Bailey of Hollywood

Bailey of Hollywood Logo
Bailey of Hollywood® is known for its craftsmanship, innovative design, and luxury fabrics. Carefully crafted wool fedoras, felt floppy hats, and linen driving caps are just a taste of the variety that Bailey of Hollywood has to offer. There is also an array of Western styles with real leather bands and hardware, genuine Panama hats, and even sharp baseball caps and beanies to top off any styling need.

George S. Bailey established the brand in 1922 in Los Angeles, California. He catered to some of Hollywood’s leading men by crafting fine quality hats with luxurious styling. Today, Bailey of Hollywood can be seen worn by some of Hollywood’s greatest men and women.

Staying true the brand’s Hollywood heritage, the collection includes timeless and elegant hats that showcase decades of hat making experience and capture the sophisticated style of the 1920s. For the modern lady and gentleman, Bailey of Hollywood offers fashion forward, unique hats that set the trends for the season.

A large portion of the collection is produced in the U.S. at the Bollman Hat Factory in Adamstown, Pennsylvania. Bollman, owner of the Bailey of Hollywood brand, is America's oldest and most respected hat maker.

Bailey of Hollywood: Selected For You

Bailey of Hollywood

Salem

$51.00MSRP: $60.00

Bailey of Hollywood

Hester

$80.00

Bailey of Hollywood

Salem

$51.00MSRP: $60.00

Bailey of Hollywood

Salem

$51.00MSRP: $60.00

Bailey of Hollywood

Mannes

$54.99MSRP: $60.00

Bailey of Hollywood

Mannes

$54.99MSRP: $60.00

Bailey of Hollywood

Salem

$54.99MSRP: $60.00

Bailey of Hollywood

Slater

$55.00

Bailey of Hollywood

Simnick

$42.00MSRP: $60.00

Bailey of Hollywood

Billy

$51.00MSRP: $60.00

Bailey of Hollywood

Billy

$51.00MSRP: $60.00

Bailey of Hollywood

Mannes

$51.00MSRP: $60.00

Sign up for new styles from Bailey of Hollywood

Zappos.com respects your privacy. We don't rent or sell your personal information to anyone.

Latest Bailey of Hollywood Reviews

Salem

  • Overall4Rated 4 stars out of 5
  • Comfort 4Rated 4 stars out of 5
  • Style 4Rated 4 stars out of 5

Is exactly as it’s described!

on June 17, 2019

Review for Zappos Rewards Points

(What's this?)

Hester

  • Overall4Rated 4 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

The hat is very well made but too small and on the expensive side, so I returned it.

on June 13, 2019

Review for Zappos Rewards Points

(What's this?)

Hester

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

I just love my new hat, I got it in the copper color and it looks just like the photo. The material seems sturdy but flexible and the size is true to size.

from Boise on June 08, 2019

Review for Zappos Rewards Points

(What's this?)

Craig

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Bought it for my husband. He loved it. Great summer hat. He has trouble finding hats to fit, they are always too large. The small fit perfectly.

on June 05, 2019

Review for Zappos Rewards Points

(What's this?)

Mannes

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Good quality.

on April 27, 2019

Review for Zappos Rewards Points

(What's this?)

Maglor

  • Overall4Rated 4 stars out of 5
  • Comfort 4Rated 4 stars out of 5
  • Style 5Rated 5 stars out of 5

This hat is so cool, jazzy and stylish!!! However I ordered a medium because large was not available. And it did not fit :-( so I had to return it. I reordered from the actual Bailey of Hollywood site in the large and it looks AMAZING on. When my husband saw me in it his jaw dropped and he exclaimed "Hey now! What's your name?" LOL!!! I feel classy and beautiful wearing it.

from Florida USA on April 25, 2019

Review for Zappos Rewards Points

(What's this?)

Telemannes

  • Overall3Rated 3 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Great looking hat and quality. Unfortunately it arrived crushed in the box (not sure why since the box was not crushed) so I will be re ordering.

on April 16, 2019

Salem

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

I usually wear an XL but it was too big for me. The L fits perfect. Material is very soft and breathable which is perfect for summer in Florida. I love the look and feel of it!

from Tampa, FL on April 07, 2019

Review for Zappos Rewards Points

(What's this?)

