Madge is on a buying trip and is out of the shop October 13 thru November 4. Orders are welcome and items will ship starting on Novembr 5, in the order received. We will respond to emails and texts during our absence. Thanks so much for stopping by, see you when we get back!
  • Vintage 1970s gray flannel bowler hat, flat view showing round crown and brim
  • 1970s gray flannel bowler hat, women's size 22, front view on mannequin
  • Back view of 1970s gray flannel women's bowler hat
  • ide view of vintage gray flannel bowler hat with stitched brim
  • Gray flannel bowler hat styled with vintage brooch on brim, Annie Hall 1970s look
  • Inside view of vintage gray flannel bowler hat showing 100% wool label and sweatband
  • what size fitted hat do i wear; what size cowboy hat do i wear; how do i know what size hat i wear; how do you know what size hat you wear
  • Vintage 1970s gray flannel bowler hat, flat view showing round crown and brim
  • 1970s gray flannel bowler hat, women's size 22, front view on mannequin
  • Back view of 1970s gray flannel women's bowler hat
  • ide view of vintage gray flannel bowler hat with stitched brim
  • Gray flannel bowler hat styled with vintage brooch on brim, Annie Hall 1970s look
  • Inside view of vintage gray flannel bowler hat showing 100% wool label and sweatband
  • what size fitted hat do i wear; what size cowboy hat do i wear; how do i know what size hat i wear; how do you know what size hat you wear

1970s Gray Flannel Bowler Hat | Boho Annie Hall Style

Brand: Madges Hatbox Vintage

$40.00

1 in stock

1960s Nannette straw turban hat.

This versatile 1970s gray flannel bowler hat is perfect with wide-leg trousers, a crisp white blouse, and a borrowed-from-the-boys blazer.
✅  Approx. Hat Size (cm): 22″ (56); Diameter: 10″ (25.5); Crown Height: 4″ (10); Brim Width:  2 (5).
✅  Very good
✅  Era:  1960s.
✅  Mark/Label: 100% Wool.
✅  Only One!

Domestic Flat Rate Shipping – Hats: $10.00

SKU: Hat568 Categories: , , , , , , Brand:

Step into effortless cool with this soft 1970s gray flannel bowler hat. Its minimalist silhouette is the perfect nod to the menswear-for-women trend that Diane Keaton made iconic in Annie Hall.

Vintage Bowler Details

1970s gray wool bowler hat with stitched brim. Annie Hall style, wear as-is or add a brooch for flair.

  • 100% wool flannel hat.
  • Rows of topstitching give the brim subtle definition.
  • Approx. hat size 22.
  • Wear it straight for a classic look, or tip it rakishly to the side for that Annie Hall attitude.
  • Pin on your favorite vintage brooch to make it your own.
 
NOT SHIPPABLE TO ITALY due to Italian customs prohibition
Measurement diagram of 1970s gray flannel bowler hat, 22 inch head size, 5 inch crown height, 2 inch brim, 10 inch diameter
VINTAGE CONDITION
vintage in very good condition

Shop more Fall & Winter Hats

HOW TO FIND YOUR HAT SIZE

  • Pull a fabric tape measure or length of string around your head just slightly above the ear, across the mid-forehead, completely circling your head.
  • Hold the tape firmly, but not too tightly. You are measuring your head exactly where the hat will sit in either inches or centimeters.
  • If your measurement falls between sizes, choose the next largest size.
  • Then buy a fabulous vintage hat from Madge

SEE OUR HAT SIZING CHART

We ship items within five business days. Occasionally, there might be shipping delays. If this occurs, we will promptly notify you.

Clothing and accessories ship via USPS Priority Mail, UPS, or FedEx, selecting the best option based on price and insurance. Jewelry ships either First Class or Priority. For overseas orders, we use International First Class. Please refer to our Shipping Information for detailed rates.

International buyers are responsible for all customs duties. PLEASE NOTE: Starting July 1, 2021, EU members will incur VAT taxes based on the specific country’s tax rates during importation.

We know you may be wary about buying vintage items. If so, we do offer returns. If you receive vintage pieces and are dissatisfied or if the item doesn’t fit, please inform Madge of your return request within 10 days of receiving the merchandise. You must return the items within 30 days after notifying us.

You can find our complete Return Policy here. If you have further questions after reading, please call or text (404) 850-1757.

What is a Bowler

The Bowler, also known as a derby, is a hard felt hat with high domed crown and narrow brim curled at the edges. Created in 1849 by London hat makers Thomas and William Bowler to protect the head while horseback riding. It served as an alternative to the top hat. In America, the bowler — not the cowboy hat — was the most common hat in the Wild West. Cowboys and railroad workers preferred it because it did not blow off the head. Butch Cassidy, Bat Masterson and Billy the Kid wore bowlers. The bowler peaked in popularity at the end of the 19th Century. Charlie Chaplin, surrealist painter Rene Magritte, Liza Minelli’s Sally Bowles in Cabaret, and The Avengers’ John Steed all made the bowler their trademark hat. 

From Hatatorium, An Essential Guide for Hat Collectors, 2nd Edition.

Photos copyright © 2025 Madge’s Hatbox Vintage. Join our Facebook group, Mad About Vintage, for weekly specials. 

You may also like…

1 in stock