Maryland Business Insurance
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We Know How to Help Protect Maryland Businesses
Maryland’s strategic location, robust infrastructure, and highly educated workforce make it an ideal place to start a business. From business license requirements to workers’ compensation regulations, we can offer local and statewide expertise and guidance to help you insure your new business and continue protecting it as it grows.
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Policies for businesses in Maryland
Types of businesses we protect in Maryland
More than 700 Maryland small businesses are insured by Simply Business
Recommended Policies for Maryland Small Businesses
Maryland business owners often consider these types of coverage.
General Liability Insurance in Maryland
A foundational coverage to cover risks that most Maryland businesses may face. It also may be required for many leases.
Median cost in Maryland
From
$37
.00
/ month**
Helps Cover
Third-party bodily injury
Third-party property damage
Personal and advertising injury
Workers’ Compensation Insurance in Maryland
Coverage to help take care of employees who become sick or get injured on the job. Most Maryland businesses with 1 or more employees are required to have workers’ compensation coverage. It also can benefit business owners who don’t have employees.
Median cost in Maryland
From
$94
.00
/ month**
Helps Cover
Medical payments
Lost wages
Rehabilitation expenses
Professional Liability Insurance in Maryland
Also known as Errors and Omissions insurance, this policy is often recommended for businesses that provide advice and guidance to their clients. It also can cover errors that result in unsatisfactory finished work.
Median cost in Maryland
From
$51
.00
/ month**
Helps Cover
Negligence or alleged negligence
Legal defense costs
Claims involving libel and/or slander
Cyber Insurance in Maryland
Cyber insurance — also known as cyber liability insurance — covers the costs of claims associated with stolen customer data, cyberattacks, breaches, and fraud.
Median cost in Maryland
From
$21
.00
/ month**
Helps Cover
Crisis management
Forensic and legal fees
Fraud response
Extortion loss
Public relations costs
Inland Marine Insurance in Maryland
Also known as “tools and equipment coverage” because it can help cover costs if your business property or equipment is damaged or stolen. That means you might not have to pay out-of-pocket to repair or replace your property and can get back to work quickly.
Median cost in Maryland
From
$21
.00
/ month**
Helps Cover
Tools and equipment
Laptops and electronics
Party and special event equipment
Business Owners’ Policy (BOP) Insurance Owner’s Policy
General liability, property insurance, and more all in one package. It can be a convenient, flexible, and more affordable solution for small business owners who don’t have a lot of time to search for different coverages, prices, and providers.
Median cost in Maryland
From
$62
.00
/ month**
Helps Cover
Third-party injuries and property damage
Business property damage
The Small Businesses We Help Protect in Maryland
Top Small Businesses in Maryland
General Contractor
From National Harbor’s high-rise hotels to mixed-use builds in Bethesda’s booming tech corridor, general contractors are driving Maryland’s next growth spurt. Urban job-site congestion, layered permitting rules, and the occasional Nor’easter all raise the stakes — and the liability. We back your crews and timelines with coverage built to match the scale and pace of your projects.
Handyman
Historic rowhouses in Baltimore’s Federal Hill, weekend cabins along Deep Creek Lake, battered decks on the Chesapeake — Maryland handymen tackle it all. But a dropped drill, cracked window, or stolen gear on the go can turn a quick fix into a costly claim. Our coverage keeps your punch-list moving, so you can keep homes shipshape without the surprise setbacks.
Janitorial Services
Long before commuters arrive, cleaning crews are polishing state offices in Annapolis, biotech labs in Rockville, and waterfront restaurants in Ocean City. Night shifts can mean slick floors, chemical mishaps, and equipment that can vanish between clock-ins. Count on us to sweep away those risks, so that every space you touch moves from grime to gleam.
We insure 400+ types of business.
Handyperson From $41.67/month*
General contractorFrom $68.75/month*
Janitorial Services From $29.17/month*
Remodeling From $56.18/month*
Housekeeping From $20.83/month*
E-commerce & online retailers From $21.58/month*
Craft vendorFrom $17.08/month*
Helpful Insights from Our Maryland Research Team
At the state level, typically, workers’ comp and commercial auto insurance are mandated by law. However, there may be different requirements in the county, city, or town where you operate.
