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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

Boat, RV, and ATV Insurance: What Recreational Vehicle Owners Need to Know

Posted: August 16, 2026

Summer is peak season for recreational vehicles. Whether you're out on the water with a boat, exploring the country in an RV, or hitting a trail on an ATV, August brings some of the highest usage of the year for these vehicles, and that makes it a great time to make sure your insurance coverage is in order. Many people assume their standard auto or...

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Posted: August 10, 2026

Cybersecurity training doesn’t have to be complicated. If you run a small business, your employees don’t need to become IT experts—and neither do you. They just need to recognize common scams and know what to do when something doesn’t look right. Simple cybersecurity training can focus on everyday tasks like: Opening emails Handling payments Responding to vendors Opening links in text messages Protecting customer information...

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Posted: August 10, 2026

Every business has that one process no one questions. Maybe it’s the filing cabinet that’s been the “system” for 20 years. The machine that’s held together by duct tape and luck. The employee who knows exactly how everything works but has never written any of it down. After all, it’s worked this long, why change it? The reality is that some of the biggest operational...

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...

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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