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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

When Should Small Business Owners Switch Insurance Companies?

Posted: April 19, 2025

Managing a small business comes with endless challenges—and great rewards. One of the main issues is keeping your overhead as low as possible. The cost of your business insurance should be reviewed yearly—savings could be possible. If you’ve been with the same insurance provider for years, you might assume you’re getting the best deal—but are you? Switching insurance companies can improve coverage, lower costs, and...

The Hidden Costs of Skipping Insurance

Posted: April 16, 2025

This April is the 22nd anniversary of Financial Literacy Month, a time that inspires us to secure our future with sound financial planning, budgeting, saving, and investing. It’s an excellent opportunity to improve your financial education and be more secure in your goals. For example, many people are unaware of the hidden costs of skipping insurance, making them financially vulnerable. Why Consider the Cost of...

6 Reasons Why Water Heaters Fail

Posted: April 8, 2025

It’s no fun going without hot water. That’s especially true when the seasons change and temperatures take a dip. But like nearly every otherappliance in your house, water heaters fail. And that can lead to cold showers — or even worse, a water leak. Here are 6 telltale signs you have a failing water heater: You only have cold water. Your water gets warm, but never hot....

The Beginner’s Guide to Short-Term Rentals

Posted: April 7, 2025

From a stylish urban loft to a cozy country cottage… booking a short-term stay is a hot trend (and a great way to travel like a local.) Maybe you’ve considered becoming a host yourself. If so, you’ve probably wondered: Is it safe? Can I actually make money doing this? What amenities should I offer my guests? Good news: You’re asking all the right questions. Whether...

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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