Horse Races – And the Tailgates

Here comes horse racing season…and as important as the horse races are the tailgates.  Legendary.  While this may not be Derby-appropriate, this will work for Steeplechase and The Cup.  Also – this is for the gentleman who doesn’t mind staying away from the ‘Easter Egg’ look.  Be bolder than that:

(L-R from top Left)

1. Southern Proper Hat: Even though this will probably stay in your back pocket, it’s good to have for if (when) it rains.
2. Cushing Bow Tie from Collared Greens:  Let something else be the GTH – keep the bow free and easy.
3. Barbour Liddesdale Jacket: Again, for if (when) it rains, it’ll be good to have handy.
4. Ray Ban Avaitors: Go with the black frames; different than the norm, and she’ll want to borrow them.
5. Selvedge Blue Oxford Shirt from Todd Snyder: It is impossible to have too many blue oxford shirts.
6. SMU Embroidered Pants from Pennington & Bailes: Apparently there is a horse race at some point during the day…
7.  Kentucky Horseman Belt: Get something good engraved: ‘Dixieland’, or ‘Bottoms Up’, or ‘RCS Sucks’.
8. 8″ Bean Boots from LL Bean: OK, it’s going to rain.  It always does.
9. Knob Creek Bourbon: Be the most popular guy at your tailgate.
10. Heavy Duty Flask from Stanley: Sharing is caring.



  1. Glenn
    03/20/2012 / 9:42 AM

    Great choices!

  2. 03/20/2012 / 10:29 AM

    Ha – just put 3 looks together for Trot Line, though mine had Easter egg elements. Couldn’t help it.

  3. 03/20/2012 / 12:00 PM

    Those SMU pants look great in person, on the few guys in Dallas I have seen who dare to wear them!

  4. KYGentleman
    03/21/2012 / 12:38 AM

    I grew up going the conservative route with my dress for weekends at Keeneland. May have to try and liven it up with a hat or colored pants here in April.

    Can’t forget the cigar, either!

  5. 03/21/2012 / 12:04 PM

    Well would ya look at that! Hah! Were we all talking about Steeplechase last time we saw each other or something?

  6. Harry
    03/21/2012 / 1:37 PM

    I think the obvious answer for belt engraving is “Tally Ho!”

  7. Lee
    03/22/2012 / 8:59 AM

    Great suggestions! I am making the treck from DC down to Atlanta in a few weeks to attend Atlanta Steeplechase with a bunch of Atlanta friends. Will you and your lovely wife also be attending?

  8. Cecil
    03/23/2012 / 1:49 PM

    living in Lexington Kentucky has blessed me with the opportunity of having an amazing race track as a back yard. with that said, I would like to disagree with some of the clothing choices given here, the pants have to go, and I am a true believer in the idea that it is either a hat or sunglasses not both.

    anyway, keep up the good work, I love reading the blog!


  9. MPM
    03/25/2012 / 11:05 PM

    Ha! I went to SMU and wore those pants on the Boulevard every week. Great choice.

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