New York/ Health & Lifestyle
Published on June 05, 2019
Festival travel: Milwaukee's Summerfest coming soon, a flight away from New York CityPhoto: 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.

Whether you’re ready to book your trip now or just imagining what it might look like, take a look at these forthcoming flights between New York City and Milwaukee, which we pulled from travel site Skyscanner.

We've also included top-rated hotels, restaurants and attractions in Milwaukee to showcase the range of local amenities that travelers will find there. (Prices and availability are current as of publication and subject to change.)

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Flight deals to Milwaukee

Currently, the cheapest flights between New York City and Milwaukee are if you leave on June 30 and return from Wisconsin on July 3. United currently has roundtrip tickets for $275.

There are also deals to be had earlier in June. If you fly out of New York City on June 29 and return from Milwaukee on July 2, Delta can get you there and back for $290 roundtrip.

Top Milwaukee accommodations

To