10 Retro Updo Hairstyles for Any Occasion

Retro updo hairstyles never go out of style and have always been a go-to option for both formal and casual occasions. Moreover, vintage-inspired hairstyles won’t definitely leave you empty-handed, as there are just plenty of them to choose from. Since one of the upcoming hair trends is indeed vintage hairstyles, we thought it would be fun to share with you 10 of the best retro updos ever worn by our favorite celebrities.

10 Retro Updo Hairstyles for Any Occasion

Even though some of these hairstyles may seem complicated, do not panic, with a little practice they are actually quite easy to master. Whether you have got plans to attend a formal date or you just need to spice up your average hairstyle, get ready for an extra-charge of femininity!

See also: 12 Stylish Top Knot Hairstyles You Can Wear From Day to Night

1. The Amy Adams Loose Retro Updo

Back in February 2015 Amy Adams was spotted at the Vanity Fair Oscars Party wearing one of the easiest, yet most elegant and definitely timeless retro hairdos ever. That’s a classic loose updo with a side-parted finger wave on the front. It almost looks like a faux bob and may be the best option for those of you, who would really like to wear a medium-length asymmetrical bob but are too afraid to actually have the hair cut. If you are into the Roaring Twenties style, you should try to complete this hairstyle with an appropriate headband, as if you were in a F.S. Fitzgerald novel.

10 Retro Updo Hairstyles: Amy Adams

2. The Emmy Rossum Finger-Wave Retro Updo

You may consider this hairstyle as the natural evolution of the previous one. And you may also consider using a lot of hair styling gel to keep your hair in place, but you definitely won’t regret the result. This is the Roaring Twenties elegant hairdo par excellence, and it’s particularly a perfect hairdo, if you have short hair (or even a pixie cut). It features some sophisticated side-swept finger waves, which basically elevate the glam factor to the moon and beyond. Such a hairstyle is basically meant to be worn with a pair of dangling earrings or a jeweled pin on one side.

10 Retro Updo Hairstyles: Emmy Rossum

3. The Rosie Huntington-Whiteley Rolled Retro Updo

A few days ago model and actress Rosie Huntington-Whiteley was spotted wearing a super chic rolled updo while attending Variety’s Power of Women luncheon, proving once again her vintage style skills. Rolls and twists were very common in the previous decades (especially in the Fifties and Sixties), and are the perfect way to keep your hair off your face. This type of hairdo requires at least a few minutes to spend in front of the mirror, and it’s probably not the best choice if you are in a hurry. However, if you have enough time (and patience) to spend on it, we guarantee you that its result will blow your (and anyone else’s) mind. At the same time, if you lack styling skills, you may want to consider the help of an elasticized headband, which you’ll just have to tuck your hair around. Do not forget some bobby pins to make the hair sit firmly around your head.

10 Retro Updo Hairstyles: Rosie-Huntington Whiteley

4. The Busy Philipps Textured Retro-Glam Updo

This finger wave formal updo is basically perfect for any type of hair, and it’s particularly an amazing look if you are trying to grow out your bangs. If you have short hair, you’ll just need to ruffle your hair with the help of some hairspray and a few bobby pins, just to make sure this messy hair effect won’t end up in a complete disaster. On the other hand, if you have medium-length hair, you could complete the look with a loose twisted bun, which is also the best bad hair day savior.

10 Retro Updo Hairstyles: Busy Philipps

5. The Ulyana Sergeenko Finger-Wave Retro Updo

Here you have another finger-wave retro updo that will look amazing at any formal event. It’s another ‘I am really trying to grow out my bangs’ look, as the shorter front flyaways will perfectly blend into the rest of the longer hair. You could also follow in Ulyana’s footsteps and opt for an all-natural makeup look, which is actually pretty hot this year.

10 Retro Updo Hairstyles: Ulyana Sergeenko

6. The Jessica Stam Twisted Retro Updo

That’s probably the most sensual updo you will ever experience. You just need tons of bobby pins, a lot of patience and maybe some hairspray if your hair tends to get frizzy. Proceed creating a soft side parting, which you’ll have to firmly fix at the height of your ear. Then softly twist the side sections of your hair completing the look with a tight bun. You could then pair this look with a simple cat-eye makeup and a dashing (hot) red lipstick. You could also try finishing off the look with a high shine hairspray.

10 Retro Updo Hairstyles: Jessica Stam

7. The La La Anthony Side-Swept Updo

This updo is the side-bun version of the previous look (without the side twists), and may be more appealing to those who don’t particularly like wearing hair gel. It’s definitely one of the most romantic retro updo hairstyles you’ll ever experience, and it doesn’t even require particular styling skills. Being quite a versatile ‘do, you can wear it both during the day and for a night out. At the same time, it looks perfect with both strong and au naturel makeup looks.

10 Retro Updo Hairstyles: La La Anthony

8. The Tyra Banks Flapper-Style Finger-Wave Updo

Is Tyra Banks ever going to stop looking so good in basically any type of hairstyle? If there’s in fact someone who can totally master her hairstyling skills, that’s indeed America’s Next Top Model’s queen, Tyra Banks. Here we can see her rocking a classic Twenties inspired finger-wave updo, which definitely requires some time and patience for styling. Although using a curling iron is undoubtedly the easiest solution to achieve the look, you could also try the old good method: the process involves pinching small section of hair between the fingers, combing subsequently the sections in alternating directions until the famous shape is obtained. Of course, you’ll need tons of hair spray to make the updo stay in place. This method works best for medium-length hair, and it’s absolutely perfect with dramatic smokey eye makeup.

10 Retro Updo Hairstyles: Tyra Banks

9. The Taylor Swift Pinned Up Ringlets

If what you are looking for is a more casual, natural and easy-to-style retro hairstyle, Taylor Swift’s pinned up ringlets might be the best option for you. This updo is designed to work best for naturally curly or wavy hair, and it’s perfect if you want to try a new hairstyle without stressing your hair. The curls that cascade down on the side(s) will instantly give you the perfect Taylor Swift boho-chic allure, which is absolutely perfect for a night out with your girl gang. You could finish off this ‘do with small flowers for a more hippie feel or with dramatic makeup for a more glam rock style.

10 Retro Updo Hairstyles: Taylor Swift

10. The Blake Lively Side-Swept Old Hollywood ‘Do

Who says you can’t go retro with long wavy hair? During last year’s Met Gala, actress Blake Lively showed a sensual side-swept half-up hairstyle, which takes no more than 5-10 minutes to achieve.
To get this look you just need to create a deep side part, curl gently your hair and twist a portion of your hair around your head, almost creating a faux side shave. You can wear this hairstyle at basically any occasion, and you can have fun matching it with always different makeup looks.

10 Retro Updo Hairstyles: Blake Lively

Photos courtesy of Stylebistro

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Written by Virginia Cafaro
With a strong passion for foreign cultures, contemporary art and fashion, Virginia is an enthusiastic editor and translator. When she is not writing, she likes to read books and eat chocolate (at the same time). She also likes to take too many pictures and collect too many comics.