Even if you win a lawsuit, defending yourself can be expensive. A small business in Frederick could claim your IT setup led to lost sales, or a videographer in Towson might face claims that key shots from a milestone event were missed. Legal costs and time away from work can add up fast — even when you’ve done nothing wrong.
Comparing quotes and coverages can save you money, but it typically can cost you time. We’ve designed a fast and easy online compare-and-save tool for Maryland business owners. No multiple forms to complete. No high-pressure sales calls. See recommendations in minutes and get covered for most policies the same day.
Two ways to lower your premium are opting for lower coverage limits or higher deductibles. Policies that bundle coverages, such as a business owner’s policy, also can save you money over buying separate policies.
We have more ways to help save on your Maryland business insurance in this helpful guide.
Our team of licensed agents can answer Maryland insurance questions, explain coverages, and help you choose what you need. They’re available Monday-Friday: 8 a.m.-8 p.m., ET.
Maryland Business Express
Your official one-stop portal for registering your business, applying for licenses, and handling state tax accounts — all in one place.
Maryland Small Business Development Center (SBDC)
Get free one-on-one business advice, training, and tools to help with planning, marketing, and funding your business whether you’re just starting out or ready to grow.
Maryland Small Business Development Financing Authority (MSBDFA)
Designed for entrepreneurs who may not qualify for traditional loans, MSBDFA offers financing, bonding, and investment support to help small businesses succeed.
Office of Small Business Regulatory Assistance (OSBRA)
OSBRA helps small businesses navigate licensing, compliance, and employment regulations, and connects you to state resources that can make running your business easier.
How Much Does Maryland Small Business Insurance Cost?
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Business insurance —
a quick explainer
Learn more about policies for small businesses, what they cover, why you might need them, and how we can help – all in just 60 seconds.
Business insurance is often made up of different types of policies to cover different things, similar to how your health insurance can be made up of medical dental and vision coverage. Here are some of the ones small business owners need. General liability is kind of the Swiss army knife of insurance. It can do a lot, like help handle costs from third party accidents, property damage, bodily injury, and more. Nobody’s perfect, right? That’s what professional liability is for. It could come in handy in the event of honest mistakes or claims of negligence. Workers’ comp can protect your business and help take care of employees who get sick or injured on the job. Small businesses are big targets for cyber criminals. Cyber Insurance can help cover costs associated with stolen customer data, cyber attacks, breaches, and fraud. BOP or a business owners policy combines different types of coverages like general liability and commercial property insurance. Putting them together for you is where we come in. You tell us a bit about your business online or on the phone, and we customize the coverage options for what you do and what you need. It’s your business, it should be your insurance as well. That’s why we’re here.
01
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02
Compare
Get customized coverage options and quotes from top-rated small business insurers.
03
Save
Choose among affordable policies, many with savings up to 20% and monthly payment options.‡
04
Relax
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Our +1 million customers are big fans. And you will be too.
I went online, looked around, and found Simply Business. The process was so seamless. I got my certificate within minutes. It was just phenomenal.
Karen
Owner of Tangaza Bath & Body Studio LLC
With Simply Business I know I can look at different carriers, but also see all my stuff in the same place… a lot of [insurance] providers don’t offer a variety of coverage, all in one place.
Jef
Owner of Bunker83 LLC
It wasn’t overwhelming to figure out what was covered and what wasn’t covered. And the cost was competitive.
Kim
Owner of Room to Breathe Professional Organizing
Feel confident in your choice.
We partner with a range of top-rated carriers and use smart technology to match you with policies that fit your specific business, your risks, and budget.
400+
business types covered
1M+
customers worldwide
18
top-rated carriers
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*The displayed price for each product is a monthly estimate calculated from the 10th percentile of relevant policies sold by Simply Business (e.g., General Liability data is used for General Liability estimates). This estimate uses data from relevant policy sales between July–December 2025. Final price and payment terms, which may include an initial down payment, are subject to change based on your state, selected insurance provider, and specific business details.
**Data from Simply Business customers in Maryland who purchased the identified type of policy from July 1, 2024 through December 31, 2024. Actual prices, costs, premiums, and savings, and the availability of coverage may vary by state, insurance provider, and the nature of your business.
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