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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

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Auto Insurance

Utilizing high deductibles on the physical damage coverages can help reduce premiums.
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Home Insurance

If you have tangible assets, you need the protection of a homeowners insurance policy.
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Business Insurance

As a business owner, you have enough on your mind without having to worry about your insurance needs.
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Recent News & Updates

Do You Need an Insurance Agent? 15 Signs It Might Be Time

Posted: June 4, 2026

Having a knowledgeable and responsive agent in your corner is critical to helping make sure your insurance keeps up with your unique life situations. They understand everyone has different insurance needs, which adds value to the human touch they offer. While buying insurance directly online can seem like a convenient way to obtain coverage, life’s realities can make the task more complex. Agents also understand...

5 Common Business Insurance Gaps

Posted: May 19, 2026

Many businesses carry insurance but still face coverage gaps when a claim arises. That usually does not mean the business had no insurance at all. It means the policy in place did not match the loss that occurred. A company may have general liability coverage but no protection for a professional mistake. It may insure a building but not carry enough coverage for storm damage,...

4 Ways Telematics Can Impact Car Insurance

Posted: May 16, 2026

Telematics is technology that tracks driving behavior via a mobile app, a plug-in device, or a built-in vehicle system. Insurance companies may use that data to better understand how a person drives in real-life conditions. Instead of solely factoring age, vehicle type, ZIP code, and claims history, some insurers also evaluate driving habits. That can create savings opportunities for some drivers, but it can also...

Do I Need Multi-State Car Insurance for Out-of-State Coverage?

Posted: May 11, 2026

In most cases, the answer to this question is “no.” However, some states may have different requirements for showing proof of insurance and different insurance requirements than what your policy provides. In those cases, as a nonresident, your policy will automatically be increased to meet the minimum amount and type of liability coverage required by that state’s law should you be in an accident. Blog...

Specializing In Erie Insurance

Erie Insurance has been helping customers since 1925 with their auto, home, business, and life insurance needs.
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