About Lynsee & Waggin’ Trails

Woman sitting on a rock with two dogs in a forested mountain area.

Hi there! I’m Lynsee, a lifelong dog lover, outdoor enthusiast, and the founder of Waggin’ Trails. My own adventure buddies—Aspyn & Juniper—inspired me to build a service that feels like home, but with a side of excitement for every pup.

My Story

I’ve been sharing my life with dogs for as long as I can remember. From weekend camping trips in the beautiful Montana wilderness to cozy movie nights on the couch, I’ve always had a great dog by my side. In 2009, after rescuing an abandoned and shy pup who quickly blossomed on our outdoor adventures, I realized how powerful the combination of love, exercise, and nature can be - for both of us. After spending 13 amazing years with Trigger by my side, I sadly had to let him go. I then adopted Aspyn and Juniper in 2022, and their combined energy gave me an even bigger reason for adventure - that’s when Waggin’ Trails was born—to give every dog the chance to thrive, whether you’re at work, on vacation, or just need a break.

Credentials & Experience

  • Certified in Pet CPR & First Aid—your dog’s safety is my top priority.

  • 15+ years of hands-on experience caring for breeds big and small.

A Day in the Life

When your pup joins the crew, here’s what they can expect:

  1. Meet & Greet: A free, no-pressure introduction at my home—lets us learn routines, quirks, and favorite toys.

  2. Adventure Time: Off-leash hikes outside Billings city limits, leashed neighborhood walks, or supervised play days at our country acres.

  3. Home Away From Home: With boarding on our private property, you can expect a cozy but playful setting, regular potty breaks, an outdoor play area, our homemade treats, and plenty of cuddles.

  4. Homemade Treats: Small-batch pup treats I bake myself—low-calorie, natural-ingredients, energy-packed, and dog-approved!

  5. Flexible Pickup/Drop-Off: Door-to-door service within a 10-mile radius of Billings, MT—because convenience matters.

Why I Do This

I believe every dog deserves a life full of play, enrichment, and genuine companionship. Whether it’s watching a timid rescue pup gain confidence in nature or seeing a senior dog’s tail wag again, these moments fuel my passion. Waggin’ Trails isn’t just a business—it’s a lifelong passion for me and the reason I believe I’m on this earth!

Values & Promise

  • Safety First: Fully licensed, insured, and trained in emergency care.

  • Personalized Care: Each dog has its own “comfort plan” based on energy, age, and temperament.

  • Authentic Connection: Open communication, photo updates, and a genuine love for your furry friend.

  • Quality Over Quantity: I limit the number of dogs I care for at a time to ensure one-on-one attention.

A Little About Me: Off Duty

When I’m not hiking with pups or hosting them, you’ll find me:

  • Exploring, boating, fishing, hunting, or camping under the Big Sky.

  • Traveling somewhere new and taking way too many pictures.

  • Daydreaming, envisioning, creating, or planning something beautiful.

Random Facts:

  • I could survive on: Chips and Dip, White Chocolate Lattes, and Ice Cream.

  • When I was a kid, I wanted to be a: Race Car Driver (come to think of it, I actually still do!)

  • Show I’ve seen more than humanly acceptable and continue to laugh and cry as if it’s the first time I’ve seen it: F.R.I.E.N.D.S.

  • Number of States I’ve visited: 43

  • My Favorite Smells: Rainy Dirty Sidewalks, Hoppes 9, Walking Through the Woods, WD-40

Ready to Join Our Pack?

Let’s set up your free Meet & Greet!
Book Now or Contact Me to get started. I can’t wait to welcome you and your furry friend into the Waggin’ Trails family!

A woman in a striped shirt and sunglasses smiling with a scenic mountain landscape in the background.
A person sitting outdoors on a rock with two black dogs, surrounded by a grassy field and distant trees and mountains.

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