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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

The Ins and Outs of Contractor Insurance

Posted: June 4, 2025

Contractors work in high-risk environments where accidents, property damage, or unexpected delays can disrupt business operations at any time. Whether you’re an independent contractor, a general contractor, or run a contracting business, having the right insurance coverage makes it possible to protect yourself, your employees, and your clients.  Why Contractor Insurance is Key Contractor insurance provides financial protection in case of accidents, lawsuits, or property...

Top 5 Frequently Asked Questions About Business Insurance

Posted: June 4, 2025

Understanding business insurance is crucial to protect your company from unexpected risks. As a business owner, you may have questions about how business insurance works, what it covers, and which policies you need. To help clarify these points, here we answer the top five frequently asked questions about business insurance. What Types of Business Insurance Are Available? Several types of business insurance policies are available,...

​5 Most Common Insurance Claims and How to Avoid Them

Posted: June 2, 2025

June has arrived! This month is National Homeowners’ Month and National Safety Month. We celebrate both special recognitions by considering how homeowners can keep their properties safe and secure. Knowing the most common insurance claims can help you safeguard your property and avoid the risk of losses. Here are five prevalent homeowners' insurance claims and strategies to prevent them:​ 1. Water Damage Water damage is...

5 Things Business Owners Should Know About Insurance Limits and Deductibles

Posted: May 19, 2025

Building a business involves making countless vital decisions, including hiring the right team, buying the right software, and finding a suitable space. Understanding the basics of insurance coverage may be glossed over during day-to-day operations. Insurance is one of the behind-the-scenes essentials that can make or break financial stability when the unexpected occurs. It is vital that you fully understand Your policy limits and deductibles. ...

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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