Lando

  • Overall1Rated 1 stars out of 5
  • Comfort 1Rated 1 stars out of 5
  • Style 1Rated 1 stars out of 5

So so so bad, should’ve listened to the other review .... like a 99c hat. Came messed up on top of it. Stop selling this zappo

from Los Angeles on March 22, 2019

Tembin

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

This had the perfect classic Ivy Cap look with an ambitious design. This has become my go to cap. The size runs slightly smaller as a medium. You’ll only notice if you have a ton of hair.

on March 09, 2019

Review for Zappos Rewards Points

(What's this?)

Kufell

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Stylish good fit

from NYC on February 28, 2019

Review for Zappos Rewards Points

(What's this?)

Tino

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Great fit

from Cincinnati on February 27, 2019

Review for Zappos Rewards Points

(What's this?)

Graham

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Hard to find hats in larger styles. They sell fast if they even make them. This hat was great. Nice fit and not too big around the sides.

on February 20, 2019

Review for Zappos Rewards Points

(What's this?)

Mannes

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Purchased a large and medium to see which fit better. The large was a perfect fit. Loved the style and how comfortable the fedora is. This was my first fedora and I loved it. Unfortunately, in my haste leaving the resort in Mexico this past week, I left it somewhere. Ordering a new one as we speak

from Chicago on January 28, 2019

Review for Zappos Rewards Points

(What's this?)

Waddell

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

This fit my husband perfectly! The color is even better in person. Great hat, great fit!

from Springfield on January 19, 2019

Review for Zappos Rewards Points

(What's this?)

Cove

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Love it

from NYC on December 03, 2018

Review for Zappos Rewards Points

(What's this?)

Cove

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

This is a very nice hat in style and appearance. We were pleasantly surprised that the XL size was a little loose - my husband is a 7-5/8 size and we have trouble finding hats that fit. The L is too small, so we just tucked a strip of polyfill sheet inside the hatband to customize the fit.

on October 28, 2018

Review for Zappos Rewards Points

(What's this?)

Salem

  • Overall4Rated 4 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 4Rated 4 stars out of 5

Good hat for the price. Crushable. Looks good. Not a first date night on the town hat, but a good utility every day straw.

on October 26, 2018

Review for Zappos Rewards Points

(What's this?)

Craig

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Totally fun hat, perfect gift for my husband. Tucked some felt into the hatband for a perfect fit. Bailey makes wonderful hats for real life, and they really do stand up under the wear and tear of inattentive men like my sweet hubby.

on September 01, 2018

Review for Zappos Rewards Points

(What's this?)

Mannes

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

My First Bailey Hat and I'm really loving the fit and feel of it. Great Spring/Summer/Fall Hat. I ordered the Natural Multi which matches with everything! Highly recommended for your hat collection!

from N.Y on August 07, 2018

Review for Zappos Rewards Points

(What's this?)

Salem

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Bailey hats are well made, never every had any problems!

on June 24, 2018

Review for Zappos Rewards Points

(What's this?)

Salem

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Excellent product.

on June 14, 2018

Review for Zappos Rewards Points

(What's this?)

Craig

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

This hat is awesome! My first Bailey, but it fits like a glove. Medium is a perfect fit. It looks great whether it's paired with a t-shirt or a button up. I ordered the "natural" color.. and its a different tone than most others I own. I would say almost a very light hint of grey to it, or dulled down natural color. This is a PLUS for me.. it is very unassuming and doesn't take away from any color I have yet to pair it with. It is nice and soft for being straw, and the brim is stiff and looks great up or down. GET ONE!!

from Stockton, CA on April 26, 2018

Review for Zappos Rewards Points

(What's this?)

Billy

  • Overall1Rated 1 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 1Rated 1 stars out of 5

The brim is too big and it's rolled up too high. It's like a sombrero. Otherwise a quality hat. It just looks ridiculous. Returned.

on April 20, 2018

Review for Zappos Rewards Points

(What's this?)

Mannes

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

After trying a bunch of times to find a suitable lid, this was finally it. It is great I love it. I was really disappointed the other day when I saw another person wearing one. He looked cool though.

from Seattle on September 14, 2017

Review for Zappos Rewards Points

(What's this?)

Zappos Footer

Make your inbox happy by joining our exclusive newsletter!