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“Preppy Paddock” Kentucky Derby Party Theme

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DIY Moss Sign with Free Kentucky Derby Party Printables

14 Hands Wine

Winner update: This giveaway is now closed. Thanks so much to everyone that entered! And the lucky random winner is… Commenter #229 BLOVELY EVENTS! Congrats!


{original post} The Kentucky Derby is just a couple weeks away, and that means you’ve got the perfect excuse to get together with friends for fantastic food, drinks, and Southern traditions. And we can’t forget the element of dress-up, of course… which is one of the things that make Derby celebrations  – and the pictures from them – so totally fun & unique!

And speaking of Derby celebrations, I’m SUPER EXCITED to share that we’ve partnered with 14 Hands Vineyards again this year to bring you the following fun stuff:
……….1) Creative Kentucky Derby party ideas (including food, drinks & decor)
……….2) A brand new set of free Derby party printables, and…
……….3) Drumroll please… a fabulous DSLR CAMERA GIVEAWAY PACKAGE valued at nearly $600!

That’s right… one lucky reader will receive a Canon EOS Rebel T3 with Deluxe Accessories Kit + $100 worth of Photo Props, which should make it especially easy to capture all those fun party memories from the Derby and beyond! ;) Must be 21+ to enter. Please see official entry guidelines at the bottom of this post.

kentucky derby party centerpiece - painted horses with bow ties in DIY paddock


14 Hands is the official wine sponsor of the Kentucky Derby this year, which means it will be featured at Churchill Downs all throughout Derby Week… not to mention enjoyed by the very important guests in my own living room on May 4th. ;) We created a vintage-modern style Derby theme for 14 Hands last year, so I wanted to go a different direction this time… Inspired by the preppy fashion often donned at the Derby, this new “Preppy Paddock” theme features a fresh garden party vibe, bow-ties, preppy patterns, and bright pops of color!

PARTY HIGHLIGHTS to look out for:

……..– “Watering Hole” Drink Station with plant holders used for wine and water displays
……..– DIY “Party Paddock” Centerpiece with bow-tie bedecked horses
……..– Southern-inspired small bites like Mini Hot Browns and Ham Stuffed Biscuits with Mustard Butter
……..– Homemade Bourbon Peach Pie Pops and Kentucky Bourbon Puddings
……..– Playful photo props for fun picture-taking + free printable “Photo Finish” sign

Scroll down for an overview of the party, and check out additional images in the full party album.

Kentucky Derby Party drink station - wine glasses & cocktails

homemade peach pie pops with bow ties

Run for the Roses Free Printable Sign

Kentucky Derby Party Food Table - Appetizer Ideas

Ham Stuffed Biscuits with Spicy Brown Mustard Butter

Mini Hot Browns - Derby Appetizer

Southern Cornbread Crostini - Derby Party Appetizer

Kentucky Derby Winner's Circle Centerpiece

Watering Hole Drink Station - 14 Hands Wine

wine glasses with bow tie drink markers

kentucky derby water bottles and orange mint juleps

Kentucky Derby party decorations and banner

kentucky bourbon puddings via sprinkle bakes

kentucky bourbon balls and pie pops

kentucky derby photo booth props

Alyssa & Renee had fun modeling the photo booth props! ;)

diy painted wooden photo booth props


As I mentioned earlier, this theme was inspired by the preppy fashion you often see at the Derby, which is represented through bow ties and the preppy style of the party printables. Sheet moss was also incorporated for a fresh spring/garden vibe. I really had fun working on this theme and hope you enjoy it too! You can download all of the party printables for free right here.

My own favorite elements are probably the DIY “Party Paddock” centerpiece, Bourbon-Peach Pie Pops (embellished with bow-ties!) and “Watering Hole” wine bottle display. While browsing the garden section at HomeGoods, I stumbled on an awesome water faucet themed plant holder and couldn’t resist turning it into a creative display for the white wine! A modern white window box planter was also used for the water bottles.


Fabric Bow Ties: (DIY Tutorial coming Friday!) We made 3 different sizes of bow ties using different colors of scrap fabric. The smallest bow ties were used as drink markers on the wine glasses, and also to dress up toy horses. The medium bow ties were used to embellish vases, and the largest ones were hot glued to wooden dowels for photo booth props.

Moss-covered Frames: Unfinished wooden frames ($1 each at Michaels) were covered with sheet moss & used to display free printable 4×6 signs

Preppy Horses: Toy horses were spray painted & embellished with mini fabric bow ties

Party Paddock Centerpiece: The preppy horses needed a place to party, and this one was fashioned from styrofoam, moss, and inexpensive wooden fences found in the wood crafts aisle Michaels. (The fences were $1.29 each). DIY Tutorial coming next week!

Winner’s Cup Arrangements: Trophy-shaped vases were embellished with printable labels and filled with yellow and white flowers, (white Stock, Queen Anne’s Lace, Billy Balls, and Dahlias) + printable “Win, Place, Show” pennant flags

Paper Diamond Garlands: craft punches were used to punch diamond shapes, then attached together using fishing wire. These were used to embellish around “The Watering Hole” wine buckets, pie pop display and they would be great table runners!

