Each year, Polly handcrafts 100 one-of-a-kind designs in her Kentucky studio, nestled in historic downtown Georgetown — on the property of one of the first Kentucky Derby winners. Her creations are timeless and exquisite, reflecting her dedication to artistry and elegance. In addition to her signature collections, Polly designs custom hats for a select number of clients, ensuring each piece is as unique as the woman who wears it.

 

Desiring to work with Polly?

Call or text 859-533-1426 to schedule an appointment to meet with Polly in her studio.
Polly also meets clients via Zoom.

All hats are shipped in Polly’s custom hat boxes, ensuring your couture creation arrives beautifully protected.

Join Polly’s VIP Club and enjoy 10% off your purchase. Details are available on the home page.

Showing 1–12 of 109 resultsSorted by latest

Pippa Merlot Lace FascinatorPippa Merlot Lace Fascinator

Pippa Merlot Lace Fascinator

$395.00

Pippa — One-of-a-Kind Percher Hat

Meet Pippa, a one-of-a-kind handmade percher hat by Polly Singer.

A rich merlot lace elegantly covers the sculpted base, creating a softly dramatic texture and deep, sophisticated colour. At the centre, a hand-sculpted black felt bow adds architectural definition and a refined sense of movement—signature details of Polly Singer millinery.

Designed to perch beautifully and make an unforgettable entrance, Pippa is the perfect finishing touch for the races, afternoon tea, the Breeders’ Cup, a special party, or any elegant occasion where style matters.

Pippa arrives presented in a raspberry-pink Polly Singer hat box, ready to be treasured between wearings.

Details

  • One-of-a-kind handmade percher hat
  • Merlot lace-covered base
  • Hand-sculpted black felt bow
  • Supplied in a raspberry-pink Polly Singer hat box
  • Suitable for races, tea, the Breeders’ Cup, parties and elegant events
Corinne Blue FedoraCorinne Blue Fedora

Corinne Royal Blue Fedora

$495.00

Corinne Royal Blue Wool Fedora

Make a dramatic entrance in Corinne, a large and impressive couture fedora handcrafted by Polly Singer.

Made from rich royal blue wool, this striking statement hat is designed to command attention while retaining an elegant, polished silhouette. Dancing royal blue feathers create movement and theatrical flair, complemented by a distinctive pheasant feather and a beautifully crafted leather flower. Every detail has been thoughtfully arranged to create a confident, unforgettable finish.

Perfect for crisp autumn occasions, Keeneland, the Breeders’ Cup, race days, weddings, and other special events, Corinne adds colour, sophistication, and individuality to any ensemble. Its bold royal blue palette looks especially striking with neutrals, jewel tones, and classic autumn tailoring.

Corinne is a truly exclusive Polly Singer creation—handmade, one of a kind, and only one is available. It comes beautifully presented in a signature raspberry Polly Singer hat box, ready to be treasured and worn for standout moments.

Details:

  • Large royal blue wool fedora
  • Handcrafted by Polly Singer
  • Finished with dancing royal blue feathers
  • Accented with a pheasant feather and leather flower
  • Perfect for fall, Keeneland, the Breeders’ Cup, race days, and special events
  • Includes a signature raspberry Polly Singer hat box
  • Only one available
Evangelina Ivory Tulle FascinatorEvangelina Ivory Tulle Fascinator

Evangelina Ivory Veiling Fascinator

$395.00

Evangelina Ivory Tulle Fascinator

Make an unforgettable entrance in Evangelina, an exquisite one-of-a-kind fascinator hand-sculpted by Polly Singer.

Designed on a classic headband for a comfortable and secure fit, this striking piece features yards of delicate ivory chenille-dot tulle veiling, artfully perched above the head to create an elegant sense of height and movement. Sculptural wool details and subtle shimmery accents add texture, dimension, and a touch of understated glamour.

Romantic yet distinctive, Evangelina is a beautiful statement piece for weddings, afternoon teas, race days, special events, and celebrations where every detail matters. Its soft ivory palette makes it especially elegant with bridal, cream, neutral, or pastel looks.

This is a truly exclusive Polly Singer creation—only one is available.

