Holiday Happenings

Delaware Hospice Milford Festival of Trees

• Delaware Hospice Center, Milford
• November 21–23

Festival of Trees

• Delaware Hospice Center, Milford
• November 21–23

Edmund Bagnell's Holiday Spectacular

• Clear Space Theatre Company
• Saturday, November 22

Holiday Market

• Winterthur Museum, Garden & Library
• Saturday, November 22

Twinklefest at Historic Odessa

• Historic Odessa Foundation
• Saturday, November 22

Lost & Found in Cleveland

• Theatre N
• November 22–26

Yuletide at Winterthur

• Winterthur Museum, Garden & Library
• November 22, 2025 – January 4, 2026

Hand Printed Holiday Cards

• New Castle County Art Studio
• Tuesday, November 25

Holiday Art Market

• Newark Arts Alliance
• November 25, 2025 – January 3, 2026

Polar Express

• Theatre N
• November 28–30

Coney Island Christmas

• Second Street Players
• November 28 – December 7

A Christmas Carol

• Clear Space Theatre Company
• November 28 – December 14

Delaware Authors Forum Holiday Book Fair

• Kirkwood Library
• Saturday, November 29

The Most Wonderful Time.....and a Few of our Favorite Things

• Bethel United Methodist Church Hall
• Presented by Capital Ringers, Inc.
• Saturday, November 29

Wishlist Wine Night

• Heidi Lowe Gallery
• Saturday, November 29

Shop Local Extravaganza 2025

• Bethany-Fenwick Area Chamber of Commerce and The Quiet Resorts
• November 29 – December 13

CelloVoci Presents: Night Divine

• Milton Theatre
• Sunday, November 30

Delaware County Symphony Presents A Holiday Chamber Concert

• Neumann University, Meagher Theatre
• Presented by Delaware County Symphony
• Sunday, November 30

Jingle Bell Jamboree

• The Grand Opera House
• Presented by The Delaware Symphony Orchestra
• Sunday, November 30

The Most Wonderful Time....and a Few of Our Favorite Things

• St. Marks United Methodist Church, Easton
• Sunday, November 30

The Story of the Nutcracker

• Kent County Public Library
• Presented by Ballet Theatre of Dover
• Sunday, November 30

DelArt Film Society: Pub-style Trivia & National Lampoon’s Christmas Vacation

• Delaware Art Museum
• Thursday, December 4

Druzy & Gemstone Trunkshow

• Heidi Lowe Gallery
• December 4–8

Nutcracker Story!Time

• Kent County Public Library
• Presented by Delaware Ballet
• Friday, December 5

The Most Wonderful Time....and a Few of Our Favorite Things

• Freeman Arts Pavilion
• Presented by Capital Ringers, Inc.
• Friday, December 5

Treasures of the Season: Holiday Gems from the Helen Farr Sloan Library & Archives

• Delaware Art Museum
• Friday, December 5

Winter Wreath Paint and Sip

• Milton Arts Guild
• Friday, December 5

Winterfest

• Academy Building Lawn
• Friday, December 5

Holiday Train at Auburn Heights

• Marshall Steam Museum at Auburn Heights
• December 5–6

Jacob Marley's Christmas Carol

• Kent County Theatre Guild
• December 5–20

Christmas Concert in the Sinatra Style

• Loblolly Acres
• Saturday, December 6

First State Symphonic Band Christmas Concert

• Smyrna Opera House
• Saturday, December 6

Holiday Cabaret

• The Candlelight Theatre
• Saturday, December 6

Holiday Village & Market

• Lewes Historical Society
• Saturday, December 6

LIVE! Music Brunch featuring Jea Street Jr.

• Delaware Art Museum
• Saturday, December 6

Meet Me In St. Louis

• The Everett Theatre
• Saturday, December 6

The Most Wonderful Time....and a Few of Our Favorite Things

• St. John's United Methodist Church
• Presented by Capital Ringers, Inc.
• Saturday, December 6

Wilmington Handbell Ensemble presents An Olde World Christmas

• Ebenezer United Methodist Church
• Presented by Wilmington Handbell Ensemble
• Saturday, December 6

A Merry Holiday Celebration

• Dover Middle School
• Presented by Delaware Choral Society
• Sunday, December 7

A Very Merry Tea: Holiday Afternoon Tea at HOTEL DU PONT

• Hotel Du Pont
• Sunday, December 7

Carols in Color

• Christina Cultural Arts Center, Inc.
• Sunday, December 7

December Holiday Symphony Concert

• The Independence School - Auditorium
• Presented by Newark Symphony Orchestra
• Sunday, December 7

Ein Kind Geborn

• Westminster Presbyterian Church
• Presented by Piffaro, The Renaissance Band
• Sunday, December 7

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

• Milton Theatre
• Sunday, December 7

The Most Wonderful Time....and a Few of Our Favorite Things

• Wyoming United Methodist Church
• Presented by Capital Ringers, Inc.
• Sunday, December 7

Wilmington Handbell Ensemble joins the Newark Symphony and Friends

• The Independence School - Auditorium
• Sunday, December 7

Holiday Brass in Concert

• Skyline Methodist Church
• Presented by Chesapeake Brass Band
• Monday, December 8

A Christmas Evening with Dave Tabler at Huxley & Hiro

• Huxley & Hiro Booksellers
• Tuesday, December 9

Holidays at The Hotel

• Hotel duPont Gold Ballroom
• Presented by The Delaware Symphony Orchestra
• Tuesday, December 9

