Compare Car Insurance Providers in Chestertown, MD 21620

Looking for affordable car insurance in Chestertown, MD? This page features an organized local directory of independent agents, national carriers, and car insurance brokers that serve your area. Whether you're shopping for liability-only coverage, full coverage auto insurance, or high-risk SR-22 policies, this resource helps you explore local and national providers near you — all in one place.


Find Auto Insurance Services in Chestertown

Searching for the best car insurance in {City}? These top-rated auto insurers offer competitive rates, excellent customer service, and reliable coverage options to keep you protected on the road.

Hogans Agency Inc

220 High St, Chestertown, MD
Finance and Insurance

Camp Fairlee Manor

22242 Bay Shore Road, Chestertown, MD

Candy's Auto Rental

150 Flatland Road, Chestertown, MD
Real Estate and Rental and Leasing

Eastern Shore Family Footcare

970 Washington Avenue, Chestertown, MD
Health Care and Social Assistance

Debbie B Ramsey

205 Old Bridge Road, Chestertown, MD
Health Care and Social Assistance

State Farm Insurance

948 Washington Avenue Apartment 1, Chestertown, MD
Finance and Insurance

Bs Transport Inc

2316 Mcginnes Road, Chestertown, MD
Transportation and Warehousing

Psychotherapeutic Management Service

870 High St # 2, Chestertown, MD
Professional, Scientific, and Technical Services

Chesapeake Benefit Service

860 Washington Avenue, Chestertown, MD
Finance and Insurance

Hill Management CO Insurance

315 High St, Chestertown, MD
Finance and Insurance

Home Day Care

2430 Mcginnes Road, Chestertown, MD
Health Care and Social Assistance

Nevitte Ford Waterman

5 Schooner Way, Chestertown, MD
Retail Trade

Feaga Motorworks LLC

6305 Church Hill Road, Chestertown, MD
Other Services (except Public Administration)

Anthony Anne

109 East St, Chestertown, MD
Finance and Insurance

Potts & Son Inc

7559 Quaker Neck Road, Chestertown, MD
Administrative and Support and Waste Management and Remediation Services

Small World Day Care Center

855 High St, Chestertown, MD
Health Care and Social Assistance

Sonnies Child Care

105 Hynson Road, Chestertown, MD
Health Care and Social Assistance

Summer Pyrotechnic Seminars

100 Talbot Boulevard, Chestertown, MD
Health Care and Social Assistance

The Chestertown Spy Limited Liability Company

210 Calvert St, Chestertown, MD
Finance and Insurance

Gummie Bear Daycare

323 Round Top Road, Chestertown, MD
Health Care and Social Assistance

Harry J Morris Insurance Agency

854 High St, Chestertown, MD
Finance and Insurance

Libbys Daycare

546 Fey Road, Chestertown, MD
Health Care and Social Assistance

Collier Virginia U MD

5306 Johnsontown Road, Chestertown, MD
Health Care and Social Assistance

Usilton Paintin N Floor Sandin

22494 Tolchester Beach Road, Chestertown, MD
Retail Trade

N B Goss Associates

866 Washington Avenue, Chestertown, MD
Finance and Insurance
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Disclaimer: This directory is for informational use only. We do not verify, recommend, or endorse any insurance agent or company listed. Always perform independent research before selecting a provider.


Find Auto Insurance Services in Chestertown

Explore a variety of auto insurance coverage options offered by local agents and companies in Chestertown:

  • Liability-Only Insurance

  • Full Coverage Insurance

  • Collision & Comprehensive Coverage

  • Uninsured Motorist Coverage

  • SR-22 & High-Risk Auto Insurance

  • Teen & New Driver Insurance

  • Commercial Vehicle Insurance

  • Ride-Share Driver Insurance (Uber/Lyft)

  • Classic Car Insurance

  • Pay-Per-Mile and Usage-Based Policies


Top Search Queries Related to Car Insurance in Chestertown, MD

This page is optimized to serve the most commonly searched terms, including:

  • “Cheap car insurance in Chestertown”

  • “Best auto insurance rates near me”

  • “Compare car insurance quotes 21620”

  • “SR-22 insurance in MD”

  • “No down payment car insurance Chestertown”

  • “Car insurance for teens and students”

  • “Affordable full coverage auto insurance MD”

By matching user intent, we help connect you with local resources and insurers that may offer personalized quotes based on your situation.


Common Car Insurance Coverages Explained

Liability-Only Insurance

Meets the minimum legal requirement in most states. Covers bodily injury and property damage caused to others when you’re at fault.

Popular Search Phrases:
“Minimum liability auto insurance Chestertown”
“State required car insurance MD”


Full Coverage Car Insurance

Includes liability, collision, and comprehensive coverage. This is often required if you finance or lease your car.

Search Terms to Rank:
“Cheap full coverage insurance near me”
“Best car insurance with accident protection”


High-Risk & SR-22 Insurance

If you have a DUI, accident history, or lapse in coverage, some insurers in Chestertown may file SR-22 forms or offer non-standard auto insurance.

Queries It Matches:
“SR-22 car insurance MD”
“Insurance after DUI in Chestertown”


Insurance for Teens, Students, and New Drivers

Many providers offer discounts for good grades, safe driving, and defensive driving courses — especially useful for younger drivers.

Common Searches:
“Cheap car insurance for teens in Chestertown”
“Auto insurance for student drivers”


Ride-Share & Delivery Driver Insurance

Drivers for apps like Uber, Lyft, DoorDash, or Instacart need hybrid commercial/personal policies or gap coverage.

Popular Terms:
“Uber driver car insurance Chestertown”
“Delivery insurance policy options”


What Affects Car Insurance Rates in Chestertown, MD?

Car insurance quotes vary widely depending on:

  • Your driving record

  • Vehicle type and value

  • ZIP code and crime rate

  • Age, gender, and marital status

  • Credit history (in most states)

  • Annual mileage

  • Past claims or gaps in coverage

Use this directory to compare offers and speak directly to providers who understand local market rates and laws in MD.


Why Use This Auto Insurance Directory in Chestertown?

  • Neutral Listings: We don’t promote any specific insurer or broker.

  • Optimized for Local Search: Built around high-volume search terms in the car insurance niche.

  • Simple to Use: Browse, compare, and connect without needing to enter personal details.

  • Broad Coverage: Includes national brands and independent local agents.

Whether you need budget-friendly liability coverage or full coverage with roadside assistance, this page connects you to trusted sources serving the Chestertown area.


Compare Car Insurance Quotes in Chestertown, MD Today

Finding the right car insurance can help protect your finances, your vehicle, and your legal standing. Use the listings below to connect with licensed car insurance agents and companies in Chestertown. Many offer free quotes, policy comparisons, and help finding discounts you might qualify for.