About Chloe

Hi, I'm Chloe!

A dog-obsessed high schooler who turned her passion into a real business — and hasn't looked back since.

Trusted by neighbors
Chloe with a dog

How Happy Tails & Chloe Trails got started

I've loved dogs for as long as I can remember. Growing up, I was always the kid who stopped to pet every dog on the block, memorized every breed, and begged my parents for one of my own. When I finally got my dog, I realized I wanted to spend every possible moment with animals.

In high school, I started walking dogs for neighbors as a way to earn some money — and I quickly realized this wasn't just a side gig. I genuinely cared about every dog I looked after. I learned their quirks, their favorite routes, which ones needed a slow morning walk and which ones wanted to sprint the whole way.

Happy Tails & Chloe Trails grew from word-of-mouth because I treated every dog like my own. I'm not a big company — I'm your neighbor, and I take that seriously.

Why trust a teen with your dog?

Fair question. Here's my answer.

I only take a few clients at a time

I'm not juggling 30 dogs. Your pup gets real, focused attention — not a rushed walk between back-to-back bookings.

Photo updates on every single visit

You'll never wonder if your dog is okay. I send photos and a quick note after every walk or visit, every time.

I actually love dogs

This isn't just a job to me. I research breeds, I notice behavioral cues, and I genuinely look forward to seeing your pup.

Your neighbors already trust me

I've built my reputation one dog at a time, right here in the neighborhood. Ask around — chances are someone you know has worked with me.

A few things about me

🐾I have experience with dogs all shapes and sizes
📸I've taken 1,000+ dog photos (and counting)
🎓Honor roll student preparing for college
🏡Moved to Windham in 2022
🐕Experienced with anxious, senior & high-energy dogs

Want to meet before you book?

I always offer a free meet-and-greet so your dog can get comfortable with me before our first walk. No pressure, no commitment.

Say hello
Happy Tails & Chloe Trails

Tails wagging since 2026. Your neighborhood's most trusted dog walker.

Get in Touch

happytailsandchloetrails.com

Book a Walk

© 2026 Happy Tails & Chloe Trails. All rights reserved.

🐾 Every walk is an adventure