Winter Park Sidewalk Art Festival 2025

One of Central Florida's most celebrated harbingers of spring will glorify art and crafts along Winter Park's charming tree-lined streets.

The Winter Park Sidewalk Art Festival debuted in March 1960. It was a community project with the aim to gather those who practice art and those who appreciate it. Throughout the decades, the festival has evolved into a nationally recognized event, consistently ranked among the top art festivals in the country.

The Winter Park Sidewalk Art Festival is a beloved tradition that honors its past and looks toward the future by fostering a deep appreciation for the arts in Winter Park and beyond. As one of the nation's oldest, largest, and most prestigious outdoor art festivals, this event is committed to high-quality art and is open to the public.

From March 21 to 23, Central Park and Park Avenue in downtown Winter Park will be a meeting place for everyone who wants to enrich their inner world.

What to Expect When Attending Winter Park Sidewalk Art Festival 2025

Once you arrive at the venue, you'll enter an inspiring open-air gallery.

Hundreds of juried artists from around the country will present their art, including paintings, sculptures, photography, jewelry, digital art, ceramics, and more.

Each year, the festival includes an Emerging Artists Program that highlights up-and-coming talent. A prestigious jury selects and awards top artists in different categories, including the coveted Best of Show award. This award is worth $12,000, and the winning work is donated to the City of Winter Park. Every artwork that receives this prize is proudly displayed for everyone to enjoy at the Winter Park Public Library.

This event is also a delight for your ears and taste buds! In addition to the visual arts, the festival features live music performances throughout the weekend. You can expect a mix of jazz, classical, folk, and contemporary music. Food lovers will enjoy numerous food trucks and festival vendors offering everything from gourmet treats to classic fair-style snacks. You'll also have easy access to inviting outdoor cafes, restaurants, and bakeries along Park Avenue, known for its charming outdoor dining spots.

At the Children's Workshop Village, girls and boys can create their own artwork. This space encourages young participants to unleash their creativity through interactive art projects facilitated by volunteers and artists.

The weather forecast predicts pleasant spring temperatures. Daytime highs will be around 77–79 F (25–26 C), and nighttime lows will be near 66 F (19 C). Remember to pack sunscreen, comfy shoes, and a lovely hat to keep the sun at bay!

Security Protocols

The festival takes great care to ensure a safe and enjoyable experience. When you arrive, you'll notice bag checks at the entrances to help keep out prohibited items. Rest assured: Police and private security will be present throughout the event, along with dedicated emergency response teams ready to assist with any medical needs. Vehicle access will be limited in festival zones to make things safer for everyone so you can stroll comfortably without worry.

How to Get To or From the Event

The Winter Park Sidewalk Art Festival is held in the lovely Winter Park, Florida, and its main entrance is at 150 W. Morse Blvd.

• Car: Use GPS to navigate to 251 S. Park Ave, Winter Park, FL 32789. Parking is limited, but nearby garages and street parking will be available.
• SunRail: Take the SunRail to Winter Park Station, steps away from the festival.
• Bus: Lynx buses serve the area; check the Lynx website for routes and schedules.

Winter Park Sidewalk Art Festival 2025 Bag Policy

Since this is a large outdoor event, bringing small bags or backpacks is advisable to ensure easy movement through the crowd.

Bounce offers a perfect solution if you're traveling with heavy luggage. With our help, you can relax during your stay in Winter Park and enjoy its lovely festival.

You can find us on our website or use the Bounce mobile app to book a place to store your bags securely in the city.

Winter Park Sidewalk Art Festival 2025 Bag Storage

Store Your Luggage With Bounce and Step Into the Art World

After checking for stores in the area that's most convenient for you, choose one, book it, and pay online.

The price for storing your luggage is just $4.10 per day. Whenever you have a question, you can contact our support, and you'll get the answer in no time! Also, if you cancel the booking, there will be no charges.

How to Stow Your Bag at Winter Park Sidewalk Art Festival 2025 With Bounce

• Book: Pick a store, book with one click, and pay online.
• Store your luggage: Arrive at the chosen store with your payment confirmation and drop off your stuff.
• Create cherished memories: Explore Winter Park and have a wonderful experience at the Sidewalk Art Festival!

How to Make the Most Out of Winter Park Sidewalk Art Festival 2025

• Review the map and artist list: Check the official website to locate must-see artists and activities in advance.
• Engage with festival artists: Most artists love discussing their work and inspiration! You can find out the story behind the artwork that catches your eye. And, if you love a piece, buy it early, as popular works sell quickly.
• Explore the area: Discover the local restaurants and cafés along Park Avenue. Additionally, you can unwind in Central Park, enjoying the cool shade. Winter Park is renowned for its unique boutique shops, so prepare for a delightful shopping experience!
• Store your luggage with Bounce: Store your bags with our help to fully enjoy your visit.

Join us for the 66th Winter Park Sidewalk Art Festival, which will once again bring local artists and art lovers to the Beautiful Park Avenue in Winter Park!