Kentucky Oaks Fascinators & Oaks Day Hats
Oaks Day is pink day. The Kentucky Oaks runs the Friday before the Kentucky Derby at Churchill Downs, and the whole grandstand turns pink in support of breast and ovarian cancer awareness. Our Kentucky Oaks fascinators cover every shade — blush, dusty rose, fuchsia, hot pink — and every piece is handmade to order in Louisville, KY.
Pink Fascinators Made for Oaks Day at Churchill Downs
The Kentucky Oaks is the premier race for three-year-old fillies and one of the oldest continuously run races in America. It's also Louisville's own day: locals take Friday off, the crowd is famously stylish, and pink is everywhere — in the dresses, the ties, the Oaks Lily cocktails, and especially the hats. The winning filly is draped in a garland of lilies, which is why lilies and lily-inspired florals are a favorite Oaks Day detail.
Because the crowd is a sea of pink, the best Kentucky Oaks fascinators stand out through shape and contrast rather than just color. A sculpted pink saucer with ivory florals, a fuchsia teardrop with a dramatic quill, or a blush pillbox with veiling all photograph beautifully against a white, cream, or navy dress. If your dress is already pink, choose a fascinator one or two shades deeper or lighter so the outfit has depth.
Every Oaks Day fascinator here is hand-sculpted from millinery sinamay with silk florals and hand-curled feathers in our Louisville studio. The Oaks is always run the Friday before the Kentucky Derby — the last Friday of April or first Friday of May — so order by late March for standard production, or choose rush production if you're closer to race day.
Planning your outfit? Read our What to Wear to the Kentucky Oaks guide.
Shop Kentucky Oaks Fascinators & Oaks Day Hats
Pink Wide Brim Derby Hat with Roses and Ivory Blossoms $220.00
Blush Fascinator Hat with Peonies and Birdcage Veil $165.00
Pink Saucer Fascinator Hat with Ivory Peony and Pinecone Accents $180.00
Mauve Headband Fascinator Hat with Pink Magnolia $140.00
Dusty Rose Saucer Fascinator Hat with Coral Roses and Feathers $180.00
Lavender Saucer Fascinator Hat with Coral Peony and Ruffle $180.00
Light Blue Saucer Fascinator Hat with Sage Hydrangea $180.00
Blush Saucer Fascinator Hat with Peach Ranunculus $180.00
Blush Saucer Fascinator Hat with White Dahlia $180.00
Pink Saucer Fascinator Hat with Magnolia Blooms $180.00
Pink Pillbox Fascinator Hat with Peony Flowers $165.00
Pink Saucer Derby Hat with Peonies and Netting $180.00
Pink Fascinator Headband with Dahlia and Blossoms $165.00
Yellow Pillbox Fascinator Hat with Blush Dahlia $165.00
Pink Fascinator Headband with Peony, Green Leaves, and Netting $190.00
Fuchsia Large Derby Hat with Yellow Peony and Quill $220.00
Pink Large Derby Hat with Peony Bouquet and Spiral Quill $220.00
Yellow Pillbox Fascinator Hat with Peony and Netting $165.00
Hot Pink Saucer Fascinator Hat with Yellow Peony and Netting $195.00
Pink Fascinator Headband with Magnolia and Feathers $140.00
Fuchsia Pillbox Fascinator Hat with Carnations and Purple Curls $165.00
Blush Large Derby Hat with Peony Blooms and Quill $220.00
Yellow Saucer Fascinator Hat with Peony and Netting $180.00
Pink Teardrop Fascinator Hat with Magnolia and Lace $190.00
Taupe Large Derby Hat with Lily and Curls $180.00
Blush Saucer Fascinator Hat with Magnolia and Berry Accents $180.00
Mauve Pillbox Fascinator Hat with Peony and Curls $165.00
Blush Pillbox Fascinator Hat with Rose and Burgundy Netting $165.00
Red Teardrop Fascinator Hat with Peony Bloom $170.00
Burgundy Fascinator Headband with Cherry Blossom and Quill $140.00
Taupe Pillbox Fascinator Hat with Rose and Netting $165.00
Pink Saucer Fascinator Hat with Dahlia and Netting $180.00
Blush Pillbox Fascinator Hat with Rose Blooms and Berry Accents $165.00
Pink Saucer Fascinator Hat with Blush Peony and Feathers $180.00
Green Saucer Fascinator Hat with Pink Magnolia and Loops $180.00
Red Pillbox Fascinator Hat with Yellow Peony and Fan $165.00
Mauve Saucer Fascinator Hat with Ivory Peony and Netting $185.00
Yellow Saucer Fascinator Hat with Pink Dahlia and Feathers $180.00
Yellow Pillbox Fascinator Hat with Peony and Berry Sprays $165.00
Coral Pillbox Fascinator Hat with Roses and Netting $165.00
Blush Large Derby Hat with Red Dahlia Blooms $220.00
Coral Saucer Fascinator Hat with Ivory Peony and Berries $180.00
Pink Saucer Fascinator Hat with Cream Peony and Netting $180.00
Green Saucer Fascinator Hat with White Orchid and Quill $175.00
Magenta Saucer Fascinator Hat with Blush Magnolia and Quill $175.00
Plum Fascinator Headband with Hydrangea and Sinamay Loops $150.00
Green Pillbox Fascinator Hat with Pink Magnolia and Berries $170.00
Dusty Rose Saucer Fascinator Hat with Yellow Peony and Netting $180.00
Showing 48 of 183 pieces.
Every Milliner's Row piece is handmade to order in our Louisville, Kentucky studio using traditional millinery techniques — sinamay shaped over hat blocks, hand-arranged silk flowers, and hand-curled feathers. Headband fascinators start at $140, pillbox fascinators at $165, teardrop fascinators at $170, saucer fascinators at $180, and large derby hats at $220. Standard production takes 7-10 business days, with rush options available; we recommend ordering at least 3 weeks before your event. Each piece ships nationwide from Louisville, KY.
Kentucky Oaks Fascinator FAQ
Why do people wear pink to the Kentucky Oaks?
Pink is the official color of Oaks Day. Churchill Downs uses the Kentucky Oaks to raise awareness and funds for breast and ovarian cancer, and spectators wear pink — dresses, ties, and especially hats and fascinators — to show support.
Do you have to wear a hat to the Kentucky Oaks?
Hats aren't required, but they're a strong tradition. Most women in the grandstand, clubhouse, and Millionaires Row wear a fascinator or Derby hat. A fascinator is the most comfortable choice for a long Friday at Churchill Downs.
When is the Kentucky Oaks?
The Kentucky Oaks is always run at Churchill Downs in Louisville on the Friday before the Kentucky Derby, which is held on the first Saturday in May.
Can I wear the same fascinator to the Oaks and the Derby?
Yes. Many women wear a pink fascinator on Oaks Day and a different color on Derby Day, but a versatile piece in blush, ivory, or a pink-and-ivory mix works for both. If you only buy one hat for the weekend, choose a color that suits both outfits.