‘Lenox Ave’ Credit: Ashleigh Ann Gardner

Whether you know it as Emancipation Day, Freedom Day, Jubilee Day or Juneteenth, Friday, June 19, marks the anniversary of slavery ending in the United States 161 years ago.

Besides being observed as a federal holiday, there are events happening all around the city this weekend observing and celebrating Juneteenth. Here’s a few well worth your time:

Juneteenth Paint & Sip & Liberate
Friday, June 19
The 3rd annual Juneteenth paint and sip will feature a screening of The Facility, a documentary about ICE detention. 6 p.m., Painting With a Twist, 6700 Conroy Windermere Road

Juneteenth: The Liberation of Us
Friday, June 19
A celebration of Black and queer entertainment featuring performances by drag performers E., Soul Erotic, EGOT and Tashae Sherrington. 8:30 p.m., BookBurn Cafe and Social, 2425 E. South St.

Oviedo’s Juneteenth Celebration
Friday, June 19
Johnson Hill/Washington Heights Community Outreach honor Juneteenth with a free event featuring food, educational resources, water safety and pool activities. 10:30 a.m., Riverside Park, 1600 Lockwood Blvd., Oviedo

Know Your Place
Friday, June 19
Award-winning documentary Know Your Place will screen for free all day on a continuous loop at the Orange County Regional History Center in downtown Orlando. Early screenings will take place June 17 at 11:30 a.m. and 1 p.m. Orange County Regional History Center, 65 E. Central Blvd.

Lenox Ave
Friday-Saturday, June 19-20
Orlando-born show set in the Harlem Renaissance, based on the poetry of Langston Hughes. Judson’s Live. Dr. Phillips Center for the Performing Arts, 445 S. Magnolia Ave.

Apopka Juneteenth Parade & Freedom Celebration Parade
Saturday, June 20
Apopka’s parade celebrating the history and importance of Juneteenth will depart from the Apopka Community Center. 2 p.m., Apopka Community Center, 519 S. Central Ave., Apopka

Juneteenth Community Resource Fair
Saturday, June 20
Free, family-friendly Juneteenth resource fair celebrating freedom and community wellness, connecting residents with vital resources. 11 a.m., Grand Avenue Neighborhood Center, 800 Grand St.

Love and Liberation: A Boldly Unapologetic Juneteenth Pride Celebration
Saturday, June 20
Come Out With Pride celebrates Juneteenth this Pride Month with a free daytime event highlighting the intersectionality of Black and LGBTQ+ identities. 2 p.m., Central Florida Fairgrounds, 4603 W. Colonial Drive

Eatonville’s Juneteenth Celebration
Saturday, June 20
The historic town of Eatonville gathers the community for a free celebration of culture. Noon, Hungerford Field, 100 E. Kennedy Blvd., Eatonville 

Juneteenth Community BBQ
Saturday, June 20
This community celebration will feature free barbecue and free health screenings, music, poetry performances and a family fun zone. 11 a.m., Barnett Park, 4801 W. Colonial Drive 

Central Florida Juneteenth Black History Tour
Saturday, June 20
Join Paving Pathways to celebrate Juneteenth and learn Black history in Central Florida with a bus tour to witness historic landmarks and learn about the contributions of Black leaders. 8 a.m., Shiloh Baptist Church, 604 W. Jackson St.

Winter Garden’s Juneteenth Community Celebration
Saturday, June 20
A free community celebration with family activities, community resources, food and entertainment. 10 a.m., Charlie Mae Wilder Park, 1203 E. Plant St., Winter Garden

Clermont’s Juneteenth: A Freedom Celebration
Saturday, June 20
Join the Lake County community for live music, food and fun. The free festival also features a Juneteenth essay and poetry contest for schoolchildren. 4 p.m., Waterfront Park, 330 Third St., Clermont 

A Juneteenth 1.9-Mile Color Walk
Saturday, June 20
A walk hosted by SMB Personal Fitness featuring music, fitness, vendors and community partners. 7 a.m., Heart of West Lakes Wellness Center, 710 S. Tampa Ave.

The Mount Dora Juneteenth Festival
Saturday, June 20
A community festival featuring music, games, food and basketball. 3 p.m., Cauley Lott Park, 1717 N. Highland St., Mount Dora 

Juneteenth in Winter Park: Jazz & Jubilee
Saturday, June 20
The fourth Juneteenth in Winter Park celebration will feature headliner April Brown and the band After 5. 5 p.m., Shady Park, 721 W. New England Ave., Winter Park

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This article appears in June 17-23, 2026.