The Winstead Insurance Agency, Elkton, MD

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The Winstead Insurance Agency, Elkton, MD Serving the greater Elkton MD area for all your Auto, Home, Business, and Life Insurance since 1956.

As a locally owned and operated insurance agency in Elkton, Maryland, Winstead Insurance Agency is committed to providing quality insurance products for individuals and businesses. We combine our strong insurance background and product knowledge to assist both current and future clients in managing and planning for all types of potential risk. Our team of knowledgeable insurance professionals is experienced in creating personal and commercial insurance policies designed to fit your needs. With Winstead Insurance Agency, our friendly staff will work with you on a one-on-one basis to develop not only the perfect policy, but a lasting relationship. When you work with Winstead Insurance Agency, you’ll experience the unforgettable service and attention to detail that you can only find with an independent insurance agency. We have years of experience working with the community and insurance providers with a wide range of insurance services such as farm insurance, home insurance, auto insurance, business & commercial insurance and bundled insurance plans.

❄️ A frosty windshield can make for a blurry—and dangerous—drive. Take a few extra minutes to fully clear your windshiel...
10/10/2026

❄️ A frosty windshield can make for a blurry—and dangerous—drive. Take a few extra minutes to fully clear your windshield, mirrors, and windows before heading out on frosty mornings.

😊 Life can come with unexpected worries. Progressive helps you explore insurance options for the moments you may not hav...
10/09/2026

😊 Life can come with unexpected worries. Progressive helps you explore insurance options for the moments you may not have planned for. Watch the video to see what Flo and the Squad have in mind! https://www.youtube.com/watch?v=bdImWznu41c

🕸️ No tricks here—just a well-deserved celebration! Happy Workiversary, Barry! Thank you for another year of leadership,...
10/08/2026

🕸️ No tricks here—just a well-deserved celebration! Happy Workiversary, Barry!
Thank you for another year of leadership, hard work, and keeping our team on track. 🎃

Common distractions like texting, talking on the phone, using social media, eating, drinking, reading, and even applying...
10/07/2026

Common distractions like texting, talking on the phone, using social media, eating, drinking, reading, and even applying makeup can put everyone at risk on the road. Stay focused and avoid distractions while driving—your safety, and the safety of others, depends on it!

Being caught in the path of a hurricane can be scary. Know what to do during and after a hurricane with information from...
10/05/2026

Being caught in the path of a hurricane can be scary. Know what to do during and after a hurricane with information from Travelers.

Being caught in the path of a hurricane can be scary. Know what to do during and after a hurricane with information from Travelers.​

10/04/2026

🔥 October 4–10 is Fire Prevention Week! Take a moment to check your fire safety resources and review your home’s fire safety plan. Stay safe! 🏠

Creating an emergency survival kit can ready you for when disaster strikes. Use Travelers emergency survival kit list to...
10/01/2026

Creating an emergency survival kit can ready you for when disaster strikes. Use Travelers emergency survival kit list to create yours.

Women’s health matters! 💗 This October, make time for yourself, stay up to date on screenings, and prioritize your well-...
10/01/2026

Women’s health matters! 💗 This October, make time for yourself, stay up to date on screenings, and prioritize your well-being.

Hurricane survival guide: Things to do during and after the storm. Being caught in the path of a hurricane can be scary....
09/30/2026

Hurricane survival guide: Things to do during and after the storm. Being caught in the path of a hurricane can be scary. Know what to do during and after a hurricane with information from Travelers. Learn more.

Address

404 W Pulaski Highway
Elkton, MD
21921

Opening Hours

Monday 8:45am - 5pm
Tuesday 8:45am - 5pm
Wednesday 8:45am - 5pm
Thursday 8:45am - 5pm
Friday 8:45am - 5pm

Telephone

+14103986700

Website

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