Estabrook Park Playground

Honestly, the location alone makes this one a go-to — being right next to Estabrook’s beer garden means the adults are actually happy to stick around while the kids burn energy on the swings and slides. The climbing structure keeps the 5-to-9 crowd busy long enough for you to finish a drink. Parking here is never a headache, which sounds like a small thing until you’ve wrestled a stroller through some of Milwaukee’s other parks. Clean restrooms on-site seal the deal.