Fancy Kentucky Derby Hats, Fascinators and Boho Floppy Hats

With the annual Kentucky Derby fast approaching, now is the perfect time to pick that gorgeous fancy Kentucky Derby hat just in time for the Derby at Churchill Downs or a fun Kentucky Derby inspired party/bridal shower! Since I love the Kentucky Derby so much and have been sharing some of my favorite Derby inspired dresses this week (and will continue to do so next week) I had to share some of the most gorgeous Kentucky Derby hats for you, as well as a few boho inspired floppy hats, and beautiful fascinators that are perfect for the run for the roses!

Without further adieu, here are 38 fancy Kentucky Derby hats, gorgeous fascinators and boho inspired floppy hats just in time for the Kentucky Derby on May 2, 2015!

 

Fancy Kentucky Derby hats just in time for the Kentucky Derby

It’s no secret, blush pink is incredibly popular in the world of fashion and home decor. This season I’m loving this beautiful blush cloche! It’s absolutely perfect. It will look amazing with your favorite Derby dress.

August Hat 'Poppy' Cloche in Blush
August Hat ‘Poppy’ Cloche in Blush

 

 

I can’t get enough of this beautiful blush pink hat with a white ribbon.

Nordstrom Sinamay Hat in Blush Combo
Nordstrom Sinamay Hat in Blush Combo

 

 

This fancy white and black Derby hat is beyond glamorous! It’s the perfect hat for a day at the races, and the annual run for the roses.

Nordstrom Sinamay Hat with Point d'Esprit in Sand/Black
Nordstrom Sinamay Hat with Point d’Esprit in Sand/Black

 

 

If you are searching for a hat that you can wear to the Derby, a golf tournament or just a day at the beach, you can’t go wrong with this beauty!

Nordstrom Ribbon Weave Sun Hat in Copper
Nordstrom Ribbon Weave Sun Hat in Copper

 

 

 

When it comes to the Derby I firmly believe the fancier the hat, the better! This gorgeous black hat is one of my favorites.

Nordstrom Sinamay Hat with Flower in Black
Nordstrom Sinamay Hat with Flower in Black

 

 

Obsessed with this gorgeous black and white lace hat for the annual run for the roses! It will look great with a solid color fit and flare dress!

Nordstrom Sinamay Hat with Lace Cover Crown in Ivory/Black
Nordstrom Sinamay Hat with Lace Cover Crown in Ivory/Black

 

 

This white and silver hat will look amazing with a dress or a skirt and top in a variety of colors! I personally think it would look fabulous with blush pink.

August Hat 'Marigold' Upbrim Hat in White/Silver
August Hat ‘Marigold’ Upbrim Hat in White/Silver

 

 

Adore this elegant coral hat for a day at the races, a garden party or a Derby inspired shower.

August Hat 'Lilac' Downbrim Hat in Coral
August Hat ‘Lilac’ Downbrim Hat in Coral

 

 

This chic navy blue hat will look great with a pink or a white dress!

August Hat 'Romantic Profile' Upbrim Hat in Navy Blue
August Hat ‘Romantic Profile’ Upbrim Hat in Navy Blue

 

 

You can’t go wrong with pastels, especially this pale blue hat!

August Hat Wide Brim Derby Hat in Pale Blue
August Hat Wide Brim Derby Hat in Pale Blue

 

 

 

This fancy pink hat is essential for an elegant soiree!

August Hat Straw Derby Hat in Pink
August Hat Straw Derby Hat in Pink

 

 

If you love purple as much as I do, you are going to love these gorgeous hats!

August Hat 'Azaela' Wide Brim Sinamay Derby Hat in Purple
August Hat ‘Azaela’ Wide Brim Sinamay Derby Hat in Purple

 

 

Downbrim hats are so elegant! This gorgeous downbrim hat is the perfect statement piece, and will garner tons of compliments.

August Hat 'Dahlia' Downbrim Hat in Purple
August Hat ‘Dahlia’ Downbrim Hat in Purple

 

 

This white and teal hat will brighten any outfit!

August Hat Wide Brim Kentucky Derby Hat in Ivory/Teal
August Hat Wide Brim Derby Hat in Ivory/Teal

 

 

This oversized straw hat is a favorite! It is perfect for spring and summer! You can wear it wine tasting, the celebrity golf tournament, the races, summer concert and more.

BCBGeneration Stripe Floppy Straw Hat in Black
BCBGeneration Stripe Floppy Straw Hat in Black

 

 

Stripes are classic and always on trend! This beautiful wide brim hat with a black stripe and red stripe of fabric is a must!

