Smallwood & Small Insurance

Smallwood & Small Insurance Smallwood & Small Insurance is an independent agency serving WV, MD, VA, PA, DC, TN, and NC for personal and business insurance.
(1)

Smallwood and Small Insurance allows you the convenience of shopping for all your insurance needs at one place. You will receive professional and knowledgeable service from our experienced, licensed agents who continually educate themselves to better serve you or your business insurance needs. We will provide you with the most comprehensive, innovative insurance coverage available at the lowest co

st in The Eastern Panhandle of West Virginia and our surrounding Tri-State region. You will not have to talk to a stranger at a toll free number or on the Internet. Most importantly, when you need us the most, we will be there for you with a prompt and fair 24-hour claim service. Our team of insurance professionals represents some of the top insurance carriers in the nation: The Erie Insurance Group, The Hartford, Progressive and Travelers Insurance Company. With access to our vast brokerage network, we are armed to handle all your insurance needs. There is virtually nothing we can't insure! We have everything you're looking for from personal insurance, commercial business, and specialty programs, to personal financial services, and employee benefit programs!

Today we're celebrating Megan's birthday! 🥳🎉Whether she's out in the community, building relationships, attending local ...
08/31/2026

Today we're celebrating Megan's birthday! 🥳🎉

Whether she's out in the community, building relationships, attending local events, or behind the scenes creating content for our social media, Megan enjoys helping connect Smallwood & Small Insurance with the people and organizations we serve.

Megan, we hope you have a wonderful birthday filled with laughter, happiness, and time spent with those you love. Wishing you an amazing year ahead! 🎂🎈

☕⚾ YOUR COFFEE RUN JUST GOT A LOT MORE EXCITING! ⚾☕Megan is working from Cast Brew Coffee today, and she didn’t come emp...
08/28/2026

☕⚾ YOUR COFFEE RUN JUST GOT A LOT MORE EXCITING! ⚾☕

Megan is working from Cast Brew Coffee today, and she didn’t come empty-handed! 😉 Thanks to our sponsorship collaboration with the Hagerstown Flying Boxcars, we’ve got some pretty awesome giveaways…

🎟️ FREE GAME DAY TICKETS! 🎟️

We’re giving away tickets for the 2026 Jefferson/Berkeley County Community Game Day on Sunday, September 6!

👉 The first FIVE people who find her at Cast Brew Coffee today will get a 4-pack of tickets!

That’s 20 FREE tickets up for grabs! 🙌

She’ll be there until 2 PM, so grab your coffee, go find her, and let’s get you ready for some baseball! ⚾

Building Connections. Building Businesses. Building Our Community. 🤝Kevin and Megan attended the Eastern Panhandle Entre...
08/27/2026

Building Connections. Building Businesses. Building Our Community. 🤝

Kevin and Megan attended the Eastern Panhandle Entrepreneurs Forum’s Business Connect & Resource Expo the other week, and we were thrilled to be part of such a great event!

We had the opportunity to set up a vendor table alongside so many incredible local businesses and organizations, all coming together to provide valuable resources to support business owners and entrepreneurs.

As an independent insurance agency, we know that protecting your business is an important part of building it for the long term. Whether you’re a new entrepreneur or an established business, commercial insurance can help protect the business you’ve worked so hard to build - from your property and equipment to your employees, customers, and day-to-day operations.

We loved connecting with fellow business owners, learning more about the resources available in our community, and being reminded of just how many people are invested in helping Eastern Panhandle businesses succeed.

A big thank you to the Eastern Panhandle Entrepreneurs Forum, Berkeley County Development Authority, and the Martinsburg-Berkeley County Chamber of Commerce for bringing everyone together! We’re proud to be part of a community that supports, connects, and champions local businesses.

08/27/2026
Today we're celebrating 7 incredible years with our General Manager, Melody! 🎉For the past seven years, Melody has been ...
08/26/2026

Today we're celebrating 7 incredible years with our General Manager, Melody! 🎉

For the past seven years, Melody has been a steady leader, a trusted resource, and an invaluable part of the Smallwood & Small Insurance family. Her dedication, knowledge, and commitment to both our team and our clients help make our agency stronger every single day.