Art in Action: Pressed Flowers Candle Holder

• Blue Ball Barn at Alapocas Run State Park
• Wednesday, December 10

Winter Fantasy Paint Night

• Dover Art League
• Wednesday, December 10

DelArt Nights: Artisan Craft Fair

• Delaware Art Museum
• Thursday, December 11

Holiday Brass in Concert

• St. Philip's Episcopal Church
• Presented by Chesapeake Brass Band
• Thursday, December 11

Treasures of the Season: Holiday Gems from the Helen Farr Sloan Library & Archives

• Lewes Public Library
• Presented by Delaware Art Museum
• Thursday, December 11

Amid the Cold of Winter - A WCC Holiday Concert Series

• First & Central Presbyterian Church of Wilmington
• Presented by Wilmington Children's Chorus
• December 12–13

The Nutcracker

• University of Delaware, Mitchell Hall
• December 12–14

The Smyrna Opera House's Holiday Spectacular

• Smyrna Opera House
• December 12–14

All I Want For Christmas ....

• Claymont Elementary School
• Saturday, December 13

DelArt Film Society: My Night at Maud’s

• Delaware Art Museum
• Saturday, December 13

Drag Brunch: Holiday Extravaganza

• The Queen
• Saturday, December 13

Holiday Open House

• Rehoboth Art League
• Saturday, December 13

Kent Chamber Choir Winter Concert

• Presbyterian Church of Dover
• Saturday, December 13

Natural Holiday Wreath-making

• Jester Artspace
• Saturday, December 13

Pressed Flower Resin Jewelry: Holiday Workshop

• Dimitra Yoga
• Saturday, December 13

The Most Wonderful Time....and a Few of Our Favorite Things

• Epworth United Methodist Church, Rehoboth
• Presented by Capital Ringers, Inc.
• Saturday, December 13

40th Anniversary Concert: Handel's Messiah ft. SODELO

• Cape Henlopen High School
• Presented by Southern Delaware Chorale
• December 13–14

Snow Queen 2025

• Laird Performing Arts Center at Tatnall School
• Presented by Delaware Arts Conservatory
• December 13–14

A Frozen Fairytale Brunch at HOTEL DU PONT

• Hotel Du Pont
• Sunday, December 14

DelArt Film Society: Home Alone

• Delaware Art Museum
• Sunday, December 14

DelArt Film Society: Home Alone

• Delaware Art Museum
• Sunday, December 14

Holidays in Mosaic

• St. Barnabas Episcopal Church
• Presented by Elevate Vocal Arts
• Sunday, December 14

Polar Express Pajama Party! & Film Screening

• Milton Theatre
• Sunday, December 14

The Holdovers

• The Everett Theatre
• Sunday, December 14

The Most Wonderful Time....and a Few of Our Favorite Things

• Avenue United Methodist Church
• Presented by Capital Ringers, Inc.
• Sunday, December 14

Cartoon Christmas Trio

• Milton Theatre
• Wednesday, December 17

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

• Milton Theatre
• Thursday, December 18

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

• Milton Theatre
• Thursday, December 18

DelArt Nights: A Jazz Before Christmas featuring John Maurice Restrepo Quartet

• Delaware Art Museum
• Friday, December 19

Naughty Or Nice: Holiday Drag Show

• Milton Theatre
• Friday, December 19

A Child’s Christmas in Wales & poetry for the holiday season

• Rockwood Park & Museum
• Saturday, December 20

Blue Grass Nutcracker with Front Porch Orchestra

• Milton Theatre
• Saturday, December 20

First State Ringers Holiday Concert

• Woodlawn Library
• Saturday, December 20

Ornament Extravaganza!

• Dover Art League
• Saturday, December 20

Philadelphia Gay Men's Chorus: Slay Bells Ring

• CAMP Rehoboth
• Saturday, December 20

Sinatra’s Christmas with Tony Sands

• Milton Theatre
• Saturday, December 20

Wilmington Handbell Ensemble presents "An Olde World Christmas"

• Westminster Presbyterian Church
• Presented by Wilmington Handbell Ensemble
• Saturday, December 20

Chesapeake Silver Cornet Brass Band Holiday Concert

• Milton Theatre
• Sunday, December 21

Christmas Concert "Let Heaven and Nature Sing"

• Schwartz Center for the Arts
• Presented by Delaware State University Concert, Choir
• Sunday, December 21

Holiday Peace

• Cape Henlopen High School
• Presented by Rehoboth Concert Band
• Sunday, December 21

Holiday Tea: Interactive Live Show

• Milton Theatre
• Sunday, December 21

Holiday Tea: Interactive Live Show – 2PM

• Milton Theatre
• Sunday, December 21

Milton’s Merry Melodies: A Hometown Holiday Cabaret – EVENING

• Milton Theatre
• Monday, December 22

Milton’s Merry Melodies: A Hometown Holiday Cabaret – MATINEE

• Milton Theatre
• Monday, December 22

Duke Ellington’s The Nutcracker Suite by Delmarva Big Band

• Milton Theatre
• Tuesday, December 23

It's A Wonderful Life in 35mm

• The Everett Theatre
• Tuesday, December 23

Silent Night… Not Tonight! Stand-Up Comedy

• Milton Theatre
• Friday, December 26

CRUSH – New Year’s Eve Celebration

• Milton Theatre
• Wednesday, December 31

Art in Action: Sea Glass Tree

• Blue Ball Barn at Alapocas Run State Park
• Wednesday, January 21, 2026