Rollingwoods Farm

Congratulations to Real Gem registered as Glenridge Pick Pocket (Gayfields The Thief x Rollingwoods Jettin Joann) on earning 3rd Overall Small Pony Jumper and Reserve Champion Small Welsh! Real Gem was joined at this year’s Pony Finals by two full siblings, Glenridge Partner in Crime and Glendonwyn Prince of Thieves who successfully competed in the Medium Green Division and the Large Regular Division. All three of these ponies were bred by the McDougald family and we are so proud to see Rollingwoods descendants excelling in their careers!

We’ve gotten a little behind on posting after a busy few weeks, so it’s time to catch up!

First up is the Tulsa Area Pony Show in Claremore, Oklahoma. We had a great weekend with a great group of people. Everyone came ready to compete, and nearly every pony went home with at least one tricolor ribbon.

We don’t have photos of every pony, but we’re proud of every pony and rider/driver pair that represented Rollingwoods. Thank you to everyone who helped make the weekend a success. We’re looking forward to sharing more from the past few weeks!

We are excited to introduce our 2026 foal crop so far.

This is the first foal crop for Rollingwoods Top Shelf, and we could not be more thrilled with both the filly and c**t he has produced. He is undoubtedly passing on his exceptional quality to his offspring. We are also very pleased with the first foal out of Rollingwoods Hot Topic by Quicksilver Valentino. We are also eagerly awaiting the arrival of the foal out of Rollingwoods Unrivaled, also by Quicksilver Valentino, due at the end of May.

Rollingwoods Hot Cakes
Chestnut Section B Filly
*Retained*
(Quicksilver Valentino x Rollingwoods Hot Topic)

Rollingwoods Frankly My Dear
Red Roan Section B C**t
*Available*
(Rollingwoods Top Shelf x Rollingwoods All Mine LOM/AOE x *Sleight of Hand LOM/AOE/OD)

Rollingwoods Talk of the Town
Black 3/4 Welsh Filly
*Retained*
(Rollingwoods Top Shelf x Rollingwoods Walk Softly AOH)

It has been a busy few weeks for our Rollingwoods Farm team, so we are a little behind on sharing results. We are so proud of this small but mighty group and all they accomplished.

Red River Spring Fling:
Rollingwoods Miss Congeniality:
Multiple tricolors in the driving divisions
Reserve Supreme in Halter
Driven by Margret Webb and shown in hand by Candice Reece.

Rollingwoods This Kiss:
Tricolors in the driving divisions
First in leading rein
Driven by Dr. Ruth Wilburn and ridden by Georgey Glaves.

Rollingwoods Top Tier:
Champion of the Low Hunter Division out of 13
Reserve Supreme Gelding under both judges
Show both in hand and undersaddle by Alex Clark.

Rollingwoods Top Shelf:
Supreme Champion and Reserve Supreme Champion
Excellent Undersaddle Classes
Shown both in hand and undersaddle by Alex Clark.

Rollingwoods Miss Hospitality:
Reserve Champion in English Pleasure with Candice Reece

MSW Knight at the Ballet:
• “Kitt” had a great first show experience with halter and in hand trail. We are so excited to have both Kitt and Margret joining our team for several shows this year!

Texas Rose Horse Park:
Castleberry Rey Skywalker:
Double Supreme in Halter
Reserve Champion in Low Hunter
1st in Adult Equitation
Owned and shown undersaddle by Dr. Claudia Mangum. Shown in hand by Alex Clark.

Rollingwoods Top Shelf:
Reserve Supreme Champion
Reserve Champion A/B Adult English Pleasure Day 2
Shown in hand and undersaddle by Alex Clark.

Rollingwoods Top Tier:
Excellent Low Hunter rounds, winning the second round
1st in A/B Ridden Welsh
Reserve Supreme Gelding under both judges
Shown in hand and undersaddle by Alex Clark

Rollingwoods Miss Congeniality:
Tricolors in Carriage Driving and Pleasure Driving
Driven by Joanna Wilburn

Rollingwoods Miss Hospitality:
Reserve Supreme
Lovely Low Hunter rounds
1st in Leading Rein
Reserve Champion Adult A/B English Pleasure Day 1
Ridden by Joanna Wilburn and shown in hand by Alex Clark

Rollingwoods This Kiss:
Tricolors in Carriage Driving and Pleasure Driving
Second in leading rein
Driven by Dr. Ruth Wilburn.

