FRIDAY May 1st

KC Wine Co. Vineyard & Winery $5 Friday ft. Live Music with DJ Dennis AT 4 PM - 9 PM

Limitless Brewing Live Music with Nathan Mitchell AT 6 PM

Tall Trellis Brew Co. Live Music with Justin White Band AT 7 PM - 9 PM

Hometown Olathe Family Farm Friday Night Karaoke AT 7 PM -10 PM

Aztec Shawnee Theater Live Music with Big Time Dueling Pianos AT 7:30 PM

Barley's Kitchen + Tap - Shawnee Live Music with EZ Street AT 8 PM

The Kingdom Bar & Grille Live Music with Dueling Pianos AT 8 PM

Guitars and Cadillacs Live Music with Reece AT 8:30 PM

SATURDAY May 2nd

City of Lenexa Lenexa Farmer's Market AT 8 AM - 12 PM

Downtown Lee's Summit Farmer's Market AT 8 AM - 12 PM

City of Prairie Village Prairie Village 75th Anniversary Parade AT 10 AM - 1 PM

Town Center Plaza 2026 Spring Chick Event AT 10 AM - 5 PM

KC Wine Co. Vineyard & Winery Pressed Flower Workshop AT 12 PM AND Live Music with DJ Dennis AT 2 PM - 5 PM AND Live Music with Son of Venzuala Friend AT 5:30 PM 

KC Bier Company Live Polka Music AT 3 PM - 6 PM

Tall Trellis Brew Co. Derby Party AT 3 PM - 7 PM AND Live Music with The Damnations AT 7 PM

J Rieger & Co. Kentucky Derby Party AT 3:30 PM

SERVfun Derby Day AT 4 PM AND Live Music with Madd Honey AT 7 PM

Hometown Olathe Family Farm Bunko Saturdays! AT 4 PM - 6 PM AND Rythm and Wine: Latin Dance Night AT 7 PM

Transport Brewery Gardner Kentucky Derby Party AT 5 PM

Limitless Brewing Live Music with The Vincents AT 7 PM - 9 PM

Aztec Shawnee Theater Live Music with Edge of Forever KC AT 7 PM

Barley's Kitchen + Tap - Shawnee Live Music with Vinyl Revival AT 8 PM

The Kingdom Bar & Grille Live Music with Sons of Antioch AT 8 PM

Guitars and Cadillacs Live Music with Reece AT 8:30 PM

SUNDAY May 3rd

City Market KC Art on Walnut 2026 AT 8 AM - 3 PM

Chicken N Pickle OP Pickleball for Pets 2026 AT 9 AM

Town Center Plaza 2026 Spring Chick Event AT 10 AM - 5 PM

City of Olathe 2026 Helmet Head Bike Rodeo AT 11 AM - 2 PM

Red Crow Brewing BINGO! AT 11 AM - 1:30 PM

Craft Putt Bingo Sunday AT 12 PM - 2 PM

KC Wine Co. Vineyard & Winery Wine Gummy Workshop AT 12 PM AND Live Music with DJ Dennis AT 2 PM -5 PM

Hometown Olathe Family Farm Make & Take- Finger Painted Pots AT 1 PM AND Bingo Sundays! AT 2 PM - 5 PM

Tall Trellis Brew Co. Live Music with Pryor & Hart AT 3 PM

KC Bier Company Let's Get Trivial- Sunday Trivia  AT 3 PM - 6 PM

Limitless Brewing Live Music with Jayson Kayne AT 3 PM - 5 PM AND Sunday with a Pourpose- Music Bingo Charity Event AT 4 PM - 6 PM

Guitars and Cadillacs Country Jam Night AT 6 PM

BRUNCH - The Bean Coffee & Cafe - Spring Hill