• Business Insurance

    Smallwood and Small’s “fit experts” tailor strategic solutions to your small business needs. Our employee benefit programs and commercial products ensure that your company—and your team—are safe, supported and suited for success.

    Business
  • Auto Insurance

    Life on the open road is full of twists and turns, but Smallwood and Small lets you enjoy the ride with confidence. We’ve been providing some of the best auto insurance in Martinsburg, West Virginia. Our experts customize your policy at “wheely” great rates—without compromising the coverage you deserve.

    Smallwood and Small
  • Home Insurance

    Whether you dwell in a dream home or a DIY labor of love, Smallwood and Small takes your domestic aspirations to heart. We’ve been supporting residents of the Eastern Panhandle with quality homeowners insurance for over 30 years.

    Smallwood and Small
  • Life Insurance

    Whether you’re setting the world on fire in your twenties or settling into your seventies, preparation is the true path to financial enlightenment. In an economic landscape characterized by high expenses and fewer holiday bonuses, we must enjoy the journey, but anticipate the destination.

    Smallwood and Small
  • We're in the Fan Zone

    Shepherd University and Smallwood and Small Insurance have agreed to a unique new comprehensive campuswide partnership program.

    Learn More »

Save with Bundling

Confused about your coverage? Get to know Jack about your insurance.

Who We Are

Smallwood and Small cuts tall problems down to size.

Your one-stop-shop for short and long-term life planning, Smallwood and Small creates integrated insurance solutions for your personal and business needs. From auto policies to annuities, homeowners’ policies to health insurance, our experts are seasoned, savvy and ready to serve customers in West Virginia’s Eastern Panhandle and throughout the tri-state region.

Solutions for Small Businesses

Learn More Smallwood and Small

Smallwood and Small

Approachable and Acclaimed

Learn More Smallwood and Small

Smallwood and Small

We Make Insurance EZ®

Learn More Smallwood and Small

Smallwood and Small

The Smallwood Scoop

How to Prepare your Vehicle for Winter

How to Prepare Your Car for Winter

Posted on January 17, 2017

There’s something magical about the onset of winter, with its softly falling snows and promises of the holiday season’s merriment to come. Harsh weather conditions during winter, on […]

Read More

Winter Roof Preparation

Winter Roof Preparation

Posted on December 21, 2016

Old Man Winter is coming. And he’s bringing his buddies: frigid temperatures, harsh winds, and, of course, freezing rain, snow, and ice. Is your roof prepared for these […]

Read More

winter work safety tips

Winter Work Safety Tips

Posted on December 13, 2016

Old Man Winter and his pals, cold temperatures, icy winds, snow, freezing rain, and sleet, come every year, whether we like it or not. And every year, we […]

Read More

Quick Quote

Get the Smallwood and Small solution.
For excellent service and cost saving insurance, request a custom quote today!