Disneyland Dapper Day | Ultimate Guide Throughout the Decades

One of my favorite pastimes is looking at photographs of Disneyland during its first decade. The evolution of fashion during the 20th century was truly a sight to behold. The women wore their gorgeous dresses, nicest pearls, and beautiful bouffants. The men put on their sleekest looking suit fashioned with a gelled-up ‘do. This is the inspiration for Disneyland Dapper Day, today.

Disneyland Dapper Day is an event dripping with nostalgia and meant for people to celebrate the fashion and lifestyle of various decades.

If this sounds like this event was made for you, then hold on to your hats ladies and gentlemen.

All you cool cats who are bummed out at missing the spring Dapper Day… have no fear! Follow this guide to get ready for Disneyland Dapper Day, so you can be sure to have a killer good time.

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Disneyland Dapper Day: Basic Information

Besides the most popular “Dapper Day Outing to the Parks”, there are several other offerings including concerts, book signings, and pop-up shops that you’ll get to take part in.

Dapper Day isn’t in any way sponsored or endorsed by Disney, so they call it an “unofficial” Disney Parks event. It isn’t a private event, either, so the parks will still be open to anyone and everyone, regardless of their participation in the event.

When is Dapper Day?

Dapper Day is held semi-annually at both Disneyland Resort and Walt Disney World Resorts, and annually at Disneyland Paris. Typically, they hold events for Spring and Fall.

The announced dates for upcoming Dapper Days are as follows:

Spring 2022- Disneyland

  • Sun, April 24, DAPPER DAY Spring Outing to Disneyland CA
  • Sat+Sun, April 23 and 24, DAPPER DAY EXPO at The Disneyland Hotel

Spring 2022- Walt Disney World

  • Sat+Sun, April 30 + May 1, DAPPER DAY WDW FL Spring Outings

Fall 2022-Disneyland 

How Much Does Disneyland Dapper Day Cost?

Since Dapper Day isn’t a private event, to attend you’ll just need to purchase your own tickets or utilize your annual pass, if you have one.

There are often bonus ticketed side events you can choose to go to if you’d like book signings, concerts, or special presentations. Specific offerings are available at DapperDay.com. One of the most popular is the Dapper Day Expo, available only at Disneyland. Tickets to attend are $10, and we’ll go into more detail about the Expo in just a moment.

To gain access to discounted park tickets and hotel rates, you’ll want to sign up for the Dapper Day Newsletter HERE.

Disneyland Dapper Day: Dress Up

Where to Look for Clothing

There are a variety of places you can find retro and vintage looks, from thrift shops to your grandmother’s closet to Amazon. You can even look for fashion inspo on Pinterest or a ton of articles including Dita Von Teese’s fashion guide for Dapper Day. The most important thing is to get creative and have fun with it! The clothing store Unique Vintage has a special Dapper Day line. Check it out here!

Disney’s Costume Rules

It’s important to remember that while you can pay homage to a Disney character in your outfit with colors or accessories, you cannot wear a costume or impersonate a Disney character. Face paint, weapons, revealing clothes, and wallet chains also are not allowed.

To read the official costume rules of the Disney Parks, visit their website here.

Dapper Day Expo

Disneyland Dapper Day expo to see all your favorite 50s fashion and trinkets.

While other Dapper Days may feature boutiques or other events, Disneyland is the only Dapper Day location that features an expansive expo. During the expo, the Disneyland Hotel Exhibit Hall will be transformed into a 30,000 square foot marketplace for handmade and vintage clothing, accessories, cosmetics, jewelry, shoes, eyewear, and more. Plus, you’ll find a wide assortment of Dapper Day merchandise!

You can purchase tickets in advance here.

General Tips

Comfort is Key

To fully enjoy your Disney Day, you’ll want to keep comfort in mind even if you’re dressing up! If you’d like to ride roller coasters and water rides, make sure to pick your outfit accordingly. Don’t forget about comfortable shoes!

Arrive Early

The parks will be full on Dapper Day, so make sure to arrive early if you haven’t purchased tickets yet or if you want a shorter wait for all the best photo spots.

Bring a Camera

Phones usually work just fine, but if you’re counting on a day full of photo ops, you may want to bring a camera so you don’t risk your phone running out of battery at a picture-perfect moment. Once inside Disneyland Park, there is no official Dapper Day photo meet up. If you see some outfits you especially like, don’t be afraid to reach out to other Dapper Day park goers to organize group photos.

Plan Your Disneyland Vacation

Since Dapper Day is a biannual event, there is always an outing right around the corner! Now is a great time to start planning for your vacation. Looking for ways to save? Subscribe to our FREE Deals Newsletter to start receiving exclusive deals not available anywhere else.

While you’re planning your visit to the Happiest Place on Earth, make sure to check out our other guides to make the most of your stay!

  1. Where to find best discount Disneyland tickets?
  2. Which are the best hotels near Disneyland?
  3. What should I bring to Disneyland? 
  4. Disneyland Restaurant Reviews + Disneyland Dining Tips
  5. Disneyland MaxPass Tricks and Hacks Guide

Thanks for joining us and enjoy your most dapper day!

Disclosure: We have used all the products recommended on Mickey Visit. We may receive compensation when you click on links to some products featured.

About Miriam Jean

Miriam is a recent graduate with a Bachelor’s of Science in Family Advocacy and Policy. Her advocacy efforts include working as an intern with multiple political think tanks as well as serving as a delegate at the United Nation’s Commission on the Status of Women. She currently works in higher education training student leaders and teaching leadership classes. In her spare time she loves the arts, especially singing and the theatre. She recently played the title role in ”Mary Poppins” alongside her husband who played Bert, an especially memorable experience. She first fell in love with Disney when she dressed as Winnie-the-Pooh for her second Halloween and has never looked back. An avid history buff, she especially enjoys researching all historical aspects of the Disney franchise and celebrating the company's legacy and growth. Miriam loves spending time with her wonderful family, watching black-and-white movies, and eating anything with sprinkles.

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