Skip to main content

Customized Insurance Solutions

We tailor insurance solutions for both personal and business needs, so you can protect what matters most.

PersonalBusinessEmployee Benefits
We Truly Believe We Have Something Special To Offer You

TWG Insurance

Reliable and Dedicated Service
Personal attention
High-level service

Here at TWG Insurance, we are committed to being your trusted advisor to provide protection, competitive prices, and personalized service. And with a focus on respect, you can trust us to always work with your best interests when serving your insurance needs.

Established in 2002, we have the backing of highly qualified insurance professionals with over 350 years of combined experience. We also work with some of the top insurance companies in the industry. That means no matter what your situation is, we work to meet and exceed all expectations to ensure your satisfaction.

We truly believe that having the right insurance coverage, you can best protect your life and your business. That’s why we are dedicated to providing the highest quality customer service and customized coverage that works best for you. Contact us today to get the help you need from an advisor you can trust.

Affiliation - Big I Best Practices Agency 2022

Our Core Insurance Services

The Solution To Your Insurance Needs

Providing a variety of business insurance, personal insurance, and employee benefits solutions is what TWG Insurance does best.

Business Insurance

Coverage and risk management solutions for companies of all sizes.

Personal Insurance

Trusted insurance solutions to protect what matters most.

Employee Benefits

Coverage that can help attract, retain, and protect your team.

Life Insurance

The biggest investment you can make in your loved ones’ security.

Surety Bonds

Guarantee that a large investment in a project is not lost.

Cyber Insurance

Protecting your business against the expenses associated with a data breach.

Our Clients Trust Us

Check out our reviews and see why you should switch to TWG Insurance.

Read More Reviews
Real clients. Real reviews. Real coverage.

“We have been clients of TWG Insurance for a long time. They have always been very professional and have taken care of us with our personal and business needs.”

– Kevin Dean
TWG Insurance Difference

The Advantage of an Independent Agency Working for You

We represent multiple insurance companies.

We are licensed insurance advisors.

We are by your side every step of the way.

We offer a wide variety of insurance solutions.

We strive to support you in your time of need.

Find Out How
Community Focused

We are proud to contribute to our communities by volunteering, serving, and donating to make positive change.

Clients Come First

We are dedicated to providing the highest level of customer service and personal attention.

Experienced Agents

With 350 years of combined insurance experience, we are here to help you get the right coverage.

Interactive Graphic

Click it. Read it. Cover it.

Get a glimpse of the risks you face and how your insurance can protect what matters most.

Providing for Your Family
Risk Factor

Raising a child can be a rewarding life experience, but it is also very expensive. It costs hundreds of thousands of dollars to raise a child to age 18, with college tuition, fees, room, and board resulting in another potentially enormous expense. If you were to die tomorrow, would funds be available to provide for food, clothing, day care, and educational expenses for your child?


Having life insurance could secure the future for your children if you have an untimely death. With a life insurance policy, there could be enough income to help pay for everything your child might need while growing up.

Mortgage Payments
Risk Factor

After your death, any outstanding debt and financial obligations do not disappear. Your home is probably the costliest and most significant property you own. A mortgage payment is a large burden for a spouse or partner to carry.


A life insurance policy would allow your spouse or children to pay off your outstanding debts and spare them the stress of making monthly payments on the home.

Auto Payments
Risk Factor

Many families lease or finance their automobiles these days. If the primary earner in the family were to die, the family could be left with outstanding car payments for years to come.


A life insurance policy would allow your spouse or children to pay off your outstanding debts and spare them the stress of making monthly payments on your car(s).

Funeral Costs
Risk Factor

An average funeral can cost tens of thousands of dollars, and that's without unnecessary options or luxurious services. A death in the family is stressful enough; why add the hefty bill of a funeral to that stress?


A life insurance policy can easily cover the cost of a funeral. Your family will be able to think of you and have peace of mind without being burdened by funeral costs.

Protecting Your Retirement Savings
Risk Factor

Once you retire, you will be living off social security, and if you are lucky to have them, a pension or retirement fund, too. But what if the surviving spouse has been relying on you to fund retirement for the couple? Premature death of an earner can affect sources of retirement benefits such as Social Security.


Life insurance can help support a surviving spouse during their retirement.

Protecting Your Small Business
Risk Factor

If you passed away, would your business suffer? There are many complications and financial issues that can arise due to the death of a business owner. Many people overlook this predicament.


A life insurance policy can keep a business moving along even during tough times, such as the loss of the business owner/partner. Key person life insurance is payable to the company and provides money for training and hiring of a new employee. A buy-sell agreement, funded by life insurance, allows the other partners in the business to buy the deceased’s share of the business, which will provide money for his or her family.

Spousal Support / Income Replacement
Risk Factor

Many people mistakenly think that they don’t need life insurance if they don’t have children or if their children are grown. However, your financial responsibilities fall to your family when you are gone.


Life insurance can replace the income you would usually bring in and help support your spouse or adult children, ensuring your loved ones are able to maintain the lifestyle they're accustomed to.

Life Insurance 101

Make sure you cover the unique risks you face with life insurance.

  • Click on the hotspots.
  • Discover your risks.
  • Get the right coverage.
Not what you’re looking for?

Find even more interactive graphics for cyber insurance and farm insurance.

TWG Insurance - Logo 800 - Updated

Manage Your Account Now

How can TWG Insurance help?

Report a Claim

Get support in filing your claim.

Pay Bill

Make payments securely online.

Mineral Login

Prepare for and manage your day-to-day people risks.

BerniePortal Login

The HR software solution for building a business and managing employees.

Auto ID Card

Lose your card? Get a new one.

Request Certificate

Get proof of your insurance quickly.

Policy Change

Fine tune your policy options.

Policy Review

Compare your coverage with your current needs.

24/7 Client Center

  Contact TWG Insurance

As an independent agency, we are here to help you find the right coverage.

  • This field is for validation purposes and should be left unchanged.

Winchester, VA

24 W Piccadilly Street
Winchester, VA 22601

Located in Winchester, VA, we are proud to serve clients in the Shenandoah Valley, as well throughout Virginia, Maryland, West Virginia, and Washington DC.

Contact Us