“Hats Off” – A Retrospective

It’s time for a retrospective “look back” at the 13-season history of the “Hats Off to the Horses” auction series sponsored by MAGGIE MAE DESIGNS® for Old Friends!

This exclusive, annual fundraiser for the retired racehorses of Old Friends ran from 2009 through 2022 and was a great success! For 13 seasons we were honored to celebrate the beloved retirees of Old Friends with one-of-a-kind Derby chapeaux. In total, Old Friends received donations totaling over $46,000 from this exclusive online Derby hat auction series.

"Hats Off to the Horses" of Old Friends - Acacia Courtney modeling the "Watchem Smokey" chapeau!
Acacia Clement modeling the “Watchem Smokey” hat from Season 11

To celebrate the return of “Hats Off” in 2026, MAGGIE MAE DESIGNS® thought it might be fun to compile and share a retrospective of this event’s 60+ hat auctions.

Below you will find photos from Seasons 1-3 with side-by-side photos of the auction hats and the horses who inspired them.

For Seasons 4 through 13 we have links to the full blog posts for those auctions!

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SEASON 1: 2009 – 2010

The "Black Tie Affair" auction hat from "Hats Off to the Horses", Season 1
BLACK TIE AFFAIR
The "Commentator" auction hat from "Hats Off to the Horses", Season 1
COMMENTATOR
The "Little Silver Charm" auction hat from "Hats Off to the Horses", Season 1
LITTLE SILVER CHARM
BULL INTHE HEATHER
The "Will's Way" auction hat from "Hats Off to the Horses", Season 1
WILL’S WAY
The "Academy Award" auction hat from "Hats Off to the Horses", Season 1
ACADEMY AWARD
The "Sunshine Forever" auction hat from "Hats Off to the Horses", Season 1
SUNSHINE FOREVER

SEASON 2: 2010 – 2011

The "Gulch" auction hat from "Hats Off to the Horses", Season 2
GULCH

The "Tinner's Way" auction hat from "Hats Off to the Horses", Season 2
TINNER’S WAY
The "Creator" auction hat from "Hats Off to the Horses", Season 2
CREATOR
The "Marquetry" auction hat from "Hats Off to the Horses", Season 2
MARQUETRY
The "Ogygian" auction hat from "Hats Off to the Horses", Season 2
OGYGIAN
The "Ruhlmann" auction hat from "Hats Off to the Horses", Season 2
RUHLMANN

SEASON 3: 2011 – 2012

The "Noor" auction hat from "Hats Off to the Horses", Season 3
NOOR
The "Prized" auction hat from "Hats Off to the Horses", Season 3
PRIZED
The "Benburb" auction hat from "Hats Off to the Horses", Season 3
BENBURB
The "Fortunate Prospect" auction hat from "Hats Off to the Horses", Season 3
FORTUNATE PROSPECT
The "Wallenda" auction hat from "Hats Off to the Horses", Season 3
WALLENDA
The "Arson Squad" auction hat from "Hats Off to the Horses", Season 3
ARSON SQUAD

SEASON 4: 2012 – 2013

The "Rapid Rzedux" auction hat from "Hats Off to the Horses", Season 3
RAPID REDUX

To view the auction hats from the rest of Season 4 all the way through Season 13, please click on the links below!

The Dancin’ Renee Hat

The Thunder Rumble Hat

The Popcorn Deelites Hat

The Hidden Lake Hat

The Sarava Hat

SEASON 5: 2013 – 2014

Afternoon Deelites of Old Friends
Afternoon Deelites of Old Friends from Season 5 of “Hats Off to the Horses”

The Sean Avery Hat

The Patton Hat

The Afternoon Deelites Hat

The Ball Four Hat

The Silver Ray Hat

The Geri Hat

SEASON 6: 2014 – 2015

The "Eldaafer" hat, Season 1 of "Hats Off to the Horses" for Old Friends
Rosie Napravnik modeling the “Aldaafer” hat from Season 4 of “Hats Off to the Horses”

The Eldaafer Hat

The Clever Allemont Hat

The Game on Dude Hat

The Catlaunch Hat

The Williamstown Hat

The Rail Trip Hat

SEASON 7: 2015 – 2016

The "Genuine Reward" hat auction, Season 7
Jamie Hernandez and her husband, jockey Brian Hernandez modeling the “Genuine Reward” hat from Season 7 of “Hats Off to the Horses”

The Silver Charm Hat

The Mixed Pleasure Hat

The Yankee Fortune Hat

The Amazombie Hat

The Genuine Reward Hat

The War Emblem Hat

SEASON 8: 2017

Acacia Clement models the "Zippy Chippy" Derby hat for Old Friends!
Acacia Clement modeling the “Zippy Chippy” hat from Season 8 of “Hats Off to the Horses”

The Alphabet Soup Hat

The Little Mike Hat

The Zippy Chippy Hat

The Danthebluegrassman Hat

SEASON 9: 2018

The "Touch Gold" auction hat from the "Hats Off to the Horses" fundraiser for Old Friends, Season 9
Emily and Carson Sullivan modeling the “Touch Gold” hat from Season 9 of “Hats Off to the Horses”. Photo by Equisport Photos.

The Awesome Gem Hat

The Touch Gold Hat

The Mr. Cowboy Hat

The Charismatic Hat

SEASON 10: 2019

The "Nicanor" hat from Season 10 of "Hats Off to the Horses" for Old Friends
 Artist Dagmar Galleithner-Steiner, her husband retired jockey, Joe Steiner modeling the “Nicanor” hat from Season 10 of “Hats Off to the Horses”

The King Congie Hat

The Bint Marscay Hat

The Archies Echo Hat

The Nicanor Hat

SEASON 11: 2020

"Hats Off to the Horses" of Old Friends - Acacia Courtney modeling the "Watchem Smokey" chapeau!
Acacia Clement modeling the “Watchem Smokey” hat from Season 11 of “Hats Off to the Horses”

The Einstein Hat

The Watchem Smokey Hat

The Soi Phet Hat

The Slim Shadey Hat

SEASON 12: 2021

Acacia Clement modeling the "Slew's Brew" auction hat from Season 12 of "Hats Off to the Horses" fundraiser for Old Friends
Acacia Clement modeling the “Slew’s Brew” hat from Season 12 of “Hats Off to the Horses”

The Afleet Accompli Hat

The Slew’s Brew Hat

The Patch Hat

The Birdstone Hat

SEASON 13: 2022

Acacia Clement modeling the “This Hard Land” hat from Season 13 of “Hats Off to the Horses”

The This Hard Land Hat

The Tom’s Ready Hat

The Ring Weekend Hat

The Bellamy Road Hat

Thank you for visiting us at the “Hats Off” retrospective page!