HoodCity Culture β€Ί Chesapeake β€Ί Barbershops
βœ‚οΈ Barbershop Guide Β· Chesapeake VA

Top Barbershops
in Chesapeake VA

Xclusiv Cutz 757 Β· Anchorage Β· Bay Barber Co. Β· BARBER_SID Β· Agnes Executive Β· Vintage Barber Β· The Stache Spot
← Chesapeake

Chesapeake is the second largest city in Virginia β€” 353 square miles, 250,000+ residents spread across Greenbrier, Great Bridge, Deep Creek, South Norfolk, Western Branch, Indian River, and Battlefield Blvd. Its barbershop scene matches the city's scale: premium full-service shops, Black-owned community institutions, vintage grooming studios, and independent barbers who've built loyal followings across all of Hampton Roads.

πŸ‘‘ The Flagships
841 Juniper Crescent Β· Est. 2002 Β· 6,272 Reviews Β· 5.0 Stars Β· "Hands Down Best in Virginia"
βœ‚οΈ "HANDS DOWN BEST BARBERSHOP IN VIRGINIA" Β· EST. 2002
Xclusiv Cutz 757
πŸ“ 841 Juniper Crescent, Suite 102, Chesapeake, VA 23322 Β· xclusivcutz757.com
The most decorated barbershop in Chesapeake and one of the most acclaimed in all of Hampton Roads. Community verdict: "Hands down the best barbershop in Virginia! The professionalism, cleanliness, and welcoming atmosphere are unmatched. Every visit feels like catching up with family β€” genuine vibes, top-tier cuts."

6,272 reviews on Fresha averaging 5.0 stars β€” the most reviewed shop in Chesapeake by a significant margin. Barber Nate is a family favorite. Hot towel shaves. Head shaves.

