Chesterton Hollow
Schedule
Thu, 16 Oct, 2025 at 11:00 am to Sat, 18 Oct, 2025 at 10:00 pm
UTC-05:00Location
101 Broadway, Chesterton, IN | Chesterton, IN
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🌸 GILMORE GIRLS WEEKEND IN CHESTERTON“Chesterton Hollow” – A Cozy Weekend in Stars Hollow Style. Thursday - Saturday
Featuring: Red Cup Café • Running Vines Winery • More TBA
☕️ THURSDAY – Town Hall & Trivia Night
Location: Running Vines Winery
•Red Cup Pop-Up for Lattes & Mocktails
• 6:30 PM: Chesterton Hollow Town Hall
• Featuring “Taylor,” “Babette,” “Kirk” characters
• Funny, scripted “community concerns”• Guests encouraged to join the town chaos
•7:00 PM: Gilmore Girls Trivia Night
• Wine + coffee pairing optional
•Pop culture, quotes, and relationship chaos round
•Prizes for best team name, best costume, and highest score
•Red Cup drinks:
• “Luke’s Latte”
• “I Smell Snow Mocha”
• “Rory’s Reading Blend” Cold Brew
Friday:
• dance lessons with Ms Patty in the running vines cellar
Sunday:
•Gilmore girl themed brunch with themed drinks
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Where is it happening?
101 Broadway, Chesterton, IN, United StatesEvent Location & Nearby Stays:
