What Are Old Fashioned Hats and How To Style Them?

Old Fashioned Hats, a timeless staple in men’s fashion, are more than just accessories; they’re a statement of style and sophistication. At mens-fashion.net, we believe that understanding and incorporating these classic headwear pieces can elevate your entire look. Embrace the elegance of a bygone era and discover how to make these vintage-inspired hats work for you. Explore various vintage hat styles, learn how to pair them with modern outfits, and find the perfect hat to express your unique personality.

1. What Defines an Old Fashioned Hat?

An old fashioned hat is typically defined as a hat style that was popular several decades ago, often ranging from the early 20th century to the mid-20th century. These hats evoke a sense of nostalgia and are recognized for their distinctive designs and craftsmanship.

While true vintage hats were made between 20 and 100 years ago, they can be challenging to find in pristine condition. Hats can lose their shape and show wear over time if not properly maintained. Fortunately, you can find new vintage-style hats that emulate classic designs while offering modern comfort and durability. Brands like Dobbs and Stetson are well-known for their vintage-inspired hats. These brands capture the essence of classic headwear with contemporary quality.

2. What Are the Different Types of Old Fashioned Hats?

Old fashioned hats come in various styles, each associated with a particular era. Here’s a look at some popular types:

2.1. Victorian Hats

Victorian hats are associated with the Victorian era, bowler hats were a staple for men. The bowler, synonymous with London businessmen, was even part of the city’s official uniform in the 1950s and 1960s. Figures like Charlie Chaplin, Batman’s Riddler, and Laurel and Hardy popularized the bowler in Hollywood.

Today, it’s a style statement for those with eccentric or rebellious tastes. If a bowler doesn’t suit your face shape, elevate your Victorian look with a stately top hat. A top hat adds a touch of aristocratic flair, perfect for formal occasions or making a bold statement.

2.2. 1920s Hats

1920s hats marked the rise of the fedora. The fedora, first worn by Sarah Bernhardt in the late 1800s, became a defining accessory of the flapper era. Available for both men and women, the fedora features a pinched crown, medium brim, and a wide ribbon.

Cloche hats were another popular choice for women in the 1920s. These hats had a deep, rounded crown and a small brim, perfectly complementing the curly bob hairstyle. The cloche is more of a fashion statement than a practical sun hat.

2.3. 1940s Hats

1940s hats saw the influence of war on hat styles. Berets, initially part of military attire, gained civilian popularity. Women wore pillbox hats and large-brimmed straw hats.

Sailor hats and skimmers were also fashionable for both men and women. Bold colors and unique embellishments defined this era. Men favored Panama, pork pie, and trilby hats in straw for summer and heavier materials for winter. Bucket hats grew in popularity, along with golf and hunting caps for outdoor activities.

2.4. What Are Other Notable Vintage Hat Styles?

Beyond specific eras, several other vintage hat styles have made a lasting impact:

  • Newsboy Cap: A rounded cap with a button on top, often made of tweed or wool.
  • Flat Cap: Similar to the newsboy cap but with a lower profile and a shorter brim.
  • Pork Pie Hat: A hat with a flat crown and a circular crease around the top.
  • Trilby Hat: A narrow-brimmed hat similar to a fedora but with a shorter brim.
  • Homburg Hat: A formal felt hat with a single dent down the crown’s center and a brim curled up tightly.

3. How Do I Choose the Right Old Fashioned Hat for My Face Shape?

Selecting the right old fashioned hat for your face shape can significantly enhance your overall appearance. Here’s a guide to help you make the best choice:

3.1. How to Choose a Hat for a Round Face?

For a round face, opt for hats that add height and definition. According to fashion experts at GQ Magazine, hats with angular shapes and taller crowns can help elongate the face.

  • Recommendations:
    • Fedora: The angled lines and pinched crown create a slimming effect.
    • Top Hat: Adds significant height, making the face appear longer.
    • Square Crown Hat: Any hat with a square or angular crown will add definition.

3.2. How to Choose a Hat for a Square Face?

For a square face, choose hats with softer lines and rounded shapes to soften the angular features. Esquire suggests that rounded hats can bring balance to a square jawline.