We could not do any of this without our village, and we are so thankful for everyone who helped us navigate two very busy weeks, especially with last minute changes and a smaller team. A special thank you to Candice Upchurch Reece for all she did for us at these shows.

Our small but mighty team kicked off the 2026 show season with a fantastic weekend at Fieldstone Park!☘️

It was the debut show for our 2023 Section B stallion, Rollingwoods Top Shelf, and he exceeded every expectation. “Elf” was a complete gentleman all weekend, handling large undersaddle classes! He topped the weekend off by earning Supreme Champion under both judges.

Elf’s half-brother, Rollingwoods Top Tier, was just as impressive. “Diesel” laid down beautiful rounds in the A/B Hunter and earned Supreme Champion Gelding under one judge and Reserve Supreme Champion Gelding under the other.

Anna Hutchinson and her Cuesta Chipotle spent the winter working hard and it definitely paid off! The pair earned Reserve Champion in Adult Half-Welsh English Pleasure and had awesome Low Hunter rounds.
Additionally, Lisa Seaburg’s Rollingwoods First Class moved up to Low Hunter and had a great first show back.
Rollingwoods Guardian Angel gained valuable experience in his first undersaddle classes.
These three are showing much promise and we can’t wait to see what the rest of the year brings.

A huge thank you to Candice Reece, Charlotte Upchurch, Kathy Voekel, Sarah Wright, and the entire Diamond K/Royal Oaks/Fieldstone Park team for yet another wonderful show and the perfect start to the season!

Some ponies and some people leave a legacy that continues long after they are gone and that is true of Gail Thomson of Gayfields Welsh in so many ways.

We are proud to celebrate Gayfields Louisiana Man LOM, whose offspring earned him his Sire LOM in 2025. Louisiana Man was bred by our late friend Gail Thomson, who played an instrumental role in helping us start our breeding program at Rollingwoods Farm. Gail was truly one of a kind, and we miss her greatly.

While we do not own Louisiana Man, he has been a part of our breeding program thanks to the generosity of Gail and Arthur.

Included below are the pictures and the write up that were shared at the awards banquet recognizing Gayfields Louisiana Man for earning his Sire LOM.

Gayfields Louisiana Man LOM
“The legacy of Gail Thompson, a cornerstone of the WPCSA and an expert on Welsh bloodlines, lives on through the ponies she produced. Gail’s
knowledge was vast, her dedication was unwavering, and in her husband's
words, she was "an event".
Gayfields Louisiana Man stands as a tribute to that legacy. Though he was
never shown, his impact is evident in his offspring. Owned by Gayfields, he
has also contributed to the Rollingwoods Farm program thanks to the
generosity of Gail and Arthur. Together, Rollingwoods Farm and Arthur
proudly recognize Gayfields Louisiana Man for achieving his Sire LOM.
Gayfields Chicks Dig It, owned and adored by Kelsey Bryant, has proven
himself a versatile and competitive partner, excelling in Hunter, Halter,
English Pleasure, and numerous Western classes.

Rollingwoods The Cat’s Meow, aka "Guppies", was a sweet mare with an
unforgettable personality. Paired with Mason Davis, she either performed to
win or to teach a humbling lesson.

Rollingwoods Bellini, owned by Claire Rasmussen, has excelled in both
Welsh and Open Driving Competition, including earning top ribbons at Villa
Louis Carriage Show.

Rollingwoods Show of Hands gave Joanna the confidence to ride and show
again. She has since taken care of riders at Kelvedin Farm. A true babysitter,
Chicken Fingers has earned many National Awards with both her rusty rider
and her beginner riders.

Rollingwoods Hot Topic has always been unflappable and wiling to please,
even as a green pony. In the two years she was shown by Alex Clark, she
earned National titles in English Pleasure, Western, and Hunter. She is now expecting a March 2026 foal.

