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Photo Gallery: Disneyland Dapper Day February 2014

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Do you ever look longingly at old photographs of the Disney parks, and wish you could time-travel back to an era when guests got gussied up in their Sunday Best before visiting the Magic Kingdom? Twice a year you can do just that, thanks to Dapper Days. The most recent retro fashion celebration occured at Disneyland Resort over the weekend of February 22-23, 2014. There’s been plenty of photos floating around online of the most recent Disneyland Dapper Day from inside the parks, which were flooded with flocks of fans wearing high-fashion outfits from the 1920s through 1960s. But there’s been little coverage (until now) of the Dapper Day expo and events held simultaneously inside the Grand Californian hotel’s convention center.

Dapper Day in the Parks

First, here’s a brief look at a few of the ten-thousand-plus Disneyland Dapper Day participatants who were on parade inside the parks:

Disneyland dapper day
The queue to ride the Mark Twain riverboat stretched all along the Frontierland waterfront.


Dapper Day Expo

Inside the Grand Californian, various sponsors and vendors set up informational displays and a swap-meet-style shopping area stocked with retro clothes and vintage accessories:

Charles Phoenix Retro Disneyland Slideshow

The highlight of the entire weekend was a sold-out slideshow presentation hosted by author Charles Phoenix, who shared some of his hysterical historical images of the Anaheim resort area during its early years:

This futuristic motel is now the lobby of the Best Western Stovall’s Inn.


Some of the early meet & greet costumes were frankly freaky!


Long-lost Mike Fink Keel Boats.


Original cast of the Golden Horseshoe Revue.


Eventual home of the Matterhorn, before the bobsleds were built.


The original Luigi’s Flying Tires!


Classic Tomorrowland, featuring the much-missed Peoplemover.


For more marvelous mod images, buy Charles Phoenix’s books!


WDW Dapper Day

East Coast vintage fashion fans have their opportunity to show off this weekend at Walt Disney World during Dapper Day at the Magic Kingdom on March 9.

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Seth Kubersky

Author of The Unofficial Guide to Universal Orlando. Co-author of The Unofficial Guide to Disneyland and Beyond Disney. Contributor to Unofficial Guides to WDW and Las Vegas. Live Active Cultures columnist for the Orlando Weekly. Travel and arts journalist. Theatrical director and producer.

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