Jesus and I took a late Anniversary trip to Milwaukee this past weekend - just a quick one-nighter - and we loved it. It's less than a two-hour drive from Chicago, and with some advanced planning, much cheaper than the same weekend would be here. We had tickets to see the Zelda Symphony Orchestra at Riverside Theater, and added in a few extra activities as we went. Here's what we recommend:
Eat
For a quick snack, check out Wild Flour Bakery in the Shops of Grand Avenue. Their muffins were the perfect size to tide us over until dinner. Plus they're a Woman-Owned Business!
We had dinner at Buck Bradley's. The food is typical American/bar & grill, with an extra special Wisconsin touch (think: CHEESE!). The atmosphere is cozy and vintage, with TVs for the sports fans and a quieter dining room for families and couples on dates.
Stay
Since we had this trip planned since spring, we got a pretty decent deal at the Fairfield Inn & Suites downtown. It was only 3 blocks away from the theater, and within walking distance of many downtown attractions. Parking was only $15 overnight, and we had a legit continental breakfast.
Do
The Zelda Symphony won't be back to Riverside Theater until at least next year, but they have tons of upcoming shows. It's a historic theater with quite the origin story (including a fire & continuing floods), and stunning decor.
Depending on the season, there's always something going on downtown. We got to see holiday lights, do a little shopping, check out the restaurant/bar scene, and gaze up and down the river (until we decided it was way too cold for that nonsense).
Our activity for Sunday was the Milwaukee Public Museum. We highly recommend this 134-year old museum, and it may even edge out our own Field Museum in novelty and great use of space. The Streets of Old Milwaukee are fascinating and we spent a lot of our time imagining ourselves in each room or house of the European Village. And that Butterfly Vivarium! This is a must for families, or couples with a childlike sense of wonder.
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