Hours: Wed 4PM–7PM Β· Thu 11AM–5:30PM Β· Fri–Sat 10AM–5:30PM Β· Sun–Tue Closed
1036 Volvo Pkwy Suite 6 Β· Reddit #1 Recommendation Β· Massage Therapy + Full Grooming
βœ‚οΈ REDDIT'S #1 Β· MASSAGE THERAPY + FULL GROOMING STUDIO
Anchorage Barbershop
πŸ“ 1036 Volvo Pkwy, Suite 6, Chesapeake, VA 23320 Β· πŸ“ž (757) 549-4000 Β· anchoragebarbershop.com
Chesapeake's most community-endorsed full-service grooming destination β€” the top recommendation on Reddit's Virginia Beach/Chesapeake barbershop thread. Full lineup: haircuts, beard trims, hot lather shaves, skin care, nail care, and massage therapy β€” rare at any barbershop, the defining distinction that makes Anchorage a full men's wellness studio. $$–$$$
1516 Summit Pointe Dr Β· Reddit Runner-Up Β· "Best Talent Hampton Roads Has to Offer"
βœ‚οΈ REDDIT RUNNER-UP Β· "BEST TALENT HAMPTON ROADS HAS TO OFFER"
Bay Barber Co.
πŸ“ 1516 Summit Pointe Dr., Chesapeake, VA 23320 Β· baybarbercompany.com
"We have carefully selected some of the best talent Hampton Roads has to offer in barbering." The atmosphere is equally defining: "Come for haircuts, stay for the banter." The kind of shop where regulars linger because the conversation is as good as the cut. Recommended repeatedly on Reddit alongside Anchorage. $$
✊🏾 Black-Owned Community Institutions
4006 Indian River Rd Β· Booksy 5.0 Stars Β· 224 Reviews Β· Booksy Top 20 April 2026
βœ‚οΈ BOOKSY 5.0 STARS Β· 224 REVIEWS Β· INDIAN RIVER RD
BARBER_SID
πŸ“ 4006 Indian River Rd., Chesapeake, VA 23325 Β· Book via Booksy
One of the highest-rated barbers in all of Chesapeake β€” perfect 5.0 stars across 224 Booksy reviews. Indian River Road is one of Chesapeake's most active Black community corridors. Appointment-driven, precision-focused. Booksy's Top 20 Chesapeake April 2026. $$
Chesapeake VA 23321 Β· Open 6 Days Β· BuyBlack Listed Β· (757) 484-4048
βœ‚οΈ OPEN 6 DAYS Β· BLACK-OWNED Β· BUYBLACK LISTED
Barbershop 27
πŸ“ Chesapeake, VA 23321 Β· πŸ“ž (757) 484-4048 Β· @barbershop_27 Β· Open 6 days/week
"This is that one barbershop that you've always been looking for. We guarantee satisfaction and demanding excellence!" BuyBlack.org Chesapeake certified Black-owned shop. Serving the 23321 corridor with 6-day-per-week availability β€” one of the most accessible quality shops in the city. $$
910 Great Bridge Blvd Β· Executive-Tier Β· Black-Owned Β· (757) 548-8806
βœ‚οΈ EXECUTIVE BLACK-OWNED Β· GREAT BRIDGE BLVD
Agnes Executive Barber Salon
πŸ“ 910 Great Bridge Blvd., Chesapeake, VA 23320 Β· πŸ“ž (757) 548-8806
One of the only explicitly executive-tier Black-owned barber salons in Chesapeake. Premium grooming experience with barbershop cultural connection intact. For professionals, business owners, and community leaders. $$$
Deep Creek / Western Branch Β· Chesapeake VA 23323 Β· BuyBlack Listed Β· (757) 800-3030
βœ‚οΈ BLACK-OWNED Β· DEEP CREEK 23323
Barber Chips
πŸ“ Chesapeake, VA 23323 Β· πŸ“ž (757) 800-3030 Β· BuyBlack.org Listed
Black-owned community barbershop serving the Deep Creek / Western Branch 23323 corridor β€” a part of Chesapeake home to a large Black residential community. $$
πŸ’ˆ Specialty & Full-Service Shops
Greenbrier + Churchland Β· 2 Locations Β· "From Vintage to Trending" Β· Premium Products
βœ‚οΈ 2 LOCATIONS Β· GREENBRIER + CHURCHLAND Β· PREMIUM PRODUCTS
Vintage Barber Company
πŸ“ Greenbrier + Churchland locations, Chesapeake, VA Β· vintagebarbercompany.com
Chesapeake's most polished multi-location barbershop concept β€” serving "residents from all over the Hampton Roads area" specializing in "a variety of men's haircuts, from vintage to trending." Product lines: Suavecito, Reuzel, Bona Fide, Prospectors, Can You Handlebar, Burly Boy Beard Co. $$–$$$
Battlefield Blvd Suite 112 Β· Beard + Mustache Specialist Β· Tue–Fri 9AM–6PM Β· Sat 9AM–2PM
πŸ§” BEARD + MUSTACHE SPECIALIST Β· BATTLEFIELD BLVD
The Stache Spot
πŸ“ Battlefield Blvd., Suite 112, Chesapeake, VA 23321 Β· thestachespot.com
Chesapeake's most distinctive specialized grooming concept β€” the city's dedicated beard and mustache specialist shop. For the growing population of men who treat their beard as seriously as their cut. No other shop in Chesapeake matches this specialty.
Hours: Tue–Thu 9AM–6PM Β· Fri 9AM–7PM Β· Sat 9AM–2PM Β· Closed Sun–Mon $$
Chesapeake VA Β· Serves All Hampton Roads Β· Walk-Ins Welcome Β· (757) 382-0153
βœ‚οΈ SERVES ALL HAMPTON ROADS Β· WALK-INS WELCOME
The Barber Pole
πŸ“ Chesapeake, VA Β· πŸ“ž (757) 382-0153 Β· thebarberpole.us Β· Walk-ins always welcome
Hampton Roads-wide grooming institution serving clients across Chesapeake, Virginia Beach, Norfolk, and Portsmouth. Walk-ins always welcome alongside appointments β€” one of the most accessible premium shops for the cross-city commuter. $$
πŸ—ΊοΈ Chesapeake Barbershop Map β€” By Corridor
Juniper Crescent (Great Bridge)
Xclusiv Cutz 757 Β· A Xclusiv Cut β€” Est. 2002, 6,272 reviews, 5.0 stars
β†’
Volvo Pkwy (Greenbrier)
Anchorage Barbershop β€” Reddit #1 Β· massage therapy Β· (757) 549-4000
β†’
Summit Pointe Dr (Central)
Bay Barber Co. β€” Reddit runner-up Β· "Best talent Hampton Roads has to offer"
β†’
Indian River Road
BARBER_SID β€” Booksy 5.0 Β· 224 reviews Β· Top 20 April 2026
β†’
Battlefield Blvd
Barbershop 27 (6 days) Β· The Stache Spot (beard specialist)
β†’
Great Bridge Blvd
Agnes Executive Barber Salon β€” Black-owned Β· executive tier Β· (757) 548-8806
β†’
Deep Creek / 23323
Barber Chips β€” Black-owned Β· community shop Β· (757) 800-3030
β†’
Greenbrier + Churchland
Vintage Barber Company β€” 2 locations Β· premium products
β†’
Hampton Roads-Wide
The Barber Pole β€” serves Chesapeake, VB, Norfolk, Portsmouth Β· (757) 382-0153
β†’
πŸ† Quick Rankings 2026
"Best in Virginia" Community Vote
Xclusiv Cutz 757 β€” 841 Juniper Crescent Β· Est. 2002 Β· 6,272 reviews
β†’
Reddit #1 Recommendation
Anchorage Barbershop β€” Volvo Pkwy Β· Massage therapy + full grooming
β†’
Reddit Runner-Up
Bay Barber Co. β€” Summit Pointe Β· "Best talent Hampton Roads has to offer"
β†’
Booksy 5.0 Stars (224 reviews)
BARBER_SID β€” Indian River Rd Β· Booksy Top 20 April 2026
β†’
Most Unique Service (Massage)
Anchorage Barbershop β€” Only barbershop in Chesapeake with massage therapy
β†’
Best Beard Specialist
The Stache Spot β€” Battlefield Blvd Β· Dedicated beard + mustache shop
β†’
Best Vintage/Classic Grooming
Vintage Barber Company β€” 2 locations Β· Greenbrier + Churchland
β†’
Best Executive Experience
Agnes Executive Barber Salon β€” Great Bridge Blvd Β· Black-owned $$$
β†’
Most Accessible (Walk-Ins)
The Barber Pole β€” Serves all Hampton Roads Β· (757) 382-0153
β†’
Open 6 Days + Black-Owned
Barbershop 27 β€” 23321 corridor Β· (757) 484-4048
β†’
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