| Chester Office: 410-643-6641 | Easton Office: 410-822-2800


Live Life Full of Love and Care

For All Official Information and Updates regarding COVID-19

At Bayside Insurance,

Serving all of Maryland and surrounding states,
we can customize insurance policies to fit your specific needs.

Whether you need insurance for your primary or secondary home, condominium, or mobile home or need renter’s insurance, we can provide superior insurance packages that are unequaled in the industry. We offer competitive insurance rates for auto, motorcycle, ATV, RV, boat, flood, commercial property, general liability, commercial auto, workers comp, term life, and universal and whole life policies.
Bundling your insurance policies under one insurance carrier can help you realize cost savings in multi-policy discounts, as well as provides the convenience of having everything under one roof. Our offices, centrally located in Chester and Easton, Maryland offer convenient hours and efficient services. To discuss personal  insurance packages with one of our agents, request a quote online or call us today!

Bayside Insurance offers comprehensive insurance plans customized to fit your needs.

With over 30 years of experience, our professionals are eager to advise when you need a superior local insurance company
in the Eastern Shore and Central Maryland areas.

 As your insurance partner,

We promise to deliver what you need.

Finding the right insurance policy means peace of mind – our agents do the analysis on which policies fit your exact needs so you can rest easy.
Putting money back in your pocket matters to us – we offer quality products at affordable prices so that you aren’t overpaying for your insurance.
Getting the insurance coverage you need quickly means that you can buy the things you love and feel comfortable you are covered right away.

Our Testimonial

With convenient locations in Chester and Easton, Maryland, Bayside Insurance is insuring more individuals and businesses every day.
Hear from our customers directly about their experience with us.

Everything We Needed!

“We got the home insurance we needed, the process was efficient, fast and good value. Thank you Katelyn!”

Margaret Mulvihill

Happy Customer

Saved Me a Bundle!

“Bayside Insurance has helped me to bundle my coverages. This has saved me a substantial amount of money each year!”

Michael Younger

Happy Customer

Great Service & Communication!

“Great experience with Pam and Jerry at Bayside – great service and communication – world class professionalism at this firm!”

Michael Garrett

Business Owner

Ready to chat?

Connect With Us

Get questions answered or a custom quote today! You can reach us via our contact information or on social media whenever you are ready. We will be happy to talk with you about your unique insurance needs!

CALL US TODAY - CHESTER OFFICE: 410-643-6641 or EASTON OFFICE: 410-822-2800