To appreciate the natural beauty of the eastern Badger State, one of the most exciting things to do in Milwaukee is take a train ride. It’s an awesome way to take a break from road trips, sit back, relax, and let the conductors take control while enjoying the interesting scenery.

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Consider a train ride for some fun things to do in Milwaukee. Keep up with the current schedule on the East Troy Electric Railroad website! Don’t be in a hurry to leave this cool town: Have a draft at East Troy Brewery, and make a weekend of it by booking a room on Expedia.com.    

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Things To Do In Milwaukee

What are some fun things to do in Milwaukee?
Check out this list of things to do in Milwaukee when you think you’ve done everything.

  • Cedarburg History Museum (N58W6194 Columbia Rd, Cedarburg, WI): Even the location of this cool space inside the historic Hilgen & Schroeder Mill Store, conjures more than our imagination can bring. The Cedarburg History Museum website explains the unique spaces here, home of permanent installments, rotating exhibits, and interactive technology. It also houses the headquarters of the Cedarburg Chamber of Commerce and serves at the Cedarburg Visitor Center.
  • Lake Emily (Wisconsin Avenue and Van Buren Street): Learn about an interesting piece of history hiding beneath our city streets which was once a swampland. At one time, Wisconsin Avenue was a channel that drained into Lake Michigan, beside which Lake Emily was located. It was a popular place for folks to water their horses and cool off in the shallow lake. It still exists today below the original Northwestern Mutual headquarters building.
  • Jazz In The Park (825 N. Jefferson St.): The summer of 2023 marked the event's 30th celebration. For a bit of fun in the warm months, make this a plan for a fun night out, featuring some of the top performers in the country. It is the largest weekly free music venue, attracting up to 5,000 people every week. The purchase of wine and beer from the beverage tents helps offset the costs for this nonprofit organization.
  • Bryant’s Cocktail Lounge (1579 S. 9th St.): We love visiting Milwaukee’s oldest cocktail lounge, where since 1938, memories are handcrafted through plush velvet walls, exotic lighting, and delightful music from the vintage McIntosh-powered audio system. Grab a friend and enjoy a classy cocktail in one of the cozy booths in this retro lounge, while enjoying the most courteous service in Milwaukee.