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A Roaring 20’s Pop-Up Experience | Downtown ChestertonStep back in time for a weekend of jazz, bubbles, flappers, and hidden-bar vibes as Downtown Chesterton transforms into a full Roaring 20’s Prohibition-era celebration!
🎷 Dress to impress in your best Gatsby glam — fringe, feathers, fedoras, and suspenders encouraged.
🛍️ Downtown Roaring Specials
219 Taproom - Roaring 20's cocktail specials
Ancillarie -
Bellissima Beauty Boutique - Flapper glam accessories
Chelle's Boutique - Gatsby glam fashion picks
Chesterton Toys - If it ROARS you score 20% off
Flying Mermaids Roaring retail deals
O'Gara & Wilson Booksellers - 1920s music all day and 50% off Bargain Carts
Olivezia / Lucrezia Cafe - 10% savings on reg priced wines + raffle invitation
Peggy Sue's Diner - Special Jazzy menu - yummy
Red Cup Cafe - Prohibition pastry & drink specials
Running Vines Winery - 1920's decor, themed cocktails, and featuring Prosecco and Prohibition brunch Sunday with a DJ
Tethan's Candy -
The Waxi Taxi Roaring - 20% off any service with Analise
Three Wicked Apples - 20-50% off plus a drawing for a prize from local artist
Willow - 15% off Bella Node plants and Moral Fiber macrame & pottery
Yesterday's Treasures Antique Mall - Raffle for gift certificate with every $10 spent
Trusty Spot Records & Tees - 15% off all Ts, used records & used CDs
Wagner Ranch - Mini Highland Cows to dance with (or hug) 11-1
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Event Venue & Nearby Stays
Chesterton's European Market, 220 Broadway,Chesterton, Indiana, United States
Concerts, fests, parties, meetups - all the happenings, one place.