Wooden Photo Booth Props: from Etsy shop Say Hello were painted with acrylic craft paint and hot glued to wooden dowels


– Cornbread Crostini (recipe via Southern Living)
– Ham Stuffed Biscuits with Mustard Butter (recipe via
– Mini Hot Browns (modified from this recipe & cut into diamond shapes to match the patterns in the party)
– Veggies & Dip
– Peach Bourbon Pie Pops (recipe via The Wicked Noodle) embellished with bow ties
– Kentucky Bourbon Balls (recipe via
– Bourbon Puddings (recipe via Sprinkle Bakes)
– 14 Hands Wine: Cabernet, Chardonnay, Hot to Trot Red Blend, & Hot to Trot White Blend
Orange-Tangerine Mint Juleps
– Water bottles embellished with printable bottle labels

Vendor Credit

Partner: 14 Hands Vineyards

Party Styling, Food/Drinks & Photography: Hostess with the Mostess

Free Printables: Hostess with the Mostess

Alternative Text
POSTED BY:jenn s.JENNIFER SBRANTI is the Founder and Creative Director of Hostess with the Mostess®, a hip and modern party planning resource.

463 responses to ““Preppy Paddock” Kentucky Derby Party Theme”

  1. Jess says:

    The entire theme is so adorable! I love the pie pops!

  2. Heather Ross says:

    The glasses and ties, how fun!

  3. Melissa says:

    So cute!! My favorite detail is the pudding in the tiny mason jars – this could work for so many different party themes :)

  4. Angela Alpaugh says:

    My favorite detail is the trophy vase!

  5. Lindsay says:

    I love the pie pops…I can’t wait to try these!

  6. Rosaria says:

    The photo booth props are just the cutest things i have ever seen! the color scheme in the entire post is just great!! <3 :)

  7. Debbie Fabre says:

    Love the pie pops. Would love to win the camera!

  8. melissa says:

    I LOVE the moss picture frames! And once I’m no longer pregnant I am looking forward to a glass of wine, and the 14 hands merlot looks perfect.

  9. sara larsen says:

    Love the cute pie pops!

  10. Lesly adams says:

    Can’t wait to make Kentucky Bourbon Puddings. I also love the bows on the wine glasses! Thank you for sharing. My camera finally died so I am keeping my fingers crossed I get picked!

  11. lindsay says:

    I love the pie pops, what could be better than pie on a stick!

  12. Juliana B. says:

    I love the Bourbon peach pie pops. How creative!

  13. Mirtha Regueiro says:

    I love the attention to detail. It really brings a uniqueness to the event. By far, the Watering Hole display is my favorite! It renders nostalgia and ambiance.

  14. Denise McCoy says:

    I love the bourban balls and pie pops. I so want to try those.
    I absolutely love it all.

  15. Aurore says:

    Hello! I am a French fan. I LOVE what you present every time! This is great! Thank you!!!

  16. nicole says:

    Would love to try rhe Cabernet Sauvignon!!

  17. I love the wine glasses

  18. Erica Tighe says:

    Love, love the mini Apple Pies on a stick!! Also, I just had to comment because 14 Hands Hot to Trot IS already my favorite red wine!! I tried it at a party last year & have been buying it ever since!

  19. I just love the little bow ties everywhere, how adorable!

  20. Sabrina Montes says:

    The watering hole and the cute bow ties on the wines glasses! Bourbon puddings look delicious!

  21. Tameka says:

    I love the idea of the pie pops!

  22. Thaomee says:

    I just love the incorporation of the colorful bow ties. Especially on the horses. So darn cute!

  23. Sabrina Montes says:

    The watering hole and the bowties on the wine glasses were my favorite!

  24. HayleyMoss says:

    Ooo. I def love those bow ties!! Soo cute! We live in Louisville and have been engulfed with derby celebrations! Would love to win this!

  25. Renata says:

    Love the bow ties on the glasses and the floral center piece :)

  26. Lindsay says:

    I absolutely adore the Kentucky Bourbon Pudding in the cute and petite mason jars. Totally going to steal that idea for some parties this summer! ;)

  27. Rachelle Washington says:

    Love the who ever took the photos of this awesome looking party! You can enjoy the looking at every detail! Good work..

  28. Kim says:

    I think the photo props are the a nice touch and would love to try the Riesling Wine. Consider me entered for the camera!

  29. Erin says:

    I LOVE the trophy vase! Gorgeous!

  30. I’d love to try the Moscato!

  31. Andrea Tighe says:

    Love the pie pops and the moss covered frame!!

  32. Lorena says:

    I love everything. Its so well organize. i really love the the bows on the wine glass its so cute.

  33. Michelle Moore says:

    I love “The Photo Finsh” props. every event I do always has some sort of photo booth type area with fun things to take pictures with.

  34. How do I choose just one thing I love?? The bow ties on the wine glasses are a detail that puts the final touches on such an amazing theme. Of course, the 14 Hands Riesling seems likes a wonderfully refreshing choice for such an event, and would sure to be in my glass for the entire party accented with those adorable bows! Thank you for all the wonderful blog posts, I can’t get enough of your creativity.

  35. Shemetria says:

    This is such a cute idea for Father’s Day!!! Love it!!!

  36. Pamela says:

    Love the photobooth theme! Photobooths are becoming a fast favorite of mine!

  37. Lulu says:

    I love the theme, the colours, the details, everything!!!

  38. Nicole says:

    Absolutely love the posh water bottle at the”starting gate” and the props for the “photo finish”! Clever and the colors bro g such a splash of summer!
    ~ can’t wait to host my own KD party!!!

  39. Cherish Bickel says:

    I definately would love to try the Pinot Gris! The straws are my favorite detail! Small touch but huge impact!

  40. cecilia H says:

    I love the photo booth props and the pie pops, so cute!