Winter Haven offers a full slate of community events this weekend, blending culture, creativity, and local tradition across the city.
MLK Week Film Screening — Friday
Time: 2:00 p.m. Location: Winter Haven Public Library The Winter Haven Public Library will host a special film screening in honor of Martin Luther King Jr. Week. The film highlights a pivotal moment in the Civil Rights Movement and offers a meaningful educational experience for teens and adults. Admission is free.
Monsters Wrestling Orlando – Men’s Championship Tournament – Friday
Time: Doors open at 6:00 p.m. Wrestling begins at 8:00 p.m.
Monsters Wrestling Orlando – Men’s Championship Tournament at Tanners Lakeside
Cypress Gardens Water Ski Show — Saturday
Time: 3:00 p.m. Location: Lake Silver at Martin Luther King Jr. Park One of Winter Haven’s most iconic traditions returns Saturday afternoon with a free Cypress Gardens Water Ski Show. Performed by members of the original Cypress Gardens Water Ski Team, the show features synchronized routines, classic ski stunts, and lakeside entertainment. Spectators are encouraged to bring lawn chairs or blankets.
Board Game Meet – Saturday
Time: 11:00 a.m. Location: Winter Haven Public Library
Florida Arbor Day Celebration and Tree Giveaway – Saturday
Time: 9:00 a.m. – 1:00 p.m.
Join us at South Central Park on Saturday, January 17th for a free tree giveaway for your property.
Martin Luther King Jr. Parade Celebration – Saturday
Time: 10:00 a.m. Location: MLK Blvd
Vision Board Party — Friday
Time: 6:00 p.m. – 8:00 p.m. Location: Wilfred Smith Resource Center
Get ready to dream big and get creative at the Tween Vision Board Party from 6 to 8 p.m. Friday, Jan. 16, 2026, at the Wilfred Smith Resource Center, 135 Ave. Y NE, Winter Haven.
Participants will create vision boards while exploring personal goals, expressing creativity and connecting with others in the community. The event is open to youths ages 11 and older.
Registration is required. For information or to register, call (863) 298-7898.
Live Entertainment & Local Venues —
Locations: Tanners Lakeside and Cypresswood Pub
Local venues around Winter Haven often host live music, performances, and special events throughout the weekend. Showtimes vary by venue.
