Good (but pricey) drinks, snacky type of food, and great views! 5 minute ride or 15-20 minute walk from The Hilton. Otherwise catch The Hop (Milwaukee Street Car) 2 blocks from the Hilton and 2 blocks from The Outsider!

A great food court with inside yard games. 24 local taps to try!

One of our favorite breakfast/brunch spots. It is one of the most popular breakfast spots downtown, so expect a wait! No reservations. Always worth the wait! Also, only a few blocks from The Hop drop-off.

Delicious American fare right in the 3rd Ward. Drinks are great too!

An iconic Milwaukee spot! Find multiple food options, wine bar and dessert bar!

One of ours (and Winnie's) favorite spots in town! The BEST steak sandwiches, and you get to hang out with the dogs inside. Right across the street from Catalano square, which will have a huge lit Christmas tree, and likely a little market.

A Milwaukee classic cocktail lounge!

The best arcade bar in town!

Good Italian food with a view of the city!

A fun Speakeasy with boozy milkshakes and a total retro vibe!

Homemade bagels, the perfect grab and go breakfast!