Louisiana Man and his offspring are Gail’s vision and knowledge brought to
life. Although she is missed, Gail's influence endures in her bloodlines and in
all of us who were fortunate enough to learn from her.”

Next Up: We will be highlighting each of our Lifetime Award winners!🎉
First is Rollingwoods Cookie Thief, who earned his Sire AOH in 2025!
Included below is the write up that was read at the Lifetime Awards Banquet and the slides with pictures of Cookie Thief’s offspring that were displayed.

Rollingwoods Cookie Thief LOM/LOM/AOE/OG/OD/AOH
While it’s wonderful to have a widely successful pony like Cookie
Thief, sometimes ponies give an even greater gift: lasting friendships.
That is exactly what Cookie Thief’s five AOH legs have given us.

The first leg, Divinity, marked the first breeding to one of our ponies for
longtime friend Bonnie Smith. We are grateful for her continued support
and promotion of our bloodlines.

The next leg, Rollingwoods Eye Spy AOH brought us the friendship of
Grace Morgan and everyone at Kasbah Farm. Grace successfully
campaigned “Hiccup” on both the Welsh and Hunter circuits, including
attending Pony Finals 2019. The best part of this sale was the addition to
our family that came with it. Since purchasing Hiccup, Grace has
attended our Annual Pony Breaking every year for the past ten years and
frequently appears at the farm throughout the year.

As most of you well know, Grace and Alex come as a package deal. So
it’s fitting that the next pony, Rollingwoods Angel Cookies, is the pony
who pulled Alex into our barn full-time (spoiler alert: we haven’t been
able to get her out since). Yummy was later sold to Kathy Voelkel. We
are grateful that another of our ponies has kept that friendship close.

With the sale of Rollingwoods Doo Lolly came the friendship of Lauren
Smith and her mother, Leah. Lauren campaigned Lolly in the Welsh and
Hunter world, even ribboning at Pony Finals 2023.

The final leg, R & R Cookies Angel “Matilda,” is the result of a
longtime friendship with the Roberts family. Reconnecting through
breeding and campaigning Matilda in 2025 has been a wonderful
reminder of how special these pony connections can be.

The greatest gift these ponies brought us was not success alone, but the
people who became friends and even family because of them.

We had such a great time at the WPCSA AGM this year. It is always so special to get together with our Welsh pony family and catch up with friends we do not see nearly enough during our busy show season. There is something about this group of people that just feels like home. And we have to say, it was pretty fun seeing everyone dressed up for the evening too. We are used to dirt and barn clothes, so it is nice to see everyone all cleaned up.

We also must extend a huge thank you to Dr. Shari Beecher, Lisa Landis, Ozzy Picton, and Louise Picton for all the work they put into making the AGM such a success. Events like this do not just happen. They take a lot of time and effort, and we greatly appreciate the people who work behind the scenes to make these things happen.

It was wonderful to get to celebrate the 2025 Show Season and the success that came with it. We are so proud of what our riders and ponies accomplished and it is wonderful to get to recognize all the growth, hard work, and teamwork that went into it.
We are already looking forward to getting back in the ring in 2026. We are leaving the AGM excited, motivated, and ready to do it all again.

Stay tuned for official results from 2025.

We had a wonderful time at USEF’s Annual Meeting in Louisville, KY! We so enjoyed getting to see old friends and having time to slow down and visit! It was a wonderful weekend with lots of learning, opportunities and fun to be had! We are so proud of the ponies on our show string that earned awards!
USEF Horse of the Year Awards include:
⭐️ Rollingwoods Cookie Thief LOM/LOM/AOE/OG/OD/AOH
🏆USEF Leading Welsh Sire🏆

⭐️ Gallod Keeping Time
🏆Champion C/D English Pleasure🏆

⭐️ Rollingwoods This Kiss
🏆 Reserve Champion A/B Pleasure Driving🏆

We would like to extend a huge thank you to Mindy Davis allowing us to campaign Gallod Keeping Time for the 2025 season and for allowing us to tagalong on her trip to this meeting!

Next Up: the Welsh Pony and Cob Society Annual Meeting🎉