Events and Things to Do in Highland, IN

Saturday, May 9

Featured

Mai Fest 2026 Arts & Crafts Street Fair

MAY

9

12:00 PM

Blue Island, IL

Mai Fest is back for the 5th year bigger than ever!  With over 100 artisan vendors, 4 live bands, and food and drink, it...

Share

Thursday, April 30

• WARREN -Elementary Drawing - Highland, IN 2026

  2:25 pm

  Warren Elementary School, 2901 100th St, Highland

  
  
• Wine & Design Workshop 🌸🍷

  5:00 pm

  Scheeringa Farms & Produce, 9436 N Cline Ave, Highland

  
  

Sunday, May 3

• Cinco de Mayo Fiesta 5K

  4:30 pm

  2215 Ridge Rd, Highland

  
  

Saturday, May 9

• Mai Fest 2026 Arts & Crafts Street Fair 12:00 pm

  Old Western Avenue & Broadway Street, Blue Island

  
  

Thursday, May 14

• Sip & Succulent Party

  5:00 pm

  Scheeringa Farms & Produce, 9436 N Cline Ave, Highland

  
  
• Raging Nathans, Canadian Rifle, & Horace Pinker in NWI

  7:00 pm

  Grindhouse Cafe, 3805 Ridge Rd, Highland

  
  

Sunday, May 17

• Paint & Sip at Grindhouse Highland: Spring Chickens

  2:00 pm

  Grindhouse Cafe, 3805 Ridge Rd, Highland

  
  

Thursday, May 21

• NAMI Connection Peer Support Group- Highland IN

  6:00 pm

  The Green Witch Cafe, 2845 Highway Ave, Highland

  
  

Monday, May 25

• Memorial Day Ceremony

  10:00 am

  Main Square Park, 3001 Ridge Rd, Highland