Winter Arts Preview: 50+ Orlando Art Events to Add to Your Calendar

Orlando boasts vibrant murals, dynamic outdoor art installations and galleries that give locals and visitors the opportunity to explore the visual artistry of its residents. On stages everywhere from small, independent theaters to the impressive Dr. Phillips Center, performances wow with dance, music, improv and theatrics of all kinds. In short, Orlando’s arts and culture offerings abound, no matter the season. We’re excited to share the best of our city’s artistic side in this seasonal series highlighting Orlando art events.

HOLIDAY-SPECIFIC EVENTS

A Christmas Story
presented by Central Florida Community Arts
Through December 15
CFCArts Black Box Theatre

A Christmas Carol
Through December 22
Garden Theatre

A Big Band Christmas
December 1, 7pm
Dr. Phillips Center for the Performing Arts

Miss Bennet: Christmas at Pemberley
December 4 – 29
Orlando Shakes

41st Annual Christmas in the Park
December 5, 6:15-8:30pm
Winter Park Central Park

Christmas Vespers at Rollins
December 6 – 8
Knowles Memorial Chapel

Irving Berlin’s White Christmas
presented by Osceola Arts
December 6 – 22
Osceola Arts

Sunset & Symphony Holiday Music Concert
December 7, 4-8:30pm
Bok Tower Gardens

Tis The Season! A Holiday Extravaganza
presented by Central Florida Community Arts
December 12 – 14
Northland Church

Songs of the Season
December 12, 7pm
Seneff Arts Plaza at Dr. Phillips Center

Orlando Ballet presents The Nutcracker
December 13 – 23
Dr. Phillips Center for the Performing Arts

A Classic Christmas
December 14 – 15
Knowles Memorial Chapel

Phantasmagoria’s A Christmas Carol: A Ghost Story of Christmas
December 21, 2pm & 7:30pm
Wayne Densch Performing Arts Center

Gabriel Gundacker’s Exhausting Xmas Improv Show
December 21, 11:30pm
SAK Comedy Lab

New Years Eve Improv Show
December 31, 10pm
SAK Comedy Lab

Read our list of 75+ Festive and Free Holiday Events in Orlando for a list of free concerts, plays and shows

DECEMBER

Ut Pictura Poesis: Walt Whitman and the Poetry of Art
Through December 29
Other exhibitions include The Place as Metaphor: Collection Conversations, African American Art in the 20th Century, and At Leisure: Images of Repose from the Permanent Collection. 
Cornell Fine Arts Museum

The Play That Goes Wrong
December 3 – 8
Dr. Phillips Center for the Performing Arts

1st Thursdays: Art to Live With
December 5, 6-9pm
Orlando Museum of Art

Timucua’s 3rd Annual Gala Concert
December 7, 6-9:30pm
Timucua Arts Foundation

10 Year Anniversary Love Your Shorts Film Festival
December 8, 7:30-9pm
Timucua Arts Foundation

M&M Latin Jazz Ensemble
December 15, 7:30-9pm
Timucua Arts Foundation

Opera Orlando Presents All Is Calm
December 20–22
Dr. Phillips Center for the Performing Arts

Jim Gaffigan
December 27, 7 & 9:30pm
Dr. Phillips Center for the Performing Arts

Classic Albums Live: The Beatles “Sgt. Pepper’s Lonely Hearts Club Band”
December 28, 8-11pm
Hard Rock Live Orlando

Harry Potter and the Goblet of Fire in Concert
with the Orlando Philharmonic Orchestra
December 28, 7pm
December 29, 2pm
Dr. Phillips Center for the Performing Arts

JANUARY 2020

Sandy Shugart in Concert
January 4, 7:30 pm
Garden Theatre

2019 Sundance Shorts
January 6, 6:30pm
Enzian Theater

National Ballet Theater of Odessa, Ukraine Presents: Swan Lake
January 7, 7:30pm
Dr. Phillips Center for the Performing Arts

Becoming Dr. Ruth
January 8 – February 9, 2020
Orlando Shakes

1st Thursdays: UCF Eclectic Knights XI
January 9, 6-9pm
Orlando Museum of Art

Orlando Philharmonic Orchestra Presents Aretha: A Tribute to the Queen of Soul
January 11, 2pm & 8pm
Bob Carr Theater

The Lion in Winter
presented by Central Florida Community Arts
Select Dates January 17 – February 2
CFCArts Black Box Theatre

Central Florida Film Slam
January 19, 1pm
Enzian Theater

Disney’s Aladdin
January 22 – February 9
Dr. Phillips Center for the Performing Arts

Bach @ The Alfond: Acoustic Baroque
January 23, 3-4pm
The Alfond Inn

Insights & Sounds: The Greatest Composers (You’ve Never Heard Of)
January 23, 7:30-9pm
Tiedtke Concert Hall, Rollins College

Violet
January 24 – February 9
Garden Theatre

The Hullabaloo in Thornton Park: Beach-Themed Music Festival
January 25, 2-10pm
Thornton Park District

FEBRUARY 2020

Orlando Philharmonic Orchestra Presents The Sounds of Revolution, Freedom, & Joy
February 1, 8pm
Bob Carr Theater

The Three Musketeers
February 5 – March 22, 2020
Orlando Shakes

1st Thursdays: Health and Wellness
February 6, 6-9pm
Orlando Museum of Art

Flamenco del Sol – Orlando presents Romeo y Julieta
February 7 – 9
Dr. Phillips Center for the Performing Arts

Black Violin
February 8, 8pm
Bob Carr Theater

Muriel Anderson
February 13, 7:30-9pm
Timucua Arts Foundation

Rollins Winter With the Writers 2020 Season
February 13: Kristen Arnett
February 20: Claudia Rankine
February 27: Joint Reading with the two National Book Award Finalists, Kali Fajardo-Anstine and Ilya Kaminsky
Bush Auditorium

Jazz For Lovers: Songs from the Great American Song Book
February 13–15
Dr. Phillips Center for the Performing Arts

Orlando Ballet Presents Cinderella
February 14–16
Dr. Phillips Center for the Performing Arts

The Good Person of Setzuan
February 14 – 22
Annie Russel Theatre

2020 Indie-Folkfest at the Mennello
February 15, 12-5pm
Mennello Museum of American Art

Annual Bach Festival
February 15-16 and 21-25
Knowles Memorial Chapel & Tiedtke Concert Hall

On the Value of the Arts and Culture in a Global Community
Rollins Winter Park Institute Speaker Series
February 18, 7pm
Tiedtke Concert Hall

Alvin Ailey American Dance Theater
February 18, 7:30pm
Dr. Phillips Center for the Performing Arts

Henry IV, Part 1
February 19 – March 21, 2020
Orlando Shakes

From Here
presented by Central Florida Community Arts
February 21 – March 15
CFCArts Black Box Theatre

Willie Nelson and Family
February 21, 8pm
Dr. Phillips Center for the Performing Arts

3rd Annual Sanford Porchfest Music Festival
February 22, 11am-7:30pm
Sanford Residential Historic District

Orlando Philharmonic Orchestra Presents Havana Nights: Camille Zamora & The Mambo Kings
February 22, 2pm & 8pm
Bob Carr Theater

Dancing With The Stars Live
February 23, 3pm & 7pm
Dr. Phillips Center for the Performing Arts

Mean Girls
February 25 – March 1
Dr. Phillips Center for the Performing Arts

Feature image credit: Dr. Phillips Center for the Performing Arts

Disclosure: Some, but not all, of the events listed in this post are hosted by our valued advertising partners.

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