Skip to the content

Simpson's Olde Towne Insurance - Insuring All of Maryland, DC, and Virginia.

Simpson's Olde Towne Insurance is located in La Plata and provides auto, home, life, and business to Maryland, DC, and Virginia.

Simpson’s Olde Towne Insurance has over 50 years of experience in the insurance industry and takes pride in serving its Southern Maryland roots. Our agents are licensed in Maryland, DC, and Virginia and are ready to provide you with professional, friendly, and courteous service.

We offer personal insurance, business insurance, and life insurance products from a variety of reputable insurance companies to ensure we provide you the product that best fits your needs at the most affordable price. If you are ready to save some money on your insurance give us a call or stop in and see us. We are located on Route 301 just two miles south of La Plata. We look forward to serving you!

Gary M. Simpson and Chris Simpson
Chris Simpson & Gary M. Simpson
Principal Agents

Read what satisfied customers have said about Simpson's Olde Towne Insurance.

See All Reviews
See All Reviews

Get Your Free Quote

  • This field is for validation purposes and should be left unchanged.

Auto Insurance

Utilizing high deductibles on the physical damage coverages can help reduce premiums.
Get Coverage

Home Insurance

If you have tangible assets, you need the protection of a homeowners insurance policy.
Get Coverage

Business Insurance

As a business owner, you have enough on your mind without having to worry about your insurance needs.
Get Coverage

Recent News & Updates

​What to Do After a Hit and Run​

Posted: August 4, 2026

Getting in a car accident is enough to ruin anyone's day. But if you’re involved in a hit-and-run, the experience can be especially disorienting. You realize that your vehicle’s been hit and before you can step out to get the other driver’s information, their car is taking off into the distance. As overwhelming as the experience can be, how you react next can play an...

When Should I Call My Insurance Agent?

Posted: August 4, 2026

An insurance agent isn’t just someone who can sell you a policy. Whether you have a question about your coverage, need to file a claim or change your policy, your agent can provide insurance solutions to a seemingly countless number of issues you might run into. And the conversations you have with your agent can help provide protection from the unknown and greater peace of...

General Liability Insurance 101: A Foundation for Every Small Business

Posted: August 4, 2026

If you own a small business, you've likely heard that general liability insurance is something you should have. But what exactly does it cover, and why is it considered such an important part of a business insurance plan? General liability insurance—sometimes called GL insurance or commercial general liability—is one of the most fundamental types of coverage available to businesses of all sizes. Understanding how it...

Back-to-School Season: Does Your Auto Insurance Cover a Teen Driver?

Posted: August 1, 2026

Every August, millions of families prepare for back-to-school, and for households with a newly licensed teen, that checklist includes an important question: Is your auto insurance ready? Adding a teenager to your auto insurance policy is one of the most significant coverage changes a family can make. Teen drivers are statistically among the highest-risk drivers on the road, which affects both your coverage needs and...

Specializing In Erie Insurance

Erie Insurance has been helping customers since 1925 with their auto, home, business, and life insurance needs.
Click here to get an auto insurance quote with Erie Insurance "ERIE Auto Insurance Quote" (opens in new tab)
Click here to pay your Erie Insurance bill "ERIE Pay Your Bill" (opens in new tab)
Click here to use the Erie Insurance Life Insurance Calculator "ERIE Life Insurance Calculator" (opens in new tab)

teenSMART® safety training that pays off

Smarter driving skills today can mean savings tomorrow.

Get Started