Shepherd Insurance - Chesterton

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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.

October is more than just a month to wear pink. It’s a reminder to raise awareness, support those fighting, honor surviv...
10/14/2026

October is more than just a month to wear pink. It’s a reminder to raise awareness, support those fighting, honor survivors, and remember those we’ve lost.

This Breast Cancer Awareness Month, we stand together in hope, strength, and support.

Tomorrow is World Mental Health Day, an important reminder that mental health deserves our attention, compassion, and ca...
10/09/2026

Tomorrow is World Mental Health Day, an important reminder that mental health deserves our attention, compassion, and care every day.

Whether it’s checking in on a friend, offering a listening ear, or taking time to care for yourself, even the smallest acts of kindness can make a meaningful difference.

Fall is a great reminder that a little preparation today can make a big difference tomorrow.Take time this season to rev...
10/01/2026

Fall is a great reminder that a little preparation today can make a big difference tomorrow.

Take time this season to review your coverage, protect what matters most and make sure you’re ready for whatever comes next.

September is Life Insurance Awareness Month, a reminder that protecting the people you love means planning for the unexp...
09/17/2026

September is Life Insurance Awareness Month, a reminder that protecting the people you love means planning for the unexpected.

Life insurance can help provide financial security for your family and give you confidence knowing there’s a plan in place for whatever life may bring.

Protect what matters most. Contact us today to find coverage that fits your life and your family.

09/11/2026

Today, we remember the lives lost, honor the heroes who stepped forward, and reflect on the strength and unity shown in the face of unimaginable tragedy.

25 years later, we remember. We honor. We will never forget.🇺🇸

Your benefits strategy should do more than check a box. It should support your employees, their families and the long-te...
09/09/2026

Your benefits strategy should do more than check a box. It should support your employees, their families and the long-term success of your

We help businesses build employee benefits solutions around what matters most: their people.

Ready to take a closer look at your benefits strategy? Learn more: shepherdins.com/employee-benefits⁠

09/07/2026

Today, we recognize the dedication and hard work that make a difference in our workplaces and communities.

Happy Labor Day from all of us at Shepherd Insurance! We hope you enjoy a well-deserved day of rest, time with family, and the people who matter most.

09/03/2026

Please note our holiday hours!

In observance of Labor Day, our offices will close at 2:00 p.m. local time on Friday, September 4th, and reopen for normal business hours on Tuesday, September 8th.

Wishing you and your loved ones a safe, relaxing, and enjoyable holiday weekend!

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

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