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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

4 Reasons to Purchase Business Interruption Insurance

Posted: December 4, 2025

The Need for Revenue Doesn’t Pause When You Can’t Do Business Business interruption (BI) insurance replaces lost income when a covered peril forces you to slow or stop operations. Typical triggers include fire, wind, or water damage that makes your premises unsafe or unusable, or a direct physical loss to key equipment that halts production.  Property insurance pays to repair buildings and equipment; BI covers...

A Guide to Winterizing Your Home

Posted: December 2, 2025

Drafts, Doors, and Dollars To winterize your home, start with the biggest leaks, such as attic hatches, exterior doors, baseboards, and windows. Add adhesive weatherstripping to door jambs and sweeps to the bottom edge; use silicone caulk around window and door casings, plumbing penetrations, and where siding meets the foundation. Do a simple smoke-pencil test: on a windy day, turn on kitchen/bath fans, then move...

Your Business Insurance Policy Checklist

Posted: November 19, 2025

As your business evolves over time, so should your insurance protection. Staying proactive with insurance coverage can mean the difference between a minor setback and a major financial loss. Schedule regular interviews with our experienced agent to help ensure your policies reflect your current operations, assets, and risks. Use the following checklist to evaluate your current policies and identify any gaps in protection. General Liability...

Preventing a Home Insurance Claim from Getting Denied

Posted: November 16, 2025

Home insurance offers peace of mind in case of unexpected damage or loss, but that protection only applies if your claim is approved. Many homeowners are surprised to learn their claims are denied for reasons that are often preventable. Knowing how to avoid the pitfalls can help ensure your homeowners' policy works for you when you need it most. Common Reasons for Claim Denials After...

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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