Thank you, Melody, for your leadership and hard work. We are incredibly grateful to have you on our team and look forward to many more years together!

🐶 Pet insurance? We got you.🚗 Locked out of your car because your dog accidentally locked you out?Apparently, we got you...
08/21/2026

🐶 Pet insurance? We got you.

🚗 Locked out of your car because your dog accidentally locked you out?
Apparently, we got you there too. 😂

Kayla recently helped one of our customers rescue his little four-legged passenger from his vehicle!

At Smallwood & Small, we help with everything from insuring your pets to rescuing them from their own bad decisions. 😂🐾

That's just the kind of service you get around here! 💙

🎉🎂 Happy Birthday, Melissa! 🎂🎉Today we're celebrating one of our amazing team members! 🥳Melissa, thank you for all you d...
08/19/2026

🎉🎂 Happy Birthday, Melissa! 🎂🎉

Today we're celebrating one of our amazing team members! 🥳

Melissa, thank you for all you do to serve our clients and support our team. Your kindness, dedication, and positive attitude make a difference each and every day, and we're so grateful to have you as part of the Smallwood & Small family.

We hope your birthday is filled with lots of laughter, great memories, and maybe a little cake too! 🎂

We had an incredible time celebrating with Erie Insurance at their annual ABM event! 🎉The event is always a great opport...
08/13/2026

We had an incredible time celebrating with Erie Insurance at their annual ABM event! 🎉

The event is always a great opportunity to celebrate agency achievements, reflect on the numbers and milestones from the past year, and connect with other agencies and industry partners. 📊🤝

But this year was extra special for our team… 🥁🏆

Smallwood & Small Insurance was honored with the Agency of the Year Giving Award! ❤️

This award recognizes outstanding commitment to community involvement, and it means so much to us because giving back has always been at the heart of who we are. From supporting local organizations and events to showing up for the communities we serve, we’re proud to be more than just an insurance agency - we’re your neighbors, your partners, and your community supporters. 🏡💙

We’re incredibly grateful to Erie Insurance for this recognition and, most importantly, to our amazing team for continuing to make a difference both inside and outside the office!

Here’s to celebrating achievements, making an impact, and giving back to the communities we love!

Some of our team had a blast participating in the Eastern Panhandle Board of REALTORS, Inc. Bowling Tournament yesterday...
08/07/2026

Some of our team had a blast participating in the Eastern Panhandle Board of REALTORS, Inc. Bowling Tournament yesterday! It was a fun afternoon spent connecting with fellow business leaders and community partners, throwing a few strikes (and maybe a few gutter balls 😄), and jamming to some great music. 🎳🎶

Even better, the event supported two incredible organizations making a difference in our community - The Boys & Girls Club of the Eastern Panhandle and Healthy Smiles. We're always grateful for opportunities to have fun while giving back to causes that positively impact local families.

A big thank you to the EPBR for hosting such a fantastic event. We can't wait for next year! 🎉

Shoutout to our co-owner, Amy Groves, for sharing her expertise during "Managing Risk Without Losing Sleep: A Practical ...
08/06/2026

Shoutout to our co-owner, Amy Groves, for sharing her expertise during "Managing Risk Without Losing Sleep: A Practical Guide for Small Businesses," hosted by the Jefferson County WV Chamber of Commerce! 👏💼

Small business owners juggle enough every day without constantly worrying about contracts, liability, cyber threats, and compliance. Amy joined an outstanding panel of local experts, including Lauren Epperly of Elevate Financial Group, LLC and Sally Edwards of IE Resilience, with Chris Cox of Bowles Rice LLP serving as moderator, to break down practical ways business owners can protect what they've worked so hard to build. Attendees walked away with valuable insights on protecting their business assets, avoiding common pitfalls, understanding risk before it becomes a problem, and taking advantage of local resources to stay one step ahead.

Thank you to the Jefferson County Chamber for bringing together such a knowledgeable panel and creating opportunities for local businesses to learn, connect, and grow! 👏

Address

1250 Edwin Miller Boulevard/Suite 301
Martinsburg, WV
25404

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 3pm

Alerts

Be the first to know and let us send you an email when Smallwood & Small Insurance posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Shortcuts

Share