Milton Christmas Events

Holly Festival

Milton Memorial Park 13 Dec 2025

Sinatra’s Christmas with Tony Sands

Milton Theatre 20 Dec 2025

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

Milton Theatre 7 Dec 2025

Duke Ellington's The Nutcracker Suite by Delmarva Big Band

Milton Theatre 23 Dec 2025

Polar Express Pajama Party! & Film Screening - 6PM

Milton Theatre 14 Dec 2025

The Brothers Doobie

The Milton Theatre 27 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

Silent Night... Not Tonight! Stand-Up Comedy

Milton Theatre 26 Dec 2025

The Brothers Doobie at Milton Theatre

Milton Theatre 28 Dec 2025

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

Milton Theatre 22 Dec 2025

Cartoon Christmas Trio

Milton Theatre 17 Dec 2025

Delmarva Big Band: The Nutcracker Suite

The Milton Theatre 22 Dec 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

Joseph And The Amazing Technicolor Dreamcoat - Milton

The Milton Theatre 19 Nov 2025