  • Recommendations:
    • Bowler Hat: The rounded shape softens the face’s sharp angles.
    • Cloche Hat: Adds a feminine touch and softens the jawline.
    • Rounded Fedora: A fedora with a more rounded crown can also work well.

3.3. How to Choose a Hat for an Oval Face?

An oval face is versatile and can pull off almost any hat style. As noted by stylists at the Fashion Institute of Technology (FIT), oval faces have balanced proportions, allowing for greater freedom in hat selection.

  • Recommendations:
    • Fedora: A classic choice that complements the face shape.
    • Trilby Hat: A stylish option that doesn’t overwhelm the face.
    • Pork Pie Hat: Adds character without disrupting the face’s natural balance.

3.4. How to Choose a Hat for a Heart-Shaped Face?

For a heart-shaped face, select hats that balance the wider forehead and narrower chin. Hats with medium brims and lower crowns are ideal, according to fashion bloggers at Men’s Health.

  • Recommendations:
    • Trilby Hat: The narrower brim complements the face’s proportions.
    • Newsboy Cap: Adds volume to the top without overwhelming the forehead.
    • Fedora (worn at an angle): Can soften the forehead while adding style.

3.5. Quick Guide for Choosing Hats Based on Face Shape

Face Shape Hat Styles to Consider Styles to Avoid
Round Fedora, Top Hat, Square Crown Hat Hats with short crowns or wide, floppy brims
Square Bowler Hat, Cloche Hat, Rounded Fedora Hats with strong, angular lines
Oval Fedora, Trilby Hat, Pork Pie Hat Overly large or small hats that disrupt proportions
Heart-Shaped Trilby Hat, Newsboy Cap, Fedora (at angle) Hats with wide brims that emphasize the forehead

4. What Materials Are Commonly Used in Old Fashioned Hats?

Old fashioned hats are crafted from various materials, each offering unique characteristics in terms of appearance, durability, and seasonal appropriateness. Here are some common materials:

  • Felt: Felt is a popular choice for hats, especially during colder months. It’s made from wool or fur fibers that are matted together. Felt hats are warm, durable, and can be easily shaped.
  • Wool: Wool is another common material for winter hats. It provides excellent insulation and is relatively affordable. Wool hats come in various styles, from simple knit caps to more structured designs.
  • Straw: Straw is a lightweight and breathable material ideal for summer hats. Straw hats protect from the sun while keeping the head cool. Common styles include Panama hats and straw fedoras.
  • Tweed: Tweed is a woolen fabric with a rough texture, often used for newsboy caps and flat caps. Tweed hats have a classic, rustic look and are suitable for cooler weather.
  • Leather: Leather hats offer a rugged and stylish appearance. Leather is durable and can withstand various weather conditions. Leather hats range from cowboy hats to more modern designs.
  • Cotton: Cotton is a versatile material used for various hat styles. Cotton hats are comfortable, breathable, and easy to care for. They are suitable for casual wear and warmer weather.

5. How Do I Style Old Fashioned Hats with Modern Outfits?

Styling old fashioned hats with modern outfits can create a unique and fashionable look. Here are some tips on how to incorporate these vintage pieces into your contemporary wardrobe:

5.1. Pairing a Fedora with Modern Business Casual Attire

A fedora can add a touch of sophistication to a business casual outfit. According to fashion blogger Antonio Centeno of Real Men Real Style, a well-chosen fedora can elevate a simple blazer and chinos combination.

  • Outfit Suggestion:
    • Navy blazer
    • Light gray chinos
    • White dress shirt
    • Brown leather loafers
    • Gray or navy felt fedora

5.2. Styling a Newsboy Cap with Casual Wear

A newsboy cap can give a relaxed and stylish vibe to casual outfits. Fashion experts at mens-fashion.net recommend pairing it with comfortable and versatile pieces.

  • Outfit Suggestion:
    • Denim jacket
    • White T-shirt
    • Dark wash jeans
    • Leather boots or sneakers
    • Tweed or cotton newsboy cap

5.3. Incorporating a Bowler Hat into Smart Casual Looks

A bowler hat can add a touch of eccentricity to smart casual attire. According to The Chap Magazine, known for its focus on classic British style, the bowler hat can be a distinctive accessory for those looking to stand out.

