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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 Commercial Auto Insurance

Posted: January 4, 2026

What Every Business Owner Should Know Modern businesses are always on the move. Delivery vans drop off products, service trucks head to job sites, and sales reps crisscross town to meet clients. Any time a vehicle is used for business, your company faces risks that a personal auto policy may not fully cover. Commercial auto insurance is designed to handle those business exposures. What Counts...

Your New Year’s Insurance Checklist

Posted: January 1, 2026

A new calendar year is a natural reset. Over the past 12 months, you may have moved, bought a car, started a home-based business, gotten married, or welcomed a new baby. Those milestones change more than your social media feed; they also change the protection you need. A quick insurance checkup in January can help keep your household on track and your budget under control....

What’s the Difference Between General and Professional Liability Insurance?

Posted: December 19, 2025

General liability (GL) addresses bodily injury, property damage, and specific personal or advertising injuries arising from your premises, operations, products, or marketing. Professional liability (PL), or errors and omissions, addresses financial loss resulting from negligent advice, design, or services. Many businesses need both because a single project can involve physical hazards and professional decisions. General Liability in the Wild GL responds to everyday hazards that...

How to Prepare for a Winter Road Trip

Posted: December 16, 2025

Plan Your Route Like a Pro: Weather, Detours, and “Plan B” Check official state DOT and highway apps for live road conditions, closures, and chain controls before you leave and at each fuel stop. Pair those with a forecast tool that shows hour-by-hour precipitation and wind along your route so you can shift departure by a few hours if a front is moving through.  Build...

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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