1. Hit Some Rummage Sales in East Tosa
CHRIS DROSNER, EXECUTIVE EDITOR
I love a good rummage sale, and last weekend I attended the Great Riverwest Spring Rummage Sale & Flea Market. It was a cool event but it left me looking for the real rummage. Most of these vendors are … well, vendors. Sure, I bought an amazing vintage Mike Andretti Indy Car Rookie of the Year 1984 t-shirt for $5, but give me the box of old hand tools, the $1 Jenga game missing three blocks, Grandpa’s old Zippo, the perfectly good box fan. You know, not curated vintage goods but real rummage. That’s what happens this weekend in my neighborhood, at the Tosa East Towne neighborhood rummage. Most blocks have at least three or four sales – good enough density to park and walk around if you’re coming in. Or bike on over for a Rocket Baby pastry early and sweep the entire neighborhood looking for your perfect tchotchke. There’s a map of registered locations, but there are usually more unsanctioned sales as well. 8 a.m.-3 p.m. Saturday, 60th to 76th streets between Center Street and North Avenue
2. Eat Your Way Through Downtown Dining Week
ANN CHRISTENSON, DINING EDITOR
Downtown Dining Week 2026 runs through Thursday, June 4. In a nutshell: Thirty restaurants in the Downtown area are offering fixed-price menus (lunch $15-$25; dinner $35-$55). Milwaukee Downtown BID #21 lists all the participating restaurants and the menus they’re offering this year. As always, be mindful that the event puts extra pressure on the restaurants, particularly the front-of-house staff, and dining rooms are often more crowded.
It’s time to pick your Milwaukee favorites for the year!
3. Go to this Summer’s First Jazz in the Park Concert
ARCHER PARQUETTE, MANAGING EDITOR
In the third grade, I played a gangster named Francisco in an acclaimed production of a swinging musical called We Haz Jazz. The character was invented by me because there were too many kids and not enough roles – and just because Francisco didn’t have any lines and mostly just stood in the background and did jazz hands doesn’t mean he wasn’t critical to the intricate plot of the Shakespearean tale. Because of this seminal experience in my childhood, I still harbor a powerful affection for all things jazz-related, and that extends to Jazz in the Park, the concert series that sees Cathedral Park flooded with Milwaukeeans enjoying food, drink and tunes on Thursday evenings all summer long. This Thursday, June 4 marks the first concert of the season – a welcome marker of summer’s beginning. I’m looking forward to unleashing the jazz hands once again.
4. Chow Down on an Arepa at Anytime Arepas
EVAN MUSIL, ARTS & CULTURE EDITOR
When it comes to ballgame cuisine, I’m a man of simple taste. Give me a jumbo hot dog, a bratwurst if I’m feeling indulgent. But when I went to a recent Brewers game, something came over me. Could it be: the desire to try something new? I’d heard many positive words about Anytime Arepa, which as it turns out has a stand at the 3rd Street Market Hall Annex at AmFam Field. So, there I was, soon with a beef arepa in one hand, a Miller Lite in the other, and an anticipatory smile growing on my face. And it was great! The beef was flavorful, the dough high-quality, the avocado dip with just enough kick. Hot dog who? Now I need to have an arepa outside of the ballpark.
5. Indulge in the Pasta at Tenuta’s
AMRITA THAKKAR, DIGITAL EDITOR
It’s still chilly enough for me to justify digging into a bowl of delicious, saucy pasta, but warm enough to sit outside on the patio at Tenuta’s. That’s exactly what I did this weekend – and to be honest, will continue to do for as many weekends this summer as I can. Tenuta’s Agnello is perfect for the season: hearty enough to fight the lingering chill, with enough lightness from the goat cheese to remind you that it’s spring.
6. Take a Trip to the Door Country Contemporary Art Fair
CAROLE NICKSIN, EDITOR-IN-CHIEF
I’m excited about the Door County Contemporary Art Fair. It launched last year, but this will be my first time. There will be galleries from across the U.S., in addition to some from Milwaukee and Wisconsin.