  • Outfit Suggestion:
    • Tweed blazer
    • Oxford shirt
    • Dark trousers
    • Brogue shoes
    • Black bowler hat

5.4. Rocking a Pork Pie Hat with Streetwear

A pork pie hat can bring a vintage twist to streetwear outfits. Stylists at Highsnobiety suggest that incorporating vintage elements into modern streetwear can create a unique and personalized style.

  • Outfit Suggestion:
    • Graphic T-shirt
    • Bomber jacket
    • Slim-fit jeans
    • Sneakers
    • Pork pie hat

5.5. Balancing Masculine and Feminine Styles

Mixing and matching fashions from different eras can help you create a unique look that suits your personality. Frilly hats look great with low-key clothing. Strong, masculine hats can strengthen a fancy, delicate getup. Even the fanciest hat can be dressed down. Almost any vintage hat takes your level of opulence up a notch, even if you’re wearing a T-shirt and jeans.

6. What Are Some Tips for Maintaining and Storing Old Fashioned Hats?

Proper care and storage are essential for maintaining the condition of old fashioned hats. Here are some tips to help keep your hats looking their best:

  • Cleaning:
    • Felt and Wool Hats: Use a soft brush to remove dust and dirt. For stains, spot clean with a mild detergent and a damp cloth.
    • Straw Hats: Wipe with a damp cloth. Avoid soaking straw hats, as they can lose their shape.
    • Leather Hats: Clean with a leather cleaner and conditioner to keep the leather supple and prevent cracking.
  • Storage:
    • Use Hat Boxes: Store hats in hat boxes to protect them from dust, sunlight, and moisture.
    • Maintain Shape: Stuff hats with acid-free tissue paper to help them retain their shape.
    • Avoid Hanging: Avoid hanging hats on hooks, as this can distort their shape over time.
  • General Care:
    • Handle with Clean Hands: Always handle hats with clean hands to prevent the transfer of oils and dirt.
    • Avoid Extreme Conditions: Protect hats from extreme heat, cold, and moisture to prevent damage.
    • Regularly Rotate Hats: If you have multiple hats, rotate them to prevent wear and tear on any single hat.

7. Where Can I Find High-Quality Old Fashioned Hats?

Finding high-quality old fashioned hats requires exploring reputable sources that offer both authentic vintage pieces and well-crafted modern reproductions. Here are some places to consider:

  • Vintage Stores: Vintage stores often carry a selection of authentic old fashioned hats. Look for stores specializing in vintage clothing and accessories.
  • Antique Shops: Antique shops may have vintage hats, particularly those specializing in clothing and fashion items.
  • Online Marketplaces: Websites like Etsy and eBay have numerous sellers offering vintage and vintage-inspired hats. Check seller reviews and product descriptions carefully.
  • Specialty Hat Shops: Specialty hat shops often carry a range of classic hat styles, including vintage-inspired designs. These shops provide expert advice and fitting services.
  • Department Stores: Some department stores have sections dedicated to hats, including classic styles that evoke a vintage feel.
  • Brand Websites: Brands like Dobbs and Stetson offer vintage-inspired hats through their websites and authorized retailers.

7.1. How to Ensure Authenticity When Buying Vintage Hats

When purchasing vintage hats, it’s important to ensure their authenticity and condition. Here are some tips:

  • Check Labels and Markings: Look for original labels and markings that can indicate the hat’s age and brand.
  • Examine the Material and Construction: Vintage hats often feature unique materials and construction techniques that differ from modern hats.
  • Assess the Condition: Check for signs of wear and tear, such as stains, tears, and misshapen areas. Consider whether the hat can be restored to a wearable condition.
  • Ask Questions: Ask the seller about the hat’s history, provenance, and any known flaws.
  • Compare Prices: Research similar hats to ensure the price is reasonable for the hat’s condition and authenticity.

