Explore Orlando’s unexpected side with vibrant spring art festivals, like the Winter Park Sidewalk Art Festival (pictured), Hannibal Square Heritage Center Folk & Urban Art Festival, and others.
Art aficionados will find plenty to love in Orlando this spring, from acclaimed galleries and museums to nationally ranked art shows and spring festivals. Even if you’re visiting for our theme parks and attractions, you’ll want to make time for Orlando’s annual spring art festivals — including these enchanting options.
Discover: Orlando Arts & Culture
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48th Annual Mount Dora Arts Festival (Feb. 4 – 5, 2023)
Located one hour from Orlando International Airport (MCO), historic Mount Dora is celebrated for its charming eateries, unique antique shops and annual festivals, like the nationally ranked Mount Dora Arts Festival. This free, two-day, fine arts festival features over 300 artists throughout downtown Mount Dora, along with live entertainment and festival fare in Donnelly Park. Shop for one-of-a-kind fine art and enjoy the lakeside views with a cocktail in hand, then savor a contemporary Floridian tapestry of flavors at 1921 Mount Dora, which showcases a rotating collection of art from the Modernism Museum across the street.
64th Winter Park Sidewalk Art Festival (March 17 – 19, 2023)

One of the nation’s oldest, largest and most prestigious outdoor art festivals, the Winter Park Sidewalk Art Festival draws over 300,000 visitors each year. Hosted north of downtown Orlando in the heart of historic Winter Park, the juried art show features sculpture, paintings, digital art and more from hundreds of artists, along with contemporary live music, hands-on easel painting and children’s art workshops. Shop for distinctive gifts, home decor and more, check out past “Best of Show” festival winners on display at the Winter Park Public Library, and unwind at one of 140 upscale boutiques, eateries and world-class museums along Park Avenue.
Discover: Winter Park
Winter Park is home to several notable art museums, including the Rollins Museum of Art, The Charles Hosmer Morse Museum of American Art, the Hannibal Square Heritage Center, and the Albin Polasek Museum & Sculpture Gardens. You can also view select pieces from The Alfond Collection of Contemporary Art at Rollins College for free at The Alfond Inn, located just off Park Avenue.
Discover: Orlando Museums
UpTown Art Expo (March 24 – 26, 2023)
Spend the day relaxing along the waterfront at beautiful Crane’s Roost Park in Altamonte Springs, north of downtown Orlando, where you can shop for glass, jewelry, paintings, pottery and more at the annual UpTown Art Expo. Now in its 10th year, the three-day festival features over 140 art and fine craft exhibitors, street painting from live chalk artists, delicious food truck fare, and live musical performances all weekend long.
Discover: Arts & Culture Events in Orlando
Spring Fiesta in the Park (April 1 – 2, 2023)

For the largest arts and crafts festival series in Orlando, look no further than Spring Fiesta in the Park, hosted annually in downtown Orlando’s Lake Eola Park. Browse distinctive art from over 300 artists and crafters, plus pose for photos with iconic works of art like The Muse of Discovery, one of six public art installations throughout the park. Enjoy live entertainment, mingle with artists and art lovers from all over the country, and enjoy fresh flavorful fare from local eateries. The festival will also feature a kids’ zone with face painting, arts and crafts. and more family-friendly fun.
Discover: Downtown Orlando
14th Annual Hannibal Square Heritage Center Folk & Urban Art Festival (April 22, 2023)

Celebrate Central Florida’s diverse culture with a tapestry of artwork, educational entertainment and music at the Hannibal Square Heritage Center Folk & Urban Art Festival. Held in the historic Hannibal Square neighborhood in Winter Park, this year’s event features the works of over 25 folk and urban artists, with a delicious soul food truck onsite and more to explore at the Hannibal Square Heritage Center.
Discover: Hannibal Square Heritage Center
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