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Tails On Trails
Dog Daycare and Boarding Blog

Everything you need to know about our premium doggy daycare & dog boarding hotel!

From vaccinations to what to bring for your dog's stay, healthy tips, and keeping them happy during their time with Tails On Trails Pet Resort - near Mount Snow, Stratton, Dover, & of course - Wilmington!

A Season Pass for Your Dog’s Best Life in Vermont -The Ultimate Doggy Daycare Lifestyle

  • Apr 5
  • 3 min read

Updated: May 1

Tails On Trails Pet Resort · Wilmington, VT | Luxury Dog Boarding and Doggy Daycare in Southern Vermont


If you’ve ever wished your dog could have the same kind of lifestyle you come to Vermont for… this is it.

At Tails On Trails, we’ve spent a lot of time thinking about what dogs actually need to thrive — not just a place to stay, but a place to experience life.

That’s why we created something completely different from traditional doggy daycare in Vermont.

We created a season pass.


Not Just Doggy Daycare — A Mountain Lifestyle for Your Dog

When people think of dog daycare, they usually think of:

  • Drop-offs

  • Pick-ups

  • Busy playrooms

  • A one-size-fits-all experience


That’s not what we do.


Here in Wilmington, Vermont, surrounded by the Green Mountains and just minutes from Mount Snow and The Hermitage Club, your dog has access to something much more aligned with the lifestyle people come here for:


  • Fresh mountain air

  • Structured outdoor time

  • Enrichment that actually engages their mind

  • A calm, well-managed environment (no chaos, ever)


So instead of selling daycare days…


We built a seasonal access system that mirrors the way people experience Vermont.



Introducing the Tails On Trails Pass™

Spring • Summer • Fall (April 15 – October 15)


Think of it like a ski pass — but for your dog.


One pass gives your dog access to a full season of structured care, enrichment, and outdoor experience.


And just like any premium experience in Vermont…

Spots are limited.



Why We Limit Membership (And Why That Matters)


We’ve intentionally capped this program at just 10 dogs total.

That’s not a marketing gimmick — it’s a commitment to quality.

It means:


  • Lower stress environments

  • Better staff-to-dog ratios

  • More personalized care

  • More meaningful enrichment


And most importantly…

Your dog is never just “one of many.”


The Three Pass Options:


dog boarding vermont, doggy daycare vermont, dog season passes

Explorer Pass — Start the Adventure


Perfect for dogs just getting started or visiting Vermont part-time.


  • 2 doggy daycare days per week access  

    • (fixed or flexible)

  • Structured daycare + outdoor time

  • Group play + basic enrichment

  • Priority booking over non-pass clients


This is your entry point into the Tails On Trails experience — simple, approachable, and designed to fit seamlessly into your routine.


dog boarding vermont, doggy daycare vermont, dog season passes

Alpine Pass — The Lifestyle Tier


This is where most of our clients land — and for good reason.


  • 3 weekday doggy daycare days per week

  • 1 weekend doggy daycare day  per week

    • (fixed or flexible)

  • Enrichment INCLUDED

  • Priority Weekend Access

  • Monthly "Adventure Days" (hikes, outings)

  • Dog Concierge INCLUDED during scheduled windows

This tier is designed for those who want their dog to fully experience what Tails On Trails offers — consistently, comfortably, and without friction.


dog boarding vermont, doggy daycare vermont, dog season passes

Summit Pass — Elite & Exclusive


For those who want the highest level of care, access, and flexibility.


  • Unlimited doggy daycare

  • Peak Season Priority Booking

  • Advanced Enrichment & Customized Care

  • Concierge Priority Booking for Boarding during Peak Dates

  • Dog Concierge - Priority to fit YOUR Schedule


This is not just convenience — it’s peace of mind, especially during Vermont’s busiest seasons.


Built for Vermont Living


Whether you’re:


  • A local

  • A second homeowner

  • Visiting for the season

  • Or spending time at Mount Snow or The Hermitage Club


The Tails On Trails Pass is designed to integrate seamlessly into your lifestyle.

You get consistency.Your dog gets structure.And both of you get a better experience.


More Than Convenience — It’s Intuitive Care


With over two decades of hands-on animal care experience, I’ve learned one thing:

Dogs don’t just need supervision — they need understanding.


At Tails On Trails, we:


  • Adjust in real time

  • Read behavior and energy

  • Prevent stress before it starts

  • Create balance between play, rest, and engagement


That’s what we call intuitive care — and it’s what sets this experience apart.


Limited Spots. Full Season. One Decision.


This isn’t something we open up to unlimited clients.

Once the 10 spots are filled, they’re filled for the season.

So if you’re looking for:


  • Dog boarding in Vermont

  • Dog daycare in Wilmington, VT

  • A more elevated, structured experience for your dog


This is your opportunity to secure it — for the entire season.


Ready to Secure Your Dog’s Spot?

Spots are limited and filled on a first-come, approved basis.

👉 Apply for the Tails On Trails Pass™👉 Or reach out to learn which tier is right for your dog


Tails On Trails

Luxury Dog Daycare & Boarding in Wilmington, Vermont

Where your dog’s second home feels like their best life.


dog boarding vermont, doggy daycare vermont, dog season pass

dog boarding vermont, doggy daycare vermont, dog season passes

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