Details:

  • One-of-a-kind ivory tulle fascinator
  • Hand-sculpted by Polly Singer
  • Yards of ivory chenille-dot veiling
  • Designed on a comfortable headband
  • Finished with wool and shimmery accents
  • Ideal for weddings, teas, race days, and special events
  • Includes a signature raspberry Polly Singer hat box
  • Only one available
Shine Like The Stars FedoraShine Like The Stars Fedora

Shine Like The Stars Aubergine Fedora

$500.00

Shine Like the Stars Hat

Make a truly unforgettable entrance in Shine Like the Stars, a one-of-a-kind couture fedora by Polly Singer.

Hand-blocked from rich eggplant–aubergine purple wool, this sculptural hat combines timeless millinery craftsmanship with an elegant, dramatic finish. Delicate gold leaves sweep across the crown, complemented by a luxurious pheasant feather for movement, texture, and a touch of natural glamour.

Designed for those standout occasions when every detail matters, Shine Like the Stars is the perfect statement piece for the Breeders’ Cup, Keeneland, race days, weddings, and special events. Its refined silhouette is striking without being overwhelming, adding confidence, polish, and individuality to your look.

This is a truly exclusive piece—one of a kind and only one available.

Details:

  • One-of-a-kind couture fedora
  • Hand-blocked purple wool
  • Eggplant–aubergine colourway
  • Finished with gold leaves and a pheasant feather
  • Designed and handcrafted by Polly Singer
  • Perfect for the Breeders’ Cup, Keeneland, race days, and special occasions
  • Only one available
Calliope's Navy Feather Fascinator

Calliope’s Navy Feather Fascinator

$375.00

Calliope’s Navy Feather Fascinator is a lavish navy feather fascinator worn on a blue velvet band. Featuring a large crystal button, Calliope is a stunner.

As with all Polly Singer designs, Calliope will be shipping in our a custom raspberry hat box.

Polly Singer was named America’s Top Hat Designer and has been featured in numerous magazines.

 

 

Yvette Fall Breeder's Cup SaucerYvette Fall Breeder's Cup Saucer

Yvette Fall Breeder’s Cup Saucer

$495.00

Yvette Fall Breeders’ Cup Saucer

Make an elegant statement at the races in Yvette, a refined fall saucer designed to bring effortless polish to special occasions.

Yvette features a natural cream base and a lavish hand-sculpted bow, creating a sophisticated silhouette with beautiful sculptural detail. Worn on a comfortable headband, this distinctive piece is finished with handmade sage and merlot flowers in rich autumnal tones—perfect for the season’s most memorable events.

Handmade by Polly Singer, Yvette is thoughtfully designed to be versatile beyond the fall season. It can be retrimmed in spring with flowers or accents in different colors, allowing you to refresh its look for a new occasion.

Ideal for Keeneland, the Breeders’ Cup, galas, weddings, and other special occasions.

Details:

  • Natural cream saucer base
  • Lavish hand-sculpted bow
  • Worn on a headband
  • Handmade by Polly Singer
  • Sage and merlot floral accents for fall
  • Can be retrimmed in spring in different colors
  • Ideal for Keeneland, the Breeders’ Cup, galas, weddings, and special occasions
  • One available
  • Presented in a custom Polly Singer raspberry hat box
Rachel Camel Lace Feather FedoraRachel Camel Lace Feather Fedora

Rachel Lace Feather Fedora

$425.00

Rachel Camel Fedora

Make a sophisticated statement in Rachel, a distinctive handblocked camel fedora thoughtfully finished with vintage-inspired details.

Crafted from warm camel-colored wool felt, Rachel has a timeless silhouette with an elegant, artisanal feel. A vintage lace band adds romantic texture, while delicate white feathers, a single gold feather, and a handmade brown wool felt flower create movement and understated drama.

Elegant yet wearable, Rachel is a beautiful choice for race days, galas, weddings, and other special occasions.

Details:

  • Handblocked camel fedora
  • Warm camel-colored wool felt
  • Vintage-inspired lace band
  • White feather accents
  • Single gold feather detail
  • Handmade brown wool felt flower
  • Ideal for Keeneland, the Breeders’ Cup, galas, weddings, and special occasions
  • One available
  • Presented in a custom Polly Singer raspberry hat box
Katerina Grey wool percher hatKaterina Grey wool percher hat

Katerina Grey Wool Percher Hat

$425.00

Katerina Grey Wool Percher Hat

Make a sophisticated statement in Katerina, an elegant grey wool percher hat with rich, artful detailing.

Katerina features a refined grey wool base accented with a hand-sculpted merlot bow, creating a beautiful contrast of cool grey and deep wine tones. Delicate black feather accents add movement and drama, while gold-leaf highlights bring a subtle touch of glamour to this distinctive design.

Perfect for race days and elegant celebrations, Katerina is a striking choice for Keeneland, the Breeders’ Cup, galas, weddings, and other special occasions.

Details:

  • Grey wool percher hat
  • Hand-sculpted merlot bow
  • Black feather accents
  • Gold-leaf highlights
  • Ideal for Keeneland, the Breeders’ Cup, galas, weddings, and special occasions
  • One available
  • Presented in a custom Polly Singer raspberry hat box
Bella Red Bow HatBella Red Bow Hat

Bella Red Bow Hat

$425.00

Bella Red Bow Hat

Make a sophisticated statement in Bella, a striking red wool hat designed for elegant autumn and holiday occasions.

Bella features a beautifully structured red wool hat base adorned with a lavish black velvet bow. A pearl and crystal button accent adds a refined touch of sparkle, creating a timeless look with just the right amount of drama. Worn on a comfortable headband, Bella is easy to style and sure to draw attention.

Wear Bella to Keeneland, the Breeders’ Cup, a gala, afternoon tea, holiday celebrations, weddings, and other special occasions.

Details:

  • Red wool hat base
  • Lavish black velvet bow
  • Pearl and crystal button accent
  • Worn on a headband
  • Ideal for Keeneland, the Breeders’ Cup, fall events, galas, afternoon teas, holiday occasions, and special celebrations
  • One available
  • Presented in a custom Polly Singer raspberry hat box
Gemma Gaipure Lace PercherGemma Gaipure Lace Percher

Gemma Gaipure Lace Percher

$565.00

Gemma Champagne Guipure Lace Percher Hat

Make a beautifully refined entrance in Gemma, a delicate champagne guipure lace percher hat accented with elegant violet hydrangea details.

Romantic and feminine, Gemma combines the timeless beauty of intricate lace with the soft color contrast of violet florals. Its graceful percher silhouette adds polished sophistication without overwhelming the wearer, making it a lovely choice for autumn race days, galas, afternoon teas, and other special occasions.

Wear Gemma to Keeneland, the Breeders’ Cup, a gala, or an elegant afternoon tea with friends.

Details:

  • Champagne guipure lace percher hat
  • Delicate violet hydrangea accents
  • Feminine, refined, and beautifully eye-catching
  • Ideal for Keeneland, the Breeders’ Cup, galas, afternoon teas, and special occasions
  • One available
  • Presented in a custom Polly Singer raspberry hat box
Corinna Fall Feather FascinatorCorinna Fall Feather Fascinator

Corinna Feather Fascinator

$425.00

Corinna Feather Fascinator

Turn heads in Corinna, an elegant feather fascinator designed for memorable autumn occasions.

This distinctive piece combines graceful black feathers with a dramatic pheasant feather accent and a charming leopard-print flower. Set on a sophisticated sage green velvet headband, Corinna offers a rich mix of texture, pattern, and color—perfect for adding a polished finishing touch to your race-day or special-event ensemble.

Wear Corinna to Keeneland, the Breeders’ Cup, fall teas, weddings, and other occasions where exceptional style is part of the celebration.

Details:

  • Elegant black feather fascinator
  • Pheasant feather detail
  • Leopard-print flower accent
  • Sage green velvet headband
  • Ideal for Keeneland, the Breeders’ Cup, fall teas, and special occasions
  • One available
  • Presented in a custom Polly Singer raspberry hat box
Luella Champagne Feather HeadbandOut of stock

Luella Champagne Feather Headband

$365.00

Luella Champagne Feather Headband

Add an elegant finishing touch to your special occasion wear with Luella, a refined champagne-colored feather headband designed for memorable autumn celebrations.

Luella features soft, sophisticated champagne feathers set on a luxurious tan velvet headband. A vintage-style crystal button accent completes the design, adding a subtle touch of sparkle to this timeless piece.

Wear Luella to Keeneland, the Breeders’ Cup, fall teas, weddings, and other occasions where exceptional style is part of the celebration.

Details:

  • Elegant champagne-colored feather headband
  • Tan velvet headband
  • Vintage-style crystal button accent
  • Ideal for Keeneland, the Breeders’ Cup, fall teas, weddings, and special occasions
  • One available
  • Presented in a custom Polly Singer hat box