8. How Have Old Fashioned Hats Influenced Modern Fashion Trends?

Old fashioned hats have significantly influenced modern fashion trends, with many classic styles being revived and reinterpreted for contemporary wardrobes. Here are some ways vintage hats have impacted current fashion:

  • Revival of Classic Styles: Styles like the fedora, newsboy cap, and bowler hat have made comebacks in recent years, often worn with modern outfits to create a vintage-inspired look.
  • Inspiration for New Designs: Designers often draw inspiration from vintage hat styles when creating new designs. This can include incorporating vintage shapes, materials, and embellishments into modern hats.
  • Influence on Streetwear: Vintage hats have found their way into streetwear, with styles like the pork pie hat and flat cap being paired with casual and edgy outfits.
  • Use in Film and Television: Period dramas and films set in past eras often showcase vintage hats, which can spark interest in these styles and influence fashion trends.
  • Celebrity Influence: Celebrities often wear vintage hats, helping to popularize these styles and inspire their fans to incorporate them into their wardrobes.

9. What Are Some Common Mistakes to Avoid When Wearing Old Fashioned Hats?

Wearing old fashioned hats can elevate your style, but it’s important to avoid common mistakes that can detract from your overall look. Here are some pitfalls to steer clear of:

  • Wearing the Wrong Size: Wearing a hat that is too large or too small can look awkward and unflattering. Ensure the hat fits comfortably and securely on your head.
  • Ignoring Face Shape: Choosing a hat that doesn’t complement your face shape can throw off your proportions. Select hats that balance your features.
  • Mismatched Styles: Pairing a vintage hat with an outfit that clashes with its style can create a discordant look. Ensure the hat complements your clothing.
  • Overdoing It: Wearing too many vintage elements in one outfit can look costumey. Balance vintage pieces with modern items for a contemporary look.
  • Neglecting Hat Care: Wearing a dirty or damaged hat can detract from your appearance. Keep your hats clean and well-maintained.
  • Wearing Hats Indoors: Wearing hats indoors, particularly in formal settings, can be seen as impolite. Remove your hat when entering buildings, unless the setting is casual.

10. FAQ About Old Fashioned Hats

10.1. What Makes a Hat “Old Fashioned?”

A hat is considered old fashioned if it represents a style from a bygone era, typically the early to mid-20th century.

10.2. Are Old Fashioned Hats Still in Style?

Yes, many old fashioned hat styles are experiencing a resurgence in popularity, often worn with modern outfits for a vintage-inspired look.

10.3. How Do I Determine My Hat Size?

Measure the circumference of your head using a soft measuring tape, placing it around your head where the hat will sit. Use this measurement to determine your hat size according to a hat size chart.

10.4. What is the Best Material for a Summer Hat?

Straw is an excellent choice for summer hats, as it is lightweight and breathable, providing protection from the sun while keeping your head cool.

10.5. How Should I Store My Hats to Prevent Damage?

Store hats in hat boxes or on hat stands to protect them from dust, sunlight, and moisture, and to help them retain their shape.

10.6. Can I Wear a Fedora with a Casual Outfit?

Yes, a fedora can be styled with a casual outfit by pairing it with jeans, a T-shirt, and a blazer or jacket for a stylish, relaxed look.

10.7. What is the Difference Between a Trilby and a Fedora?

A trilby has a narrower brim and a shorter crown than a fedora, giving it a more streamlined appearance.

10.8. How Do I Clean a Felt Hat?

Clean a felt hat by brushing it with a soft brush to remove dust and dirt. For stains, spot clean with a mild detergent and a damp cloth.

10.9. Are Newsboy Caps Suitable for All Face Shapes?

Newsboy caps are versatile and can suit many face shapes, but they work particularly well for oval, heart-shaped, and square faces.

10.10. What Kind of Hat Should I Wear to a Formal Event?

For a formal event, consider wearing a homburg hat or a top hat, depending on the dress code and your personal style.

Elevate your style with old fashioned hats and discover timeless elegance. Visit mens-fashion.net for the latest trends, styling tips, and expert advice on incorporating vintage-inspired pieces into your modern wardrobe. Update your wardrobe by exploring our extensive collection of articles and guides. For personalized assistance, contact us at +1 (212) 217-5800 or visit our location at 227 W 27th St, New York, NY 10001, United States.

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