Submit your photo or cast your vote for the cutest pet in the Greater Boston Area!

The Winter Hill Community Innovation School is holding a fundraiser for our school. Submit your pet's photo for a donation of $20 and they can win a prize!

Prizes:

1st place: A free exam by a local veterinarian as well as 6 months' worth of preventative

2nd place: A pet gift basket tailored to your pet - worth over $50

3rd place: A gift card to Scritches and Boops Pet Boutique Shop

We also want you to vote! Donate just $1.50 and cast your vote on which adorable pet should shine!

Voting will close on PuppyBowl Sunday, Feb 8th

Contestants:

Maple: Votes: 1

Wednesday: Votes: 1

Lily: Votes: 1

Julia Roberts: Votes: 4

Strawberry: Votes: 1

Nala: Votes: 0

Ziggy: Votes: 0

Travis Barker: Votes: 0

Taco: Votes: 1

Simba: Votes: 10

Toni: Votes: 1

Flo: Votes: 1

Merlin: Votes: 0

Cutest Critter Contest of 2026

By Winter Hill PTA

Cutest Critter Contest of 2026