Also Available in Oakland
Booking app for customers
Instantly book beauty and wellness experiences near you
Business app for professionals
Simple, flexible and powerful software to run your business on the go
