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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. Carie Whitebirch says:

    Love love the grassy frames and trophy vase!

  2. Jessie Dooley says:

    Besides the amazing color choices, I absolutely love how all the little bow ties are scattered throughout the design. So clever and unique!!!!!

  3. Mary Kay says:

    I love the photo booth props but the pudding in those little glass jars is pretty adorable too! Oh how I would love to win the camera…I have a grandbaby due any day and my camera decided to die! :(

  4. Desiree says:

    This is one fun theme! With summer around the corner, this theme creates much more of an anticipation and longing for warm weather. The O’ so cute lemonade cups in a tray with a blue bow is so refreshing and cooling– love it! The Moscato wine sounds absolutely delicious.

  5. Amanda says:

    I LOVE the pie pops! They are so adorable! Thanks for the chance!

  6. The entire party theme is just so fun! I especially love the printables and will be linking to them this week in my ‘Week In Review’ on Friday. Also, the 14 Hands Merlot and Chardonnays are my favorite.

  7. Lindsay says:

    The preppy horses and bow tie accents were my favorite little touches. I would love to try the Pinot Gris from 14 Hands…I’ll have to add it to my list for after the baby is born in June! :)

  8. Michelle Peck says:

    I absolutely love how all of the stationery ties everything together! As a graphic designer myself I love doing invitations for a party and then all of the “day of” items to have a cohesive look all around!

  9. Mandi says:

    I love the bow ties on the wine glasses and I would totally try the cornbread crostini.

  10. Jessica says:

    I love the moss covered picture frames! Also, I would definitely try the Hot to Trot White Blend wine.

  11. Jen says:

    The Cornbread Crostinis would be good for any party!

  12. Stephanie says:

    The details in this party are too cute! I am loving the pie pops. I had some at my wedding and they were awesome! All the food looks so delicious though, loving the party theme.

  13. New “Preppy Paddock” Kentucky Derby Party Theme + Canon Rebel T3 Camera Package Giveaway!!

  14. gschles says:

    I love all the colored horses!!! Great party. I’m so excited because we are hosting a Derby party this year and will be using your printables :)

  15. Andrea says:

    Those mini pies on a stick are perfectly cute!!

  16. Amanda says:

    I love all of the little bow tie details (especially on the horses! Adorable!) but I would also enjoy tasting the Pinot Gris from 14 Hands.

  17. Carrie Lauck says:

    I love the look of the spray painted horses with their bow ties and the color palette on the printables is terrific. Please pass the “Hot to Trot White Blend” for my girlfriends and I to try! Great looking party!

  18. Haley S says:

    I love the glasses and bowties!! The food is perfection as well! YUM (:

  19. Kelly Valencia says:

    That Hot to Trot line looks delicious! Red blend if I have to choose!

  20. daynaperez says:

    Love the wine glasses with the pretty bows and also those bourbon balls look delish.

  21. dulce says:

    My favorite decoration idea was the trophy with flowers, that make a pretty centerpiece, festive, and perfect for the theme. And the photo finish area makes it fun for everyone, with beautiful diy table decorations. I love your ideas.

  22. Katie says:

    I absolutely adore the bow tie theme of varying sizes. Might have to make some of the wine glass bow tie charms for our celebration!

  23. Hester says:

    Love the bow ties on everything and the trophy with flowers! The vintage faucets at the “watering hole” were a nice touch, too!

  24. chrystal i says:

    I would love to try a glass of the Hot to Trot White Blend in one of the wine glasses with the bow tie tied around the base…such a cute idea.

  25. Lindsey Kelley says:

    I love the moss covered picture frame such a cute DIY

  26. My favorite is the little toy horses.

  27. Amy says:

    My favorite detail is the bow ties on the spray painted horses!

  28. Betty says:

    Love the little bow ties on the glasses!

  29. Shawna says:

    What a cute party! I would definitely try The Reserve Merlot. It sounds perfect!

  30. Kristina says:

    We had 14 hands at our wedding! But I would personally love to try the Hot to Trot Red Blend!

  31. Katrina says:

    I love the bows on the wine glasses and the pretty argyle details.

  32. Joanna says:

    What a fun, colorful party! I love the menu- all the mini, individual food items are so cute and perfectly themed! Great givewaway!

  33. Jadyn says:

    I love “the watering hole”, especially the spigots – great touch. The bowties integrated throughout the serveware and stemware are awesome too!

  34. Kristel says:

    I absolutely loved the photo booth props and the Kentucky Bourbon Pudding looks amazing!

  35. Robin Lapping says:

    I really like the Bourbon Peach Pie Pops! Super cute idea… and as for the wines, I want to try them all!

  36. Robin Lapping says:

    I love the Peach Bourbon Pie pops.. super cute! And as for the wine, I want to try all of it!

  37. andrea sestak says:

    the water bottle labels are fantastic. love them!

  38. Aziza Johnson says:

    I love all of the Bow-tie details:). The bourbon peach pie pops look yummy too!!!

  39. Minna says:

    Those cake pops look delicious! I’d love to have one, paired with a glass of merlot.

  40. Mary R. says:

    Love the printables! but my favorite might just be the pie pops. They look easier to create than cake pops!