Chalktober Fest Gets a Halloween Flair in Central Clearwater Beach

Chalktober Fest Gets a Halloween Flair

This Weekend in Central Clearwater Beach

Six talented artists are scheduled to arrive in front of some of the best eateries in Central Clearwater Beach on Thursday, Oct. 29, to begin working on their spectacular chalk art. They plan to complete their creations by noon on Saturday. Oct. 31. In case you didn’t realize the dates, it will be a special Halloween edition of Chalktober Fest!

Chalktober Fest Gets a Halloween Flair This Weekend in Central Clearwater Beach

The artists will be participating in Week 5 of Chalktober Fest, the month-long celebration of creativity and fun sponsored by the new AMPLIFY Clearwater Chamber of Commerce, serving businesses in Clearwater and Clearwater Beach. The event is presented by Morton Plant Hospital/BayCare Health Systems. Visitors will be able to vote for their favorite “Tricks” (pieces of art) and have an opportunity to stop in for some delicious “Treats” at adjacent hotspots.

Artist head to Central Clearwater Beach for Chalktoberfest Halloween style

Matt McAllister will be doing his chalk art at Crabby’s Dockside, at 37 Causeway Blvd. Just down the way you’ll be able to see Damon Meri working at Sunsets at Pier 60, located at 1 Causeway Blvd., while artist Naomi Haverland will also be at 1 Causeway Blvd, sponsored by Visit St. Pete/ Clearwater. There will be two artist showcasing their art at the Hyatt Regency Clearwater Beach: Holland King will be featuring his artwork on the eighth floor and Lisa Milian is scheduled to set up her chalks at the Hyatt Regency Clearwater Beach Resort & Spa along the beachwalk, both at 301 S. Gulfview Blvd. And Erik Greenawalt will be creating a piece along the Beachwalk at 100 Coronado Drive, adjacent to the Wyndham Grand Clearwater Beach.

Chalk artist to display on  Central Clearwater Beach.  Image shown from last weeks' stone crab theme

This is the final week of a five-weekend-long event scheduled at different locations throughout Clearwater Beach and Downtown Clearwater.  Throughout the event, local and visiting artists have been invited to chalk masterpieces in front of a variety of your favorite hot spots in various areas of Downtown Clearwater and Clearwater Beach to attract customers to all participating businesses in a friendly, social distancing way. The participating businesses will be open to offer food and refreshments for those who wish to join in the celebration.

Chalk Art at Sand Pearl on Central Clearwater Beach

Each weekend during the rest of the month of October, different portions of the AMPLIFY Clearwater community sponsored local and visiting artists, who began their work on Thursday of the week in front of participating businesses with a schedule of complete their work by noon on Saturday.

One of the goals of Chalktober Fest is to offer residents and visitors an opportunity to see the artists at work and to enjoy viewing their art in a leisurely social distancing fashion, while also seeing the reopened businesses that are following all of the post-Pandemic rules while continuing to offer some of the finest quality food and drinks and services that are why Downtown Clearwater and Clearwater Beach are great places to visit.

AMPLIFY Clearwater is the newly combined chambers of commerce from Clearwater and Clearwater Beach. Their stated mission is to promote and meet the needs of businesses, tourism, and industry and to provide leadership for the advancement of economic vitality and equality for the North Pinellas Region. For more information about this year’s Chalktober Fest, visit

Photos provided by Amplify Clearwater of last week’s Chalktoberfest (Except feature image of Halloween to get visitors ready for this unique event.

Stay Informed with our Weekly Newsletter!And Win Free Tickets!

Stay Informed About Top Area Events, Entertainment and Best Dining Destinations and more. Plus automatically be enrolled into our A-List giving you a Chance to Win Free Tickets Every Week!  Just fill-out the fields below.