Arts & Entertainment in Winter Park
Winter Park, Florida and the surrounding Central Florida area is bursting with creativity and culture. Whether you're into art, music, theater, or just looking for something fun and inspiring to do, this charming city has something for everyone. Check out these amazing spots that help make Winter Park such a vibrant and artistic place to explore.
Albin Polasek Museum & Sculpture Gardens
Set on the shores of Lake Osceola, this historic home and museum honors the work of Czech-American sculptor Albin Polasek. Outdoor sculptures and changing exhibits create a harmonious blend of art and nature. It’s a tranquil spot for cultural enrichment. Learn more about Albin Polasek Museum & Sculpture Gardens.
Autumn Art Festival
Held every October in beautiful Central Park, the Winter Park Autumn Art Festival is a celebration of Florida artists and creativity. This free, family-friendly event features over 180 juried artists, live music, food vendors, and hands-on kids' activities. With its tree-lined setting along Park Avenue, it’s the perfect way to enjoy art and fall weather. Learn more about the Autumn Art Festival here.
Bach Festival Society of Winter Park
Founded in 1935, the Bach Festival Society honors the legacy of Johann Sebastian Bach with one of America’s longest-running classical music festivals. They host acclaimed choral and orchestral performances throughout the year. Educational outreach and community engagement are key pillars of their mission. Learn more about Bach Festival Society of Winter Park here.
Casa Feliz
This nonprofit supports the preservation and public use of the iconic Casa Feliz historic home. Their events and educational programs promote appreciation for Winter Park’s architectural heritage. The Spanish Revival-style venue is also a popular site for weddings and gatherings. Learn more about Casa Feliz here.
Central Florida Vocal Arts and Opera del Sol
This dynamic duo focuses on making the vocal arts accessible and relevant. They support emerging artists and offer community-driven productions that blend classic opera with fresh perspectives. Their performances often address social issues while promoting artistic excellence. Learn more about Central Florida Vocal Arts here.
The Charles Hosmer Morse Museum of American Art
This celebrated museum houses the world’s largest collection of works by Louis Comfort Tiffany, including glass windows, jewelry, and decorative arts. The museum offers a peaceful escape into the beauty of American Art Nouveau. It’s a cultural treasure nestled in downtown Winter Park. Learn more about The Charles Hosmer Morse Museum of American Art here.
Crealdé School of Art
A community gem since 1975, Crealdé School of Art offers hands-on classes in painting, photography, sculpture, and more. Their mission is to inspire through visual arts education and cultural outreach. Visitors can enjoy exhibitions in their on-site galleries and sculpture garden. Learn more about Crealdé School of Art here.
Dance 360 Orlando
Dance 360 Orlando provides professional training in ballet, jazz, contemporary, hip hop, and more. The studio emphasizes discipline, creativity, and self-expression in a supportive environment. It's a go-to destination for dancers of all skill levels looking to grow artistically. Learn more about Dance 360 here.
Dr. Phillips Center for the Performing Arts
A world-class venue in downtown Orlando, the Dr. Phillips Center hosts Broadway productions, concerts, ballets, and lectures. With its state-of-the-art theaters and stunning design, it’s a cultural epicenter for Central Florida. Its programming is as diverse as the community it serves. Learn more about Dr. Phillips Center for the Performing Arts here.
Enzian Theater
A beloved arthouse cinema, Enzian showcases indie, foreign, and cult films in a cozy setting with table-side food and drink service. It’s also home to the renowned Florida Film Festival. The theater's lush outdoor Eden Bar adds to its charm and community appeal. Learn more about Enzian Theater here.
Gladdening Light
Blending art, theology, and contemplation, Gladdening Light offers spiritually enriching experiences through retreats, lectures, and creative workshops. Their programming invites deeper exploration of meaning through beauty and creativity. It's a rare and reflective space in today's busy world. Learn more about Gladdening Light here.
Ocean Blue Galleries
This sleek and modern gallery features a curated collection of vibrant, contemporary artwork. Ocean Blue Galleries represents both emerging and internationally recognized artists. Their exhibits are perfect for collectors and casual art lovers alike. Learn more about Ocean Blue Galleries here.
Opera Orlando
Opera Orlando infuses energy and innovation into traditional opera. Known for bold productions and contemporary staging, the company brings timeless stories to life for modern audiences. Their accessible programming ensures opera reaches new and diverse crowds. Learn more about Opera Orlando here.
