Smallwood & Small Insurance

Directions Website

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 cost 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!

11/03/2026

A little late? Maybe! Here’s a little trunk or treat recap! 🎃 👻 🚗

We’re still smiling from all the Halloween fun at our trunk or treat on Saturday, October 24! 🧡

From the adorable costumes and creative trunks to the candy, delicious treats, and BIG smiles, our parking lot was filled with Halloween magic! We had such a wonderful time, welcoming families from our community and making memories together.

A HUGE THANK YOU to everyone who came out, participated, decorated their vehicles, handed out candy, and helped make this event such a success! We couldn’t have done it without you.

🚗 A special shout out to our participating businesses:
Byron Reed
The Sara Duncan Team
Negley’s Water Martinsburg
ServiceMaster Restore of Shenandoah Valley Inc.
First United Bank & Trust
thinlineservicedogs
Horizon Goodwill Industries

🍭Thank you to our generous candy donors:
Horses With Hearts
Glass America

🍔 And of course, thank you to slidehustlemd for keeping everyone fueled with delicious food and for bringing the cool treats! We loved having you both be part of the fun!

Events like these remind us just how amazing our community is. We’re so grateful for the businesses, families, and friends who continue to support us and make moments like this possible.

Congratulations to Filthy Fizz on the grand opening and ribbon cutting of their second location in Martinsburg (Foxcroft...
10/31/2026

Congratulations to Filthy Fizz on the grand opening and ribbon cutting of their second location in Martinsburg (Foxcroft Ave). 🎉

Wishing you many years of continued success and growth! 🥤🩷

We traded our usual work attire for costumes, good laughs, great food, and a little Halloween fun! Our team definitely s...
10/30/2026

We traded our usual work attire for costumes, good laughs, great food, and a little Halloween fun! Our team definitely showed up ready to celebrate, and we had a blast!

A big shoutout to Black Draft Distillery for providing such a great space for us to celebrate and King's Chicken for keeping everyone well-fed! 🍗

We may be serious about insurance, but we know how to have some fun, too! Happy Halloween from all of us at Smallwood & Small Insurance! 🧡🕸️

📬💻 LESS PAPERWORK, MORE CONVENIENCE! 💻📬Are you an ERIE Insurance customer? 👋 It might be time to go paperless! 🌿With ERI...
10/29/2026

📬💻 LESS PAPERWORK, MORE CONVENIENCE! 💻📬

Are you an ERIE Insurance customer? 👋 It might be time to go paperless! 🌿

With ERIE’s Paperless Delivery, you can access your important insurance documents securely, anytime and almost anywhere — no waiting for the mail! 🙌

✨ Why make the switch?
📱 Access your policy documents when you need them.
💳 Pay your bill securely with saved payment information.
📂 Keep your insurance paperwork organized in one convenient place.
🌎 Reduce paper clutter and enjoy a little more convenience!

Ready to simplify your insurance life? Ask your agent how to get started with paperless delivery!

🎉 Big congratulations to SC Studios on their new location! ✂️🥳We loved seeing the community come together this past Frid...
10/26/2026

🎉 Big congratulations to SC Studios on their new location! ✂️🥳

We loved seeing the community come together this past Friday to celebrate this exciting milestone. SC Studios is a wonderful example of a local business that gives back and makes a real difference in our community!

Wishing the entire SC Studios team continued success as they begin this exciting new chapter. Here's to growing, thriving, and making an even bigger impact! 🙌🎉

🐪🦓 Now THAT’S a wild networking event! 🐪🦓Megan had a great time yesterday evening at the Jefferson County WV Chamber of ...
10/23/2026

🐪🦓 Now THAT’S a wild networking event! 🐪🦓

Megan had a great time yesterday evening at the Jefferson County WV Chamber of Commerce Young Professionals Humps, Hooves, and Handshakes event! From meeting camels and zebras to getting up close with ostriches, it was definitely a networking experience with a WILD side! 🤠

🐎 No plans tonight? Head to Hollywood Casino at Charles Town Races for Stampede for a Cause and get ready for some wild racing! 🎉

Entry is FREE, and it’s family-friendly, so bring the kiddos and come join the fun!

✨ A wonderful day celebrating inspiring women! 💚Melody and Tessa enjoyed attending the Girl Scouts Nation’s Capital Wome...
10/23/2026

✨ A wonderful day celebrating inspiring women! 💚

Melody and Tessa enjoyed attending the Girl Scouts Nation’s Capital Women of Distinction Luncheon last week! It’s always a great time coming together to celebrate the incredible women making a difference in our communities.

Congratulations to all of this year’s honorees! 👏💚

10/16/2026

📣 Medicare Annual Enrollment is HERE! 📣

Are you confident your current Medicare coverage is still the best fit for your needs? 🤔

Medicare plans can change from year to year, and so can your healthcare needs! That’s why Annual Enrollment is the perfect time to review your options and make sure your coverage is working for YOU.

🎥 Our Life & Health Advisor, Katie Gay, is here to share some helpful information about Medicare Annual Enrollment and why this time of year is so important!

📅 Annual Enrollment runs October 15 – December 7!

Whether you’re happy with your current plan, considering a change, or simply have questions, Katie is here to help you navigate your options with confidence.

📞 Give us a call to schedule a Medicare review with Katie today! (304) 263-3361

💙 Your health matters. Your coverage should, too!

10/15/2026

Medicare Annual Enrollment Period starts TODAY!

🗓️ October 15 – December 7

Your healthcare needs, prescription costs, and plan benefits can change from year to year. Taking time to review your coverage helps ensure your plan still fits your needs for the year ahead.

As your local Life & Health Advisor, I’m here to help you compare plan options, check that your preferred doctors and hospitals are in-network, review prescription drug coverage, and understand your benefits. You’ll have personalized, one-on-one guidance from someone right here in your community!

Schedule your no-cost, no-obligation personalized review today!

📞 Call me at 304-263-3361
📧 Email me at [email protected]
💬 Or send me a message on Facebook!

Let’s make sure you’re ready for the year ahead!

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

Nearby finance companies