Holly’s Oak Equestrian

Holly’s Oak Equestrian Holly’s Oak Equestrian is a breeding, boarding, and training facility located in Hilliard, FL.

Horse show people — random question.What actually makes you pick one show over another?Price? Footing? Judge? Prizes? Sc...
09/08/2026

Horse show people — random question.

What actually makes you pick one show over another?

Price? Footing? Judge? Prizes? Schedule? Warm-up? Overall vibe?

What makes you keep going back to the same show?

And while we’re at it — what divisions or classes do you wish more local shows offered?

Just curious what people actually want when they’re deciding where to go.

09/07/2026

Arlo is getting ready for his Oldenburg Inspection this weekend!

He’s out of our Treasure Beach mare and by What About Jack (Westporte) and is starting to look pretty fancy 👀

He is available to the right home, but we’re definitely enjoying watching him grow up in the meantime.

Everyone needs a bestie that has got their back. 💕💕
09/01/2026

Everyone needs a bestie that has got their back. 💕💕

08/28/2026

Working 5 to 9… because 9 to 5 wasn’t quite enough. 😂

A day in the life of a mom, breeder and barn owner.

Started at 4:30am and finished just before 9pm… and somehow still didn’t get everything done.

Mowing didn’t happen. Two sections of fence still need replacing. And actual soccer practice was cancelled, which would’ve had me getting home around 9:15.

We did have an impromptu soccer practice though, so at least I got some extra walking in. 😂

It’s a long one, but we can fit a whole lot into a day around here!

08/27/2026

POV: growing up watching Mom do what she loves. 🤍

Unfortunately, we have made the decision to cancel our August 29th show due to a lack of entries.If you were entered and...
08/26/2026

Unfortunately, we have made the decision to cancel our August 29th show due to a lack of entries.

If you were entered and have already paid, you can choose to receive a full refund OR transfer your entry/payment to our next show weekend. Please check your email and let us know which you prefer!

Our next shows will be October 31 & November 1 — a two-day show weekend with each day running as a separate show and awarding separate points! 🎃

We hate to cancel, but we’ll see everyone this fall! 🐴

Pretty sure this means she’s carrying a future superstar…That’s how rainbows work, right?
08/24/2026

Pretty sure this means she’s carrying a future superstar…

That’s how rainbows work, right?

08/20/2026

No one behind the phone. No food. Libby is just genuinely this curious!

08/19/2026

20 years ago, I thought I was putting my horse dreams behind me.

Turns out, I was just taking the long way back to them. ❤️

This is how we got here — and why we’re just getting started.

Welcome to Holly’s Oak.

— Jessie

08/17/2026

You just can’t beat a good brain.

Quincy’s very first trailer loading lesson today and our first homebred walked right on like she’s been doing it her whole life.

She’s the “little” horse who officially started this breeding journey for us, so watching her grow up and take each new thing in stride is pretty special.

Address

NA
Hilliard, FL
32046

Telephone

(904)2002587

Website

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