Original Orlando Tours
Discover Central Florida’s charm with immersive guided tours ranging from local history to hidden gems. Original Orlando Tours provides personalized experiences that highlight the region’s culture, architecture, and food. Whether you're a first-time visitor or a lifelong resident, there's something new to explore. Learn more about Original Orlando Tours here.
Orlando Ballet
As Central Florida’s premier professional ballet company, Orlando Ballet blends classical technique with cutting-edge choreography. Their performances include full-length ballets, seasonal favorites like The Nutcracker, and contemporary works. The company also offers educational outreach and a thriving school. Learn more about Orlando Ballet here.
Orlando Family Stage
Orlando Family Stage focuses on high-quality family entertainment that inspires kids and parents alike. Their original and classic productions encourage literacy, creativity, and community engagement. The educational impact extends beyond the stage. Learn more about Orlando Family Stage here.
Orlando Museum of Art
The Orlando Museum of Art presents diverse exhibitions ranging from ancient artifacts to modern masterpieces. Its permanent collection includes American art, African art, and contemporary works. Families, students, and art lovers will find plenty to engage with here. Learn more about Orlando Museum of Art.
Orlando Science Center
A favorite among families and school groups, the Orlando Science Center offers interactive exhibits, live demonstrations, and a state-of-the-art planetarium. Topics range from dinosaurs to space to technology. It’s a fun and educational destination for all ages. Learn more about Orlando Science Center here.
Orlando Shakes in Partnership with UCF
Orlando Shakes stages a wide range of productions from Shakespearean classics to contemporary plays and children’s theater. Their high-caliber performances and community programs make theater accessible and exciting. Education is central to their mission, with outreach serving thousands annually. Learn more about Orlando Shakes here.
Orlando Philharmonic Orchestra
The Orlando Philharmonic brings world-class symphonic music to Central Florida through an eclectic season of classical, pops, and chamber concerts. Their community and youth education programs broaden access to live music. The orchestra frequently collaborates with guest artists and cultural institutions. Learn more about Orlando Philharmonic Orchestra here.
Rollins Museum of Art
Located on the Rollins College campus, this free museum offers an impressive collection spanning centuries and cultures. Highlights include American, European, and contemporary art. It serves as both an educational resource and a peaceful space for reflection. Learn more about Rollins Museum of Art.
Scenic Boat Tour
Explore Winter Park’s scenic chain of lakes on this relaxing guided boat tour. Guests glide through narrow canals while learning about historic homes, native flora, and local legends. It’s a serene and picturesque way to experience the area’s charm. Learn more about the Scenic Boat Tour here.
Solana Fine Art
Solana Fine Art showcases original works by contemporary artists in a refined, gallery setting. Its ever-changing exhibits spotlight fresh voices in painting, sculpture, and mixed media. It’s a must-visit for collectors and enthusiasts of emerging talent. Learn more about Solana Fine Art here.
University Club of Winter Park
This private club fosters intellectual growth through lectures, book discussions, and civic programs. It serves as a meeting place for those interested in lifelong learning and community dialogue. The club plays a quiet yet impactful role in Winter Park’s cultural life. Learn more about University Club of Winter Park.
The Winter Park Playhouse
The only professional musical theatre in Central Florida, The Winter Park Playhouse delights audiences with lively mainstage productions and intimate cabaret performances. Their shows range from Broadway favorites to original works. It’s a cozy venue with big talent. Learn more about The Winter Park Playhouse here.
The Winter Park Sidewalk Art Festival
One of the nation’s most prestigious outdoor art events, this festival draws over 250 artists from around the country. Held each spring, it features juried art, live music, and local food. It’s a vibrant celebration of creativity and community. Learn more about The Winter Park Sidewalk Art Festival here.
United Arts of Central Florida
This nonprofit supports the region’s arts and cultural organizations through funding, marketing, and advocacy. United Arts of Central Florida helps make the arts more accessible to all. Their work strengthens the creative economy and enriches lives across Central Florida. Learn more about United Arts of Central Florida here.
Winter Park History Museum
Located in the historic train depot, this small but engaging museum offers exhibits on the city’s past, from its founding to modern times. Artifacts, photographs, and local stories bring Winter Park’s heritage to life. It’s a great stop for history buffs and curious minds. Learn more about Winter Park History Museum here.