(540) 667-6611 or (540) 450-0642 info@wilkinsinsuranceinc.com


Wilkins Insurance Agency’s agents have been providing home and life insurance along with business and auto insurance products to the Shenandoah Valley since 1972.
A second generation family owned business the agency has been operated by Brian Wilkins since 2012. Conveniently located on Rt. 11 South in Winchester, we offer easy access for the surrounding communities of Frederick, Clarke, Warren & Shenandoah counties in Virginia as well as West Virginia and Maryland.
As licensed agents representing Erie Insurance Group, Progressive, Foremost, Northern Neck, and multiple other companies, we offer a wide range of auto insurance, home insurance, life insurance and business products to meet your specific requirements. Whether you are new to the insurance market or are simply looking to review your current insurance package, our friendly and knowledgeable staff is willing to assist you. We invite you to call, E-mail or stop by our office for a personal no obligation quote. 
Our agency’s goal is to give every client the quality life insurance products they require, while providing them with the comprehensive, personal service they deserve. While the latest technology drives our agency operations and our insurance processes, good, ole fashioned customer service is our trademark. On-line and phone services are readily available to accommodate the needs of our busy customers, but we still enjoy the chance to meet with you personally and talk face-to-face.
Wilkins Insurance Agency, Inc. is licensed to conduct business in Virginia, West Virginia and Maryland. The information on this site is a solicitation to conduct business only in the aforementioned states of authority.


Brian Wilkins is the agency Owner and Principal Agent of Wilkins Insurance Agency. Brian started in the Agency in 1999, following in his father’s footsteps, and specializing in Personal, Commercial, and Life Insurance Sales as well as managing and overseeing the day to day operations of the agency. His infectious smile warmly welcomes our clients into the Wilkins family. Born and raised in Winchester VA, he graduated and played soccer for James Wood High School and Ferrum College. Brian currently coaches soccer with the Blue Ridge Youth Soccer Association. He is also on the Board for the Youth Development Center and volunteers and supports as much as possible with other local non-profits.  When not parenting his 3 sons, coaching, volunteering, networking, or working in the agency, he enjoys the outdoors, being an avid hunter and outdoorsman. brian@wilkinsinsuranceinc.com



Lora Anderson is the hard-working engine to our train here at Wilkins’. In addition to being the Office Manager, she also specializes in Personal and Commercial Insurance since 1977 and with our agency for 40 years! She keeps everything moving smoothly here while multi-tasking with her numerous hats she wears every day. Lora is a native to the Winchester area, John Handley HS graduate, and loves spending time with her nieces, nephew as well as great nieces and great nephews in Ohio. She also enjoys spending time with friends, her spoiled kitties and reading/crafting. Should you have any questions or need a quote from Lora, give her a call at 540.667.6611. lora@wilkinsinsuranceinc.com



Wilkins’ Commercial Line Specialist is Anna Carpenter, a 10-year employee and integral part of this agency. Also licensed in Property & Casualty and Life insurance, Anna has a special bond with all of her policy holders as they always ask for her by name. When not working closely on Workers Comp, Business Auto, or General Liability policies, Anna loves hanging with her husband of 3 years, Phil, friends and family, being outside hiking and walking on those nice days, has a lazy dog named Kaiah, and loves her coffee. Should you have any questions or need a commercial quote from Anna, give her a call at 540.667.6611.



Please meet one of our Agents, Tammy Monk. Tammy specializes in Personal and Life insurance, as well as Medicare Supplements. She will be going on 4 years with Wilkins Insurance Agency and is a real asset to the team. When not assisting current policy holders as well as new clients, Tammy is a native to the Winchester area, married her high-school sweetheart (awe), and is the proud Mother to their 2 grown and handsome sons. She also enjoys traveling abroad, going to the movies, and spending her free time with family and friends. Should you have any questions or need a quote from Tammy, give her a call at 540.667.6611. tammy@wilkinsinsuranceinc.com



Jack Drumheller, Commercial Insurance Advisor and Producer, has a strong belief in this industry of helping others by first taking time to understand each individual business and then working with their specific risks and goals to customize a plan that will ensure their assets are properly protected for the best possible price. Jack was born and raised in Winchester and is a graduate of John Handley HS and James Madison University. He is active in the community including the Rotary Club of Frederick County and the Chamber of Commerce, also enjoys golfing, exercising along with weight training, as well as traveling. Should you have any questions, to make an appointment, or need additional information from Jack, give him a call at 540.667.6611. jack@wilkinsinsuranceinc.com



Christine Hoover, one of our highly skilled Agents, has been with Wilkins Insurance Agency for 3 years and counting. Specializing in Property & Casualty, Life and Medicare, Chris prides herself on her teamwork around the office. On days that Chris is not keeping up with maintaining policy retention rates and writing new policies, she enjoys adventuring out with her husband and best friend of 35 years, traveling to Texas to see her amazing daughter, visiting the mountains or beach, and relaxing at home with their rotten cat, Avery. Should you have any questions or need a quote from Christine, give her a call at 540.667.6611.



As one of the newest addition to the Wilkins team, Jaime Stahl has just celebrated her 1-year anniversary as a Property & Casualty Agent, as well as the front-line Customer Service Representative, always answering phone calls and greeting clients with a smile. Jaime brings a vitality to the office atmosphere with her caring nature and client relations background. In her free time, she like to spend time with her best friend and husband along with her 2 children, as well as volunteering for the Frederick County American Little League as a Board Member and Coach. She also likes to restore furniture, be with friends, craft and read. Should you have any questions or need a quote from Jaime, give her a call at 540.667.6611. jaime@wilkinsinsuranceinc.com




Josh Riggleman, the newest team member of Wilkins Insurance Agency, has been in sales over 10 years, bringing a vast and knowledgeable sales experience with him. Specializing in Personal and Commercial insurance sales, Josh is a go getter and understands the value of listening to the Customer to provide the utmost solution to their needs. A graduate of Sherando High School, Josh has been married to his high school sweetheart for 17 years and blessed with 2 sons. In his spare time, Josh is an overall outdoorsman, enjoying golf, especially, as well as fishing and hunting. Should you have any questions or need a commercial quote from Josh, give him a call at 540.667.6611. josh@wilkinsinsuranceinc.com


Peggy Anderson, our part-time File Clerk, keep us organized and running smoothly with her expert organizational skills. Peggy bring jokes and laughter to the office all while working diligently to allow the rest of the crew to quickly grab paperwork or files as needed. Peggy enjoys playing games with friends, walking, her McDonald’s coffee in the morning, and loves visiting her grandchildren and great-grandchildren in Ohio.