Highbrow vs. Lowbrow: 22 Things to Do This Summer for Fancy and Not-so-fancy People

Highbrow vs. Lowbrow: 22 Things to Do This Summer for Fancy and Not-so-fancy People

Smackdown! Pick and choose from our list of high- and lowbrow Milwaukee activities, depending on how fancy you want to get.

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Your Milwaukee Summer Bucket List




Grab a stack of magazines and a thermos of iced tea, and kick back on the beach in your own cabana – chairs included – available for rent at Grant Park Beach.
Splish-splash the day away at the Tosa Pool at Hoyt Park. Take full advantage of the waterslide, then treat yourself to some Sassy Cow ice cream and feel like a kid again.

Settle into an Adirondack chair, sip a crisp sauvignon blanc and enjoy some fresh seafood from the raw bar. On the patio at Harbor House, you’ll be gazing at Lake Michigan, but feeling as if you’re in the French Riviera.
Grab an open space on the concrete steps outside the Kopp’s Frozen Custard Brookfield, Glendale or Greenfield locations and bliss out on a burger, followed by a scoop of whatever happens to be the wacky flavor of the day.

For a weekend-morning tutorial on Milwaukee’s early German settlers, sign up for Historic Milwaukee’s guided jaunt down Old World Third Street (during German Fest, July 28 and 29).
This Sunday morning boozy brunch walking tour folds in five six-ounce pours of the city’s best bloody marys. Definitely leave the high heels at home – even in sneakers, remaining vertical could prove challenging.

Germantown’s Old Heidelberg Park gets lit – literally – at the Brew City Cigar Festival (Aug. 18). Each $175 ticket comes with serious swag ($175 worth of premium stogies).
If smoking is your thing, enjoy yourself in air-conditioned splendor at Potawatomi Casino, where the tribe is not bound to uphold the statewide ban on indoor smoking.

Tee off like Tiger at the 36-hole Whistling Straits – host site for the 2020 Ryder Cup – where the landscaping is so gorgeous, it can make it difficult to focus on your game.
At Prairieville Park in Waukesha, you’ll feel like a giant as you putt your way through a world where lots of things are cute and small (hello, tiny houses!)

Artists from across the U.S. in disciplines as varied as woodworking and jewelry-making bring their unique works to Lakefront Festival of Art (June 15-17), on the grounds of the Milwaukee Art Museum.
Digging for treasures gives you a high? You might stumble upon a gem among Elkhorn Antique Flea Market’s 500 vendors (June 24 and Aug. 12, at Walworth County Fairgrounds).

Big-name acts (Lou Gramm, Foreigner’s former lead singer, croons on July 14) perform at Gathering on the Green in Mequon’s Rotary Park. Lawn seats start at $40.
Snuggle up with your friends – and hundreds of strangers in Cathedral Square – at no cost during the weekly Jazz in the Park series, every Thursday night.

No cookie-cutter sedans allowed in Veterans Park during the Milwaukee Concours d’Elegance, a world-class juried show featuring classic examples of elegant, luxurious cars (Aug. 5).

Every Thursday night during summer, classic-car enthusiasts motor up to Wayne’s Drive-In in Cedarburg for Classic Cruise Night. Enjoy a hot dog and fries while you drool over all that metal.

Charter a private sail onboard the 38-foot yacht Quinn Marie – be a skipper or indulge in #yachtlife with Capt. Bob at the wheel – through Sea Dog Sailing.
Pack all your friends onto a Tiki-pontoon rental (Kanaloa Tiki Lounge) for a two- or four-hour spell and sip mai tais as you cruise around the waters of Downtown Milwaukee.

Wherefore art thou come summer if you’re a Shakespeare fanatic? Optimist Theatre performs King Lear via its annual Shakespeare in the Park free shows at the Peck Pavilion.
Burlesque? Oh, yes! Vaudeville? Heck, yeah! The nationally touring Dead Man’s Carnival performs the first Friday night of each month at Miramar Theatre. (June 1, July 6, Aug. 3).

Channel your Lady Mary with the Milwaukee Croquet Club, which meets Tuesday nights in Lake Park and also hosts Friday night socials. Hint: Wear all white.
After a grueling game of disc golf (similar rules as golf, but using a Frisbee) at Estabrook Park, celebrate your win at the adjacent beer garden. Bottoms up!

“Celebrate Summer” appears in the June 2018 issue of Milwaukee Magazine.

Find it on newsstands beginning May 28th, or buy a copy at milwaukeemag.com/shop.

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