Cleveland/ Health & Lifestyle
Published on June 13, 2019
Festival travel: Travel from Cleveland to Milwaukee for SummerfestPhoto: iStock

Wisconsin winters can be brutal, which means locals know how to enjoy the summer. The annual Summerfest in Milwaukee is one of the largest (and most affordable) music festivals in the U.S., and it's happening June 26 to July 7, so there's just enough time to start making travel plans.

The city's Summerfest grounds include more than 10 stages, plus an interactive sports zone and a children's theater and play zone. The venue is located downtown on the Lake Michigan lakefront, near many of the city's famous breweries, as well as restaurants, theaters, galleries and more.

Fortunately, there are plenty of relatively inexpensive flights between Cleveland and Milwaukee on travel site Skyscanner.

Here’s a list of flights, hotels, restaurants and local attractions in Milwaukee to round out your trip. (Prices and availability are current as of publication and subject to change.)

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Cheapest Milwaukee flights

Currently, the cheapest flights between Cleveland and Milwaukee are if you leave on June 29 and return from Wisconsin on July 1. United currently has roundtrip, nonstop tickets for $218.

Top Milwaukee accommodations

Regarding where to stay, here are some of Milwaukee’s top-rated hotels, that we selected from Skyscanner's listings based on price and customer satisfaction.

The Iron Horse Hotel (500 W. Florida St.)

If you're looking to treat yourself, consider The Iron Horse Hotel. The hotel has a 4.7-star rating on Skyscanner, and rooms are currently available for $169.

This hotel is located in Milwaukee, and the Delta Airlines Center, the Bradley Center and the Milwaukee Art Museum are area attractions. Additional attractions include Discovery World.

The Pfister Hotel (424 E. Wisconsin Ave.)

Photo: Trip by Skyscanner

There's also the 4.6-star rated The Pfister Hotel, which has rooms for $169/night.

Set in the heart of Milwaukee, this hotel is close to Marcus Center for the Performing Arts and the Milwaukee Art Museum, as well as Discovery World. Other attractions include the Bradley Center.

The InterContinental Milwaukee (139 E. Kilbourn Ave.)

Photo: Trip by Skyscanner

A third option is The InterContinental Milwaukee. The 4.4-star hotel has rooms for $126/night. Set in the heart of Milwaukee, this hotel is close to Pabst Theater and the Milwaukee City Hall, as well as the Bradley Center. Other attractions include the Milwaukee Art Museum.

Local restaurant picks

Don't miss Milwaukee's food scene, with plenty of popular spots to get your fill of local cuisine. Here are a few of the top-rated eateries from Skyscanner's listings.

Leon's Frozen Custard (3131 S. 27th St.)

Photo: Trip by Skyscanner

First things first: ice cream. For a popular option, check out Leon's Frozen Custard, which has an average of five stars out of 13 reviews on Skyscanner. 

"This institution is open all year, and they are open late into the night...at least during the summer, " wrote visitor Steve. "They only had four flavors of custard for cones (chocolate, vanilla, butter pecan, and raspberry), but then they also have a wide assortment of shakes/malts and sundaes, etc."

Cafe Corazon (3129 N. Bremen St.)

If you're looking for a local favorite restaurant pick, head to Cafe Corazon, with five stars from five reviews.

Cafe Corazon strives to serve the freshest, natural ingredients by supporting local farmers through Restaurant Supported Agriculture. 

Beans & Barley Market, Deli & Cafe (1901 E. North Ave.)

Also worth considering is Beans & Barley Market, Deli & Cafe.

"Everything about this restaurant and co-op is comforting and delicious, " wrote Andrea. "Local and delicious vegan, vegetarian and meat eater items abound. I enjoy the sweet potato burrito here for any time of day!"

Cafe Hollander (2608 N. Downer Ave.)

Finally, there's Cafe Hollander.

"Great food, " wrote Vicki."Had difficulty picking something from the menu as everything looked good! I had the BBQ boar burger which was delicious."

Featured local attractions

Not sure what to do in Milwaukee, besides eat and drink? Here are a couple of recommendations, provided by Skyscanner.

The Pabst Theater (144 E. Wells St.)

First up, there's The Pabst Theater.

An indoor concert venue, it's affectionately known as "the Pabst."

"This venue was amazing, " wrote visitor Amelia. "I've seen two shows here and it is just gorgeous!"

The Milwaukee Art Museum (700 N. Art Museum Drive)

Photo: Trip by Skyscanner

Then, consider checking out The Milwaukee Art Museum.

The Milwaukee Art Museum is a perfect place for art lovers young and old. With four floors of rotating displays and over 30,000 works of art, there is truly something for everyone. 

"This collection contains 30,000 works of art," wrote visitor Mary. "This collection includes European art from the 15th through the 20th century as well as American art from the 17th to 20th century. In particular, this museum has the largest collection of art from Wisconsin native Georgia O'Keefe."


This story was created automatically using flight, hotel, and local attractions data, then reviewed by an editor. Click here for more about what we're doing. Got thoughts? Go here to share your feedback.