1920′s Mens Hats – Great Gatsby Hat Style

Mens hats during the 1920′s ranged from season to season. Warm summers such as in the time of the Great Gatsby brought out straw Boaters and Panamas as well as linen flat caps. The cooler seasons kept men in conservative suits with Bowlers, Derbies and Fedoras being the best hat choices.

Unlike today men and women always wore hats. Every day, every occasion, called for a hat to match your outfit. Light colors in summer. Dark colors in winter.

Let’s take a look at the different styles of 1920′s summer hats.

1920s Flat Cap

The hat that the Great Gatsby wears most is the flat cap. Also knows as Ivy cap, cab driver hat, newsboy cap, driving cap  and  big apple cap. It is made of 8 triangle panels that meet at the top with a covered button made in the same material. It has a small brim that the top rests on. Overall is looks baggy not the tight narrow Ivy caps you see today. In the summer these caps were made of a light colored linen material and lined in silk for breath-ability. The caps  came in tweed, herringbone, and wool as well. Darker colors were worn in the winter-blues, greys, and browns-in solid, plaid, and check patterns. All classes of men wore these hats even boys selling newspapers on street corners hence the newsboy hat name.

1920s Boater or Skimmer Hat

1920's straw boater hat

1920's boater skimmer straw hat

Straw hats were even more popular for hot summer days than flat caps. Outdoor sporting became the new hobby for men and women. From tennis to biking to riding in your new car- the people of the 1920′s were outdoor enthusiasts. Boating became popular and with it the Boater or Skimmer straw hat was worn. Hand-woven thick straw made for a heavy solid cylindrical hat with either a 2 inch or 3 inch brim. Skimmers had the smaller brims while boaters had the larger. Other than that their shape was the same. They each had a solid or striped petersham ribbon around the base. College kids and alumni often wore their college’s colors on their hat bands.

Barbershop quartets are often associated with these hats. Popular in the 1920′s for summer time entertainment they became the staple uniform hat for singing musicians.

1920s Panama Hat

1920's Panama hat

1920's Panama Optimo hat

Another common straw hat for summer was the Panama, in particular the Optimo Panama hat. It was hand-woven and imported (from Ecuador.) It could be rolled up and tucked into a lapel pocket which made it very easy to travel with. The rolled crease down the center of the hat defines the Optimo style. Both men and women enjoyed this style of hat. They were, however, quite expensive so only the elite would buy one.

TIP: Don’t go budget on this panama hat. The non packable varieties need careful care to make sure the straw does not get bent. Once damaged it’s not reversible. Trust me, I’ve learned the hard way.

A sea of mens 1920's bowlers, boaters, flat caps and fedoras

Now lets take a look at year round hats:

1920s Bowler or Derby Hat

1920s bowler derby hat

1920's Bowler Hat

A few decades before the 20th century a man developed an oval shaped, hard material, hat for riding. It was designed to protect a man’s head while riding through bushes and ducking under branches. It remained a popular hat with men even without horses. Although materials softened a bit from the early hard hats the Bowler, also know as a Derby, was the most common men’s hat of the 1920′s. Black was the most popular choice although stylish men also had brown, tan or grey bowlers to match their suits.  Towards the end of the 1920′s when men’s and women’s fashion became bolder with color bowler hats appeared in blues, greens, and other more festive choices.

In the summer months a bowler could be made of straw although these were less common. Usually they were made of light weight, light colored felted wool.

A cousin of the bowler is the Homburg. Worn in the decade preceding the 20′s the Homburg looked like a bowler with a crease down the middle. These quickly went out of fashion for the smoother rounded bowler or creased Fedora.

1920s Fedora Hat

1920s ganster fedora hat In the 1920′s the fedora hat was just entering the fashionable scene for men. Previously it was a women’s style hat. 1920′s fedoras feature wide 3 inch brims that were shaped downward on both the front and back side thus making the sides rolled upwards. They also had a sharp crease down the middle that could be a single crease or a more triangle shape with the base of the triangle at the back of that hat. Hats came uncreased when purchased so that the owner could decide how to shape it. Popular colors were olive green, black, brown and gray. While it started out as a middle class hat, wealthy men associated with prohibition and crime, aka Al Capone and his gangsters, were icons for the hats in the 1920′s. A solid wide band, with flat bow wrapped the base of the hat. Usually the band was made of petersham or silk and matched the color of the hat. For extra style the band would be in a contrasting color like white on black. A feather on the side of the hat didn’t appear till a few decades later.

The Trilby is another name for essentially the same hat as a fedora. Trilby’s featured tall crowns with a crease down the center, rolled up side brims and a wide petersham band with flat bow on one side. Common colors were black or brown with matching band. In the 1920′s hats were almost always made of beaver fur felt.
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1920s Top Hat

The mid height silk Top hat with curled brim was still the best hat for formal wear in the 1920′s. It had been popular for a century and remained the hat for formal wear for another 50 years or more. The height and material changed over time but the top hat is a classic that everyman needed. Occasionally special occasions called for a top hat to be worn in the day. Gentlemen of 1st class status were the main supporters of top hats for both day and evening.

Here are some excellent 1920′s Gatsby era hat choices from around the web:

 

Stetson - STC27 (Men's) - Natural

$37.95

Buy at: Shoebuy. com

Best Choice! 1920's Mens Derby hat.

$224.95

Buy at: Shoebuy. com

Bollman Collection 1920's Fedora Hat

$100.00

Buy at: Hats.com

1920s Style Mens Tribly Hat- Black

$49.95

Buy at: Shoebuy. com

Christys' Mens Boater Hat- THE 1920's Summer Hat

$74.95

Buy at: Shoebuy. com

1920s Straw Hat- Scala -Mens Boater Hat in Natural Straw

$111.95

Buy at: Shoebuy. com

Gatsby Straw Hat- Scala - Men's Boater Hat in White Bleach

$44.45

Buy at: Shoebuy. com

Men's 1920's Scala Straw Boater Hat

Men's 1920's Scala Straw Boater Hat

$150.00

Buy at: Hartford York

Christys' 1920's Boater Hat - The Venetian Skimmer with Narrower Brim

Christys' 1920's Boater Hat - The Venetian Skimmer with Narrower Brim

$95.00

Buy at: Hartford York

1920's Newsboy Gatsby Cap

$30.00

Buy at: Stacy Adams

1920s Men's Christys' London Fur Felt Bowler Hat - The Charlie Chaplin Hat

1920s Men's Christys' London Fur Felt Bowler Hat - The Charlie Chaplin Hat

$295.00

Buy at: Hartford York

1920s Windowpane Design Wool Newsboy Hat Cap

1920s Windowpane Design Wool Newsboy Hat Cap

$195.00

Buy at: Hartford York

Late 1920's Inspired Ivy Herringbone Cap

Late 1920's Inspired Ivy Herringbone Cap

$49.50

Buy at: Jos. A. Bank

The Working Mans Hat Style of the 1920's- Newsboy Cap

The Working Mans Hat Style of the 1920's- Newsboy Cap

$65.00

Buy at: Hartford York

Stetson - Updated 1920s Gatsby Style Mens Hat

$34.95

Buy at: Shoebuy. com

Christys' Linen Newsboy Cap - Poor mens hat in 1920

Christys' Linen Newsboy Cap - Poor mens hat in 1920

$55.00

Buy at: Hartford York

Christys' Linen Newsboy - The Gatsby hat

Christys' Linen Newsboy - The Gatsby hat

$75.00

Buy at: Hartford York

Stetson - STC12 (Men's) - Natural

$59.95

Buy at: Shoebuy. com

Men's Bailey Sport Ivy Cap - The Jensen

Men's Bailey Sport Ivy Cap - The Jensen

$45.00

Buy at: Hartford York

Anthony Peto Linen Newsboy - The La Louvre

Anthony Peto Linen Newsboy - The La Louvre

$165.00

Buy at: Hartford York

Linen Cap - The Tweedledee 1920s Inspired Hat

Linen Cap - The Tweedledee 1920s Inspired Hat

$165.00

Buy at: Hartford York

Men's Borsalino Wool Newsboy Cap - The Garibaldi

Men's Borsalino Wool Newsboy Cap - The Garibaldi

$99.50

Buy at: Hartford York

Wool Herringbone Mens 1920 Ivy Cap

$53.95

Buy at: Shoebuy. com

White Gatsby Hat- JB Stetson Cap - The Hatteras Linen Newsboy

White Gatsby Hat- JB Stetson Cap - The Hatteras Linen Newsboy

$75.00

Buy at: Hartford York

Men's Wigens Wool Newsboy Cap 1920's hats for men

Men's Wigens Wool Newsboy Cap 1920's hats for men

$150.00

Buy at: Hartford York

Stetson - Linen Gatsby Hat for Men

$41.45

Buy at: Shoebuy. com

1920 Tweed Newsboy Hat

1920 Tweed Newsboy Hat

$150.00

Buy at: Hartford York

Men's Christys' London Fur Felt Fedora Hat - The Trilby

Men's Christys' London Fur Felt Fedora Hat - The Trilby

$195.00

Buy at: Hartford York

Stacy Adams Wool Felt Homburg Hat - The Edward VII

Stacy Adams Wool Felt Homburg Hat - The Edward VII

$55.00

Buy at: Hartford York

Stetson Fur Felt Dress Hat - 1920s Mens Fashion Hats -The  Derby Hat

Stetson Fur Felt Dress Hat - 1920s Mens Fashion Hats -The Derby Hat

$235.00

Buy at: Hartford York

Biltmore Fur Felt Homburg - The 1920s Gangster Hat

Biltmore Fur Felt Homburg - The 1920s Gangster Hat

$250.00

Buy at: Hartford York

Men's Biltmore Fur Felt Homburg - The Carlton

Men's Biltmore Fur Felt Homburg - The Carlton

$135.00

Buy at: Hartford York

Ferrecci Men's Brown Wool Bowler Hat

$39.99

Buy at: Overstock. com

Ferrecci Men's White Wool Bowler Hat

$42.99

Buy at: Overstock. com

Bailey of Hollywood - Moran Bowler Straw Hat

$59.50

Buy at: Hats.com

Bollman Collection 1890's Bowler Hat- Traditional Bowler Hat

$100.00

Buy at: Hats.com

Bailey of Hollywood London 1920's Mens Derby Hats in Straw for Summer

$85.00

Buy at: Hats.com

Mens 1920 Harker Derby Hat

$99.00

Buy at: Hats.com

Bailey of Hollywood 1920's English Derby Hat

$218.00

Buy at: Hats.com

Bailey of Hollywood Derby Hat

$91.00

Buy at: Hats.com

1920's Mens Gangster Hat- The Homburg

$100.00

Buy at: Hats.com

Biltmore Fur Felt 1920's Homburg Hat

Biltmore Fur Felt 1920's Homburg Hat

$195.00

Buy at: Hartford York

Scala Wool Felt Fedora - The Fedora Hat in a 1920's Style

Scala Wool Felt Fedora - The Fedora Hat in a 1920's Style

$55.00

Buy at: Hartford York

1920's Mens Hats at hats.com Renee Bowler

$60.00

Buy at: Hats.com

Bailey Wool Felt Fedora - The Tino

Bailey Wool Felt Fedora - The Tino

$42.75

Buy at: Hartford York

Dobbs Velour Homburg- Roaring Twenties Hats

$104.50

Buy at: Hats.com

Stetson Fur Felt Dress Hat - The Homburg- 1920 Men hats

Stetson Fur Felt Dress Hat - The Homburg- 1920 Men hats

$235.00

Buy at: Hartford York

Bailey of Hollywood Bateman 1920 Mens Fedora Hats

$161.00

Buy at: Hats.com

Bailey of Hollywood - C Crown Straw hat

$82.95

Buy at: Shoebuy. com

 The 1920's Optimo Panama Straw Hat

The 1920's Optimo Panama Straw Hat

$350.00

Buy at: Hartford York

Bailey of Hollywood - Roll Up 22700 (Men's) - Taupe

$84.95

Buy at: Shoebuy. com

Men's Makins Fedora - The Kyoto

Men's Makins Fedora - The Kyoto

$195.00

Buy at: Hartford York

Bailey of Hollywood - Burnahm 1920s Hats for Men

$84.95

Buy at: Shoebuy. com

Pantropic - Montecristi Optimo Excellent Vintage Style Mens 1920s hats

$285.50

Buy at: Shoebuy. com

Borsalino Panama Straw Fedora Hat- Great 1920s Summer Hats

$235.00

Buy at: Hats.com

Bailey of Hollywood - Roll Up 22700 (Men's) - Natural

$84.95

Buy at: Shoebuy. com

Borsalino Panama Fedora - The Fantasy Band Panama

Borsalino Panama Fedora - The Fantasy Band Panama

$395.00

Buy at: Hartford York

1920's Summer Straw Panama Hat

$71.00

Buy at: Hats.com

Scala Wool Felt Top Hat - The Mad Hatter- 1920's Formal Hat

Scala Wool Felt Top Hat - The Mad Hatter- 1920's Formal Hat

$95.00

Buy at: Hartford York

Christys' Fur Felt 1920's Top Hat - The 1920's Top Hat

Christys' Fur Felt 1920's Top Hat - The 1920's Top Hat

$395.00

Buy at: Hartford York

Men's Scala Straw Hat - The Big Brim Gambler Hat Still Popular in the 1920's

Men's Scala Straw Hat - The Big Brim Gambler Hat Still Popular in the 1920's

$125.00

Buy at: Hartford York

Cotton Twill White Ivy Hat- Budget Friendly 1920's Style Gatsby hat

$20.00

Buy at: Bealls Department Store

Stetson Linen Newsboy Cap

$65.00

Buy at: NORDSTROM.com

Linen Newsboy Hat

$35.00

Buy at: Stacy Adams

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