Shepherd Insurance - Chesterton

Shepherd Insurance - Chesterton Shepherd Insurance was started in Carmel, Indiana, in 1977 and now employs over 500 professionals. We cover Northwest Indiana and beyond.

We have 23 licensed insurance agents that are ready to help you place the policy you need at a competitive premium. We look forward to educating our clients so they can choose the coverage's that they need.

05/25/2026

On Memorial Day, we remember and honor the brave men and women who gave their lives in service to our country.

We are grateful for their sacrifice and hope you have a peaceful and meaningful holiday.

05/22/2026

In honor of the holiday, our offices will close early at 2:00 p.m. local time on Friday, May 22nd, and will remain closed through Monday, May 25th. We will resume normal business hours on Tuesday, May 26th.

Congrats, Class of 2026! 🎓As you step into your next chapter, make sure you’re protected for the journey ahead.Whether i...
05/14/2026

Congrats, Class of 2026! 🎓

As you step into your next chapter, make sure you’re protected for the journey ahead.

Whether it’s auto, renters, health, or life insurance, the right coverage helps you start strong and stay secure. Here’s to your future and all that’s ahead.

05/10/2026

Today we honor every kind of mom and mother figure who makes life brighter simply by being part of our lives. Wishing you a beautiful Mother’s Day filled with love, appreciation, and joy.

This Mental Health Awareness Month, remember to give yourself the same kindness and grace you offer others. Your mental ...
05/07/2026

This Mental Health Awareness Month, remember to give yourself the same kindness and grace you offer others.

Your mental well-being matters every day.

05/04/2026

Last week, women from our team attended the annual Big I Indiana Women in Insurance Conference for a day of learning and industry discussion.

It was a valuable opportunity to gain fresh perspectives and walk away with practical insights.

We’re proud to support opportunities that bring women in insurance together to learn, grow, and stay connected.

04/03/2026

In observance of Good Friday and Easter, our offices will close at 12:00 p.m. local time on Friday, April 3rd, and will reopen for normal business hours on Monday, April 6th.

Our Chesterton office is closed due to a power outage. If you need assistance, please call the office. We have people ...
03/13/2026

Our Chesterton office is closed due to a power outage. If you need assistance, please call the office. We have people working remotely and our Valparaiso office currently has power. Be safe!

🎳 We came 2 pins short of 1st at the Valpo Chamber Bowl‑a‑Rama! Great competition and networking with our local business...
02/24/2026

🎳 We came 2 pins short of 1st at the Valpo Chamber Bowl‑a‑Rama! Great competition and networking with our local business community.

02/14/2026

Love is in the air and so is peace of mind. We are honored to help protect what matters most to you this Valentine’s Day and every day.

Address

155 S Calumet Road
Chesterton, IN
46304

Opening Hours

Monday 8am - 12pm
1pm - 4:30pm
Tuesday 8am - 12pm
1pm - 4:30pm
Wednesday 8am - 12pm
1pm - 4:30pm
Thursday 8am - 12pm
1pm - 4:30pm
Friday 8am - 12pm
1pm - 4:30pm

Telephone

+12199268681

Website

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