Orr Insurance & Investment

Orr Insurance & Investment Insurance Broker

As the largest Insurance Brokerage in Stratford Ontario, our dedicated and professionally trained staff is able to provide you with expert advice for all your Personal, Commercial Insurance and Financial Service Needs.

What a day at the 60th Annual Chamber Golf Tournament!We had a blast on Hole 8 serving up Rhubarb Margaritas made with l...
06/04/2026

What a day at the 60th Annual Chamber Golf Tournament!

We had a blast on Hole 8 serving up Rhubarb Margaritas made with local rhubarb wine from Pastoral Ponds. 🍹

Thank you to everyone who stopped by to say hello, enjoy a drink, and make another fantastic tournament one to remember!

This past week, we were honoured to attend the 90th Anniversary celebration of Stratford's Shakespearean Gardens. 🌿🌸As w...
05/31/2026

This past week, we were honoured to attend the 90th Anniversary celebration of Stratford's Shakespearean Gardens. 🌿🌸

As we celebrated this beloved community landmark, it was especially meaningful to reflect on the vision of R.T. Orr, whose leadership and dedication helped bring the Shakespearean Gardens to life in 1936. Nearly a century later, the Gardens remain a place of beauty, inspiration, and connection for residents and visitors alike.

Congratulations to everyone who has helped preserve and nurture this Stratford treasure over the past 90 years. Here's to the next chapter of growth, community, and blooming success.

Congratulations to the Stratford Festival on another incredible opening night! 🎭✨This photo captures the 1953 opening, w...
05/25/2026

Congratulations to the Stratford Festival on another incredible opening night! 🎭✨

This photo captures the 1953 opening, with R. Thomas Orr Centre watching the Festival construction site come to life — the beginning of something that would help shape Stratford into the world-class cultural destination it is today.

Since 1953, Orr Insurance has been proud to support the Festival, its artists, and the vibrant community that surrounds it. Here’s to another unforgettable season ahead!

Happy Long Weekend! ☀️Our office will be closed on Monday, May 18 as our team enjoys the holiday weekend. We hope you’re...
05/17/2026

Happy Long Weekend! ☀️

Our office will be closed on Monday, May 18 as our team enjoys the holiday weekend. We hope you’re having a safe and relaxing long weekend with family and friends.

If you have a claims emergency, please call our after-hours service at 1.800.876.4163 for immediate assistance.

Happy Long Weekend! ☀️Our office will be closed on Monday, May 18 as our team enjoys the holiday weekend. We hope you’re...
05/17/2026

Happy Long Weekend! ☀️

Our office will be closed on Monday, May 18 as our team enjoys the holiday weekend. We hope you’re having a safe and relaxing long weekend with family and friends.

If you have a claims emergency, please call our after-hours service at 1.800.876.4163 for immediate assistance.

Heads up, boat owners 🚤Transport Canada has introduced major changes to Pleasure Craft Licences — including new expiry d...
05/13/2026

Heads up, boat owners 🚤

Transport Canada has introduced major changes to Pleasure Craft Licences — including new expiry dates, 5-year renewals, updated fees, and stricter timelines for updating your information.

If you own a powered boat in Canada, this is something you’ll want to check before hitting the water this season.

Read our latest blog by Emma Bartz to learn what’s changed, who it affects, and how to stay compliant. 👇

https://orrinsurance.net/blog/pleasure-craft-license-change/

Happy Mother’s Day 💐To all the moms, stepmoms, grandmothers, and the women who show up like a mom in someone’s life—we’r...
05/10/2026

Happy Mother’s Day 💐

To all the moms, stepmoms, grandmothers, and the women who show up like a mom in someone’s life—we’re thinking of you today.

The care, patience, and love you give every day doesn’t go unnoticed.

05/07/2026

What’s missing from your business insurance? 👀

Terry Adair breaks down two of the most overlooked coverages—Business Interruption and Cyber Insurance—and why they’re often only noticed when it’s too late.

A quick conversation now could save you thousands later.

Serving up more than insurance today 🍟😉Our team got in on the action for McHappy Day—always a good time for a great caus...
05/06/2026

Serving up more than insurance today 🍟😉
Our team got in on the action for McHappy Day—always a good time for a great cause!

Spring is here 🌷 — is your property ready?After a long Ontario winter, now’s the time to give your home a quick check-up...
05/06/2026

Spring is here 🌷 — is your property ready?

After a long Ontario winter, now’s the time to give your home a quick check-up to avoid costly surprises later.

Here are a few simple ways to protect your property this season:

Clear eavestroughs and downspouts to prevent water damage
Check your roof for loose or missing shingles
Inspect your foundation for cracks or pooling water
Test your sump pump and ensure proper drainage
Service your AC before the heat hits
Clean up yard debris and trim back trees

A little maintenance now can go a long way in preventing claims down the road.

At Orr Insurance & Investment, we’re here to help you stay protected—season after season.

Address

50 Cobourg Street
Stratford, ON
N5A3E5

Opening Hours

Monday 8am - 5pm
Tuesday 8am - 5pm
Wednesday 8am - 5pm
Thursday 8am - 5pm
Friday 8am - 5pm
Saturday 9am - 12pm

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