Milton Holiday Events

Holly Festival

Milton Memorial Park 13 Dec 2025

Festive Frenzy: The Devil's Brigade Holiday Spectacular (formerly The American Rogues)

Milton Theatre 7 Dec 2025

Chesapeake Silver Cornet Brass Band Holiday Concert

Milton Theatre 21 Dec 2025

"Dragsgiving" - It's Giving THANKS Drag Show

Milton Theatre 26 Nov 2025

Black Friday

Dogfish Head Milton Brewery 28 Nov 2025

Polar Express Pajama Party! & Film Screening - 6PM

Milton Theatre 14 Dec 2025

CelloVoci Presents: Night Divine

Milton Theatre 30 Nov 2025

Polar Express Pajama Party! & Film Screening - 10AM

Milton Theatre 14 Dec 2025

Member ONLY Holiday Party

Dogfish Head Milton Brewery 18 Dec 2025

Milton's Merry Melodies: A Hometown Holiday Cabaret - EVENING

Milton Theatre 22 Dec 2025

Cartoon Christmas Trio

Milton Theatre 17 Dec 2025

Her Happy Hour: 3rd Edition

Honey Bee Barn at Hopkins Heartland 7 Dec 2025

Self Care Weekend Events in Milton, DE with Johnnette Armstrong (come for one or more events!)

324 Union St, Milton, DE 19968-1643, United States 22 Nov 2025

A Not-So-Silent Night featuring Mama’s Black Sheep, Regina Sayles & Colleen Clark

Milton Theatre 18 Dec 2025

Blue Grass Nutcracker with Front Porch Orchestra

Milton Theatre 20 Dec 2025

Milton's Merry Melodies: A Hometown Holiday Cabaret - MATINEE

Milton Theatre 22 Dec 2025