Eugenia Kim Sunny Straw Sunhat, Bone Kentucky Derby hat
Eugenia Kim Sunny Straw Sunhat, Bone

 

 

This is the perfect straw hat! I love the netting and black bow accent.

 

Inverni Kathleen Hat in Natural/Black
Inverni Kathleen Hat in Natural/Black

 

 

How fabulous is this natural and black straw hat? ADORE!

Eugenia Kim Genie Cecily Hat in Camel/Navy
Eugenia Kim Genie Cecily Hat in Camel/Navy

 

 

Pair this fabulous black and white stripe hat with a little red dress for an elegant look!

Echo Stripe Floppy Sun Hat in Black and White
Echo Stripe Floppy Sun Hat in Black and White

 

 

Love the cutout detailing on this beautiful natural hat!

Eric Javits 'Maribel' Sun Hat in Natural
Eric Javits ‘Maribel’ Sun Hat in Natural

 

 

Nothing says spring quite like Missoni! This gorgeous hat is perfect for spring and vacation season.

Missoni Striped Wide-Brim Hat, Blue/Multi
Missoni Striped Wide-Brim Hat, Blue/Multi

 

 

 

Fabulous fascinators just in time for the Kentucky Derby!

Fascinators are perfect for women of all ages! They look great on short hair, bobs, lobs and long hair too! Here are a few ladylike fascinators you are sure to love just in time for Derby Day.

 

Beyond gorgeous pale pink fascinator! It will look amazing with a lace dress, trendy fit and flare, maxi and more!

August Hat Straw Fascinator in Pale Pink
August Hat Straw Fascinator in Pale Pink

 

 

This fuschia fascinator headband will brighten any outfit this spring!

August Hat Fascinator Headband in Fuschia
August Hat Fascinator Headband in Fuschia

 

 

 

Cara 'Adorn Me' Fascinator in Grey
Cara ‘Adorn Me’ Fascinator in Grey

 

 

You can dress up any outfit with this glamorous black fascinator!

Tilt the End of Time Fascinator in Noir Kentucky Derby Hat
Tilt the End of Time Fascinator in Noir

 

 

 

August Hats Edelweiss Fascinator Headband Hat in Fuchsia
August Hats Edelweiss Fascinator Headband Hat in Fuchsia

 

 

August Hats Aster Headband Fascinator in Peach
August Hats Aster Headband Fascinator in Peach

 

 

 

August Hat 'Aster' Fascinator Headband in Purple
August Hat ‘Aster’ Fascinator Headband in Purple

 

 

Boho-inspired Kentucky Derby Hats You’ll Wear All Summer!

Are you searching for a trendy hat that you can wear to the Derby and a variety of events this spring and summer? If so, you’re not alone. I’m definitely the same way! I love purchasing items that I know I will wear time and time again. These gorgeous hats can be worn to the Derby, spring and summer concerts, backyard barbecues, wine tastings, breweries, farm to fork events, golf tournaments and so much more!

 

This black sunhat has been a favorite for years! You will wear it all summer long and for years to come!

Eric Javits 'Hampton' Straw Sun Hat in BlackEric Javits ‘Hampton’ Straw Sun Hat in Black

 

 

This fab boho chic hat is a must for spring and fall too!

David & Young Floppy Felt Hat in Brown
David & Young Floppy Felt Hat in Brown

 

 

Adore this trendy and super affordable hat!

Topshop Floppy Wool Felt Hat in Black
Topshop Floppy Wool Felt Hat in Black

 

 

You won’t believe how cost effective this gorgeous hat is!

BP. Rope Trim Floppy Felt Hat in Mauve
BP. Rope Trim Floppy Felt Hat in Mauve

 

 

This boho hat will be perfect for the beach!

Rip Curl 'Shona' Boho Hat in Black
Rip Curl ‘Shona’ Boho Hat in Black

 

 

This wool fedora will look great this fall with your favorite over the knee boots, a cute sweater and denim jeans!

rag & bone Wide Brim Wool Fedora in Graphite
rag & bone Wide Brim Wool Fedora in Graphite

 

 

 

Melissa Odabash Jemima Hat
Melissa Odabash Jemima Hat

 

 

 

Rag & Bone Dunaway Hat in Black
Rag & Bone Dunaway Hat in Black

 

 

 

Rag & Bone Floppy Brim Fedora in Black
Rag & Bone Floppy Brim Fedora in Black

 

 

 

Rag & Bone Wide Brim Fedora in Navy
Rag & Bone Wide Brim Fedora in Navy

 

 

 

 

Candie Anderson®