2026 Contest Wrapped

Cherry's Cutest Pet Contest will be back in 2027.

Thank you to everyone who entered, voted, shared and cheered on Saskatchewan's cutest pets. The 2026 Cherry Insurance Cutest Pet Contest has officially wrapped, and we're already getting ready for next year.

Want to know when entries open for 2027? Join the reminder list and we'll let you know when it's time to enter your pet.

2026 Prize List 2026 Official Rules

Stack the deck

Lock in your winning edge - follow Cherry on every platform.

Don't just enter. Stack the deck. Like, follow AND subscribe to all three channels for vote reminders, behind-the-scenes drops, and real-time leaderboard alerts. Every connection counts.

Like on Facebook Follow on Instagram Subscribe on YouTube

2026 Champions

Meet the 2026 winners.

This year's contest brought out thousands of votes, hundreds of adorable pets and a whole lot of community love.

🥇 1st Place

Ace

$1,000 cash prize

Custom digital pet portrait and Saskatoon digital billboard feature

🥈 2nd Place

Seerco

$500 cash prize

Custom digital pet portrait and Saskatoon digital billboard feature

🥉 3rd Place

Rasputin

$300 cash prize

Custom digital pet portrait and Saskatoon digital billboard feature

In Their Words

Why people love the contest.

I have participated in this contest every year for the last 4 years, alternating between my two cats! I love how the community comes together to vote for all the cuties in the city! Finally winning third place felt like such a huge surprise and blessing, and Rasputin is really going to enjoy all the treats I buy with the prize money!

RachelRasputin, 3rd Place

Being able to see Seerco and share how much he meant to me is what matters most. More than a pet, he was my friend. We are all blessed with these companions in our lives. Make every day a memory to love and cherish their time with us.

JonathanSeerco, 2nd Place

My overall experience with winning has been awesome. Me and Ace are thrilled to have won. I always knew he was cute. The contest was fun and I am glad to have won. I am over the moon with the fact Ace and I won.

AlexasAce, 1st Place

Coming Back In 2027

How the contest works.

The Cherry Insurance Cutest Pet Contest is simple, fun and free to enter. Here's what to expect when entries reopen in 2027.

Enter your pet

Submit your favourite photo, your pet's name and a few quick details when the 2027 contest opens.

Share with family and friends

Once voting begins, share your pet's entry and encourage your community to vote.

Vote daily

Fans can vote once every 24 hours during the voting period. The pets with the most eligible votes win.

Full 2027 rules, dates and prize details will be announced before entries open.

Contest Integrity

Fair, fun and transparent.

For 2027, Cherry Insurance will be adding extra verification and voting safeguards to help keep the contest fair, fun and transparent for everyone who enters.