ADVERTISING DISCLOSURE: BeforeInsuranceUSA.com is an informational directory, not an insurance agency or broker. We do not sell insurance or provide insurance advice. No agent-client relationship is created by using this site. No agent listed on this site has paid for, authorized, or approved their listing. This is an advertisement.
Compare business insurance agents in Winchester. Review contact information and insurance categorys before you decide.
20 agents listed
Updated May 2026
Winchester, VA
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Virginia before hiring.
Showing 20 business insurance agents in Winchester, VA
Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Blue Ridge Agents Insurance
141 W Boscawen St, Winchester, VA 22601
(540) 431-4373
blueridgeagents.com
Ryan Meyer - State Farm Insurance Agent
625 Millwood Ave #1, Winchester, VA 22601
(540) 869-0644
ryanmeyerinsurance.com
Creekside Insurance Advisors, Inc.
167 Creekside Ln, Winchester, VA 22602
(540) 722-2529
creeksideadvisors.net
Homestead Insurance Group
3113 Valley Ave #100, Winchester, VA 22601
(844) 359-5731
homesteadinsurancegroup.com
T D Clayton - State Farm Insurance Agent
158 Front Royal Pike #105, Winchester, VA 22602
(540) 665-1766
tdclayton.com
Lynne Rio Insurance Agency
226 S Loudoun St, Winchester, VA 22601
(540) 665-0086
rio-insurance.com
Kim Smith - State Farm Insurance Agent
136 Weems Ln, Winchester, VA 22601
(540) 662-5453
kimsmithinsurance.com
Walter & Walter Insurance Agency
3186 Valley Pike, Winchester, VA 22602
(540) 662-1212
walterandwalter.com
Marcy Obenchain Keller: Allstate Insurance
2270 Valor Dr Ste 106, Winchester, VA 22601
(540) 662-5622
agents.allstate.com
TWG Insurance
24 W Piccadilly St, Winchester, VA 22601
(540) 662-1828
twg-insurance.com
Peter Walther - State Farm Insurance Agent
4139 Valley Pike, Winchester, VA 22602
(540) 869-6001
winchesteragent.com
Mark Dunford Insurance Agency
3223 Valley Pike, Winchester, VA 22602
(540) 665-0911
dunfordinsurance.com
Les Veach - State Farm Insurance Agent
47 W Jubal Early Dr #140, Winchester, VA 22601
(540) 667-9900
veachinsurance.com
Wilkins Insurance Agency, Inc.
4125 Valley Pike, Winchester, VA 22602
(540) 667-6611
wilkinsinsuranceinc.com
HIS Insurance & Service, Inc.
2810 Valley Ave, Winchester, VA 22601
(540) 535-0200
his-insurance.com
Virginia Farm Bureau Insurance Company
125 Prosperity Dr, Winchester, VA 22602
(540) 869-8650
vafb.com
The Chad M. Lewis Insurance Agency
1000 Valley Ave #3, Winchester, VA 22601
(540) 313-9100
agency.nationwide.com
Insurance Center of Winchester
728 S Loudoun St, Winchester, VA 22601
(540) 667-0700
inscenterwin.com
FurSure Insurance CO.
609 Cedar Creek Grade, Winchester, VA 22601
(540) 212-6145
Pro Prime Insurance VA
230 Hope Dr, Winchester, VA 22601
(540) 662-3040
Business insurance agents in Winchester Virginia help local companies find coverage for property damage liability and workers compensation. Virginia law requires most employers to carry workers compensation insurance if they have more than two employees. An agent can review your specific risks and help you choose policies that meet state requirements.
What Does a Business Insurance Agent in Winchester Cost?
Typical costs for a small business insurance package in Virginia range from 500 to 3,000 dollars per year for general liability. Workers compensation costs vary by payroll and industry classification often starting at 1 dollar per 100 dollars of payroll. Commercial auto insurance adds 1,200 to 2,400 dollars per vehicle annually. These are general estimates and your actual cost will depend on your business type location claims history and coverage limits. This information is general and does not constitute insurance advice.
* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.
Frequently Asked Questions
What types of business insurance do Winchester agents offer?
Agents in Winchester offer general liability property insurance commercial auto workers compensation and professional liability. They can also provide specialized coverage for agriculture and manufacturing common in the Shenandoah Valley.
Is business insurance required by law in Virginia?
Virginia requires workers compensation insurance for most businesses with three or more employees. The state also requires commercial auto insurance for any vehicles used for business. Other types like general liability are not required by law but are often required by landlords or contracts.
How do I choose a business insurance agent in Winchester?
Look for an agent licensed in Virginia with experience in your industry. Ask about their access to multiple insurance carriers so they can compare options. Check their reviews and confirm they understand local risks like weather and traffic patterns in Winchester.
Free • No Obligation
Compare Business Insurance Agents
Get matched with agents in Winchester who handle your type of coverage.
Replace with iframe/embed code from your affiliate network
Affiliate Disclosure
The form above is provided by a third-party insurance marketing service. BeforeInsuranceUSA.com receives compensation when you submit a qualified inquiry. This is a free service with no obligation to hire any agent. Your information is collected and handled by the form provider according to their privacy policy.
Notice
BeforeInsuranceUSA.com is not an insurance agency, agent referral service, or insurance advice provider. No agent-client relationship is formed by submitting a form or using this site. We do not endorse, recommend, or vouch for the qualifications of any agent. Past results do not guarantee future outcomes. Each situation is different. Verify agent credentials with your state department of insurance before hiring.
About Our Listings
Agents listed on BeforeInsuranceUSA.com are compiled from publicly available directories, state department of insurance records, and business listings. Inclusion does not constitute endorsement. We do not verify agent licensing, disciplinary status, or qualifications. Verify each agent's current standing with the Department of Insurance of Virginia.