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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

Why Spring Is a Good Time to Renew Your Business Insurance

Posted: April 19, 2026

Many people view spring as a natural reset point for various industries as the weather warms and customer demand begins to increase. For business owners, this seasonal shift offers an ideal opportunity to align their insurance coverage with their current operational reality and future goals. Many companies undergo considerable changes during the winter months that are not always reflected in their existing policies or coverage...

Spring Insurance: 5 Tips for Seasonal Risks

Posted: April 16, 2026

The arrival of spring brings a welcome change in weather, but it also ushers in a unique variety of challenges for homeowners and drivers alike. This season is often characterized by erratic storms, high winds, and heavy rain that can test the durability of your property. Many people also begin planning home improvement projects or spring break travel during this time of year. Taking a...

What Should I Do After Witnessing a Car Accident?

Posted: April 7, 2026

Knowing what to do after witnessing a car accident can help keep you safe, assist the victims and provide an accurate account of the scene. The most important steps to take after you witness an accident include making sure it is safe to approach, lending assistance if possible and calling 911 to report what you saw. What should I do if I witness an accident?...

Insurance Tips for Your Landscaping Business

Posted: April 4, 2026

Landscaping businesses deal with unique challenges due to the industry’s seasonal nature and the physically demanding work crews perform every day. Your daily operations involve a high level of hands-on risk that could lead to substantial financial losses if you lack adequate protection. Your insurance portfolio must match both your property and liability exposures, so your company remains viable year-round. Developing a comprehensive risk management...

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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