Holly’s Oak Equestrian

10/19/2026

Quick show update!

We’re sorry about the hunter classes accidentally showing as mandatory on the entry form — that has now been fixed.

We’re really excited to see everyone for both Ghouls Just Want to Have Fun and Thanks & Giving, but in order for us to be able to run both shows, we do need to get a few more entries in. No office fees, no ship in fees!!

If you’ve been planning to come, now is the time to get your entry submitted and paid so we can start getting everything finalized. We have hunters, jumpers, flat classes, dressage, costume classes, and more!

Thank you to everyone who has already entered — we’re looking forward to a really fun weekend!

Entry form:

Join us for a full weekend of showing at Holly’s Oak Equestrian! Friday, October 31 — Ghouls Just Want to Have Fun Our Halloween-themed schooling show featuring a fun, festive atmosphere, Halloween decorations, and special classes. Saturday, November 1 — Thanks & Giving A fall-themed schooling...

10/12/2026

Go to the original post and comment Tempus Fugit EZ to help him win fan favorite!!

10/07/2026

🎃🍂 Halloween + Thanks & Giving Show Weekend is OPEN!

Join us at Holly’s Oak Equestrian for two separate schooling shows in one weekend:

Saturday, October 31 — Ghouls Just Want to Have Fun
Halloween-themed classes, our Pumpkin Patch Gambler’s Choice, costumes, spooky fun, and more.

Sunday, November 1 — Thanks & Giving
A fall-themed show with our Bribe the Judge Jumper Classic fundraiser, where bribery is not only allowed… it’s encouraged. We’re currently looking for a local charity or organization to support with this year’s fundraiser, so tag your favorites in the comments! We’d love to give back to a cause that means something to our local community.

Each day is a separate show with separate points, so riders can compete one day or make a full weekend of it.

We’re also adding low-level hunter classes this weekend to gauge interest for next year. If you want to see hunters become a regular part of our 2027 show schedule, we need to see participation in these classes!

There is no early-entry discount this time — discounted pricing is available for horse/rider combinations entered in both days.

Divisions offered from Ground Poles through 2’+.

Entries close October 23.

Come for the ribbons, stay for the chaos, and help us make it a really fun weekend.

Entry link:

Join us for a full weekend of showing at Holly’s Oak Equestrian! Friday, October 31 — Ghouls Just Want to Have Fun Our Halloween-themed schooling show featuring a fun, festive atmosphere, Halloween decorations, and special classes. Saturday, November 1 — Thanks & Giving A fall-themed schooling...

10/03/2026

The colors this morning 💕💕💕💕

09/28/2026

Lady Liberty “Libby” is available!

Born on the 250th birthday of America, Libby is a 2026 draft cross filly out of a Belgian/Paint mare. Her sire’s breeding is unknown.

She has the sweetest personality and is such a cute mover. I think she’s going to make someone a really fun all-around horse, and I’d love to see her grow up with a person who adores her as much as we do.

She will be ready to head to her new home when she is weaned in November!

Located in Hilliard, FL. Message me for more information or videos of Libby!

09/21/2026

Come join us and ride with Lainey when she is here in November. We would love to have you!

Lainey Ashker is coming back to Holly’s Oak/KH Eventing!!

Coming off a WIN at Maryland International and a 2nd place finish at Plantation Field, Lainey Ashker is headed to Hilliard, Florida for TWO days of teaching November 21–22!

And before you think, “I’m not advanced enough to clinic with Lainey…”

WE HAVE GROUPS FROM X-RAILS AND UP!

You do not have to be an upper-level rider to take advantage of an opportunity like this.

Whether you’re building confidence over your first courses, preparing to move up, or looking to sharpen your skills at the upper levels, groups will be organized by experience so riders can get the most out of both days.

November 21–22, 2026
Holly’s Oak Equestrian | Hilliard, FL
X-Rails & Up
One auditor pass included with each rider
Additional auditors: $25/day

We also have scholarship opportunities available for a Young Rider and an Under-Represented Rider!

RIDER SPOTS ARE AVAILABLE!

Come spend two days learning from a rider who is actively competing at the top of the sport — and bring your barn friends with you!

Register here https://docs.google.com/forms/d/1MtsmOZiYx-TJ2zy0w8t0e0ftiG0ROdSQDecaA2tQPR4/viewform

Please SHARE and TAG the friend who needs to come ride with you!

09/21/2026

We are so excited to welcome Lainey Ashker back to Holly's Oak Equestrian!

Lainey Ashker is coming back to Holly’s Oak/KH Eventing!!

Coming off a WIN at Maryland International and a 2nd place finish at Plantation Field, Lainey Ashker is headed to Hilliard, Florida for TWO days of teaching November 21–22!

And before you think, “I’m not advanced enough to clinic with Lainey…”

WE HAVE GROUPS FROM X-RAILS AND UP!

You do not have to be an upper-level rider to take advantage of an opportunity like this.

Whether you’re building confidence over your first courses, preparing to move up, or looking to sharpen your skills at the upper levels, groups will be organized by experience so riders can get the most out of both days.

November 21–22, 2026
Holly’s Oak Equestrian | Hilliard, FL
X-Rails & Up
One auditor pass included with each rider
Additional auditors: $25/day

We also have scholarship opportunities available for a Young Rider and an Under-Represented Rider!

RIDER SPOTS ARE AVAILABLE!

Come spend two days learning from a rider who is actively competing at the top of the sport — and bring your barn friends with you!

Register here https://docs.google.com/forms/d/1MtsmOZiYx-TJ2zy0w8t0e0ftiG0ROdSQDecaA2tQPR4/viewform

Please SHARE and TAG the friend who needs to come ride with you!

09/14/2026

This is how excited we all were to have Arlo become our first Premium foal! He is the first foal that we bred to sell and not for ourselves personally. I can’t wait to see what next year’s foals turn out like.

09/13/2026

Today Atlantica, and her foal, Atlantic Beach (Arlo) were inspected by Oldenburg NA. Arlo scored 8.0 to become a Premium foal, and was only .2 behind the champion colt’s score. Atlantica was accepted into the Main Mare book. Arlo is out of Atlantica, and by What About Jack. Don’t worry though, even though he was a super star, we still have some to share! Thank you Kaitlin Hartford with Eventing for presenting them today!

09/12/2026

Our yearling, Trouvaille, was a super star today at her Danish Warmblood inspection. She was so calm, relaxed, and well behaved. She scored an 8 for her overall type! I can’t wait to see what she grows and develops into! We also have a special shoutout to “Grandma” Joules for being the babysitter for the day.