"Winning" Keeneland Looks

Keeneland opens this Friday, and the store is FULL of great fall clothes that will make you the center of attention at the races!  Fall is always my favorite time for Keeneland: the weather is beyond perfect, you can layer your favorite furs and jackets with cute dresses and skirts, and of course let's not forget showing off your new BOOTS! Below I've put together a few of my favorite Keeneland outfits that you can buy here at Street Scene!


Nothing is more perfect for Keeneland than a tweed jumper.  I bought one from Street Scene the first year I worked here, and it is still one of my favorite fall pieces! You can layer them with a blouse or turtleneck underneath, or wear them as a dress with a cute blazer or jacket.  They look adorable with boots and tights as well!  A fitted blazer is also a must for your fall Keeneland wardrobe. Try pairing it with shorter silhouettes underneath like wool mini skirts or short shift dresses.  This blazer is actually part of a cute suit set. We have tons of little suits in right now, and these are great pieces to invest in because you can mix and match the jacket and skirt to create so many different outfits. Right now I am obsessed with adding chunky fur collars to just about any piece for a luxurious fall look.  These can work on anything from a blazer to cardigan to jean jacket.



fur-$30.00
blazer (part of suit)- $30.00
gold purse- $16.00
tweed jumper- $28




This is the perfect Keeneland suit AND it's GUCCI!  This is a steal at $85.50, and you could definitely mix and match these neutral pieces with so many different items you already have in your wardrobe for years to come.  The suit is a cream tweed with caramel leather trim and features a fitted skirt and cropped short-sleeve jacket (open in front).  The short sleeved jacket looks great paired with some long ruched gloves.  A felted bow hat tops off this ladylike look and is perfectly Keeneland appropriate.

gloves- $10.00
belt- $7.00
hat- $18.00
Gucci suit- $85.50
navy sweater- $15.00

 This look is all about layering unexpected pieces while mixing and matching casual and dressy.  This Burberry-esque skirt has a great equestrian look and would look stunning with boots.  A jean button-down adds a casual touch and looks perfect layered with a short sleeved cropped sweater.  Add a cute scarf around your neck and this is a great way to stay warm if you don't feel like wearing a heavy coat all day.

Aigner purse- $40.00
cream sweater-$12.00
blue jean shirt- $15.00
plaid skirt-$20.00

If this outfit had a name it would be: "Holly Golightly goes to Keeneland!" If you really feel like going all-out for your day at Keeneland, this dress is a must!  It features the most beautiful and unique draping I have ever seen on a vintage dress, and the most fabulous fall floral print including olives, blacks, and browns.  It has a great off-the-shoulder cut that looks stunning with a fur stole (we especially love this unique gray colored one!)  These black buckle gloves just add an extra dose of class to the outfit, and perfectly match the black base of the dress.

gray fur- $125.00
black gloves with buckle-$18.00
dress- $60.00