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Are You Insured?

So much of the future is out of our control. Your insurance is not. Take charge of your future. Leave nothing to chance.

Make Ashland Insurance your full-time Agency in helping you protect what matters most. Your home, your business, your life, your income, your retirement, your car, your health, your family’s health, and everything else you hold near and dear.

Ashland Insurance is a full-service Insurance agency offering both Personal and Commercial Insurance coverage. We offer various coverage options personal and commercial big and small.

We’re veteran and locally owned and community invested since 1981.

We’re Ashland Insurance and when disaster strikes, we will have your back. Call today for your free comprehensive insurance consultation: 541-482-0831 or 541-857-0679

Ashland Insurance is Committed to Community

We’re your neighbors, helping you protect what you love.

When Ashland Insurance was founded in Ashland, Oregon, in 1981, the Wilsons knew that connecting with their friends and neighbors would be the best way to grow their small-town insurance business. Nearly four decades later, their legacy continues—we’re still locally owned, and we’re invested in our community and committed to making a positive impact.

Community Organizations We Support

When life doesn’t go as planned, we’re here for you. Our customized personal, business, retirement planning, health, and life insurance coverage keeps you protected.

We build long-term relationships with our clients. Whether you’re seeking medical, home, or auto insurance coverages for the family, a business policy to secure your assets, or researching life insurance to match your financial goals, we’re here to make the process painless. We represent over 200 companies.

Superior Customer Service
It's more than just a slogan, it’s our promise.

Ashland Insurance Services

Personal Insurance

Personal insurance coverages protect your most valuable assets—your home, your vehicles, and most importantly, your income.

Business Insurance

Businesses need a wide variety of insurance coverages. Almost every business requires property insurance to protect its assets.

Health Insurance

The Affordable Care Act health insurance reform law requires most people, including children, to have health coverages or pay a penalty.

Retirement & Life Insurance

Develop your retirement plan strategy, and keep your heirs' interests at heart.

personal insurance


Business insurance


Health and Life insurance

Health & Life

Pet insurance


Current Information

Agent Spotlight: Shashi Penn

There really is something special about a community filled with members that step up and out to help those around them.  Jean Vanier said it himself, “One of the marvelous things about community is that it enables us to welcome and help people in a way we couldn’t as individuals.” In knowing Ashland Insurance, you […]

Parking Lot Safety: Ensuring Security and Peace of Mind

Parking lots are an integral part of our daily lives, serving as temporary homes for our vehicles while we go about our business. Whether it’s at work, shopping centers, schools, or recreational facilities, we all rely on parking lots to accommodate our cars. However, what often goes unnoticed is the importance of parking lot safety.  […]

Deer vs. Car: 8 Tips to Safely Avoid an Animal Vehicle Collision

Avoiding an animal vehicle collision is as important as the drive itself. So, picture this: You’re cruising down a scenic Oregon road, the sun is setting, and you’re enjoying the beauty of the landscape. With the expanse of Oregon’s beauty and unique landscapes, there are an official 29 designated scenic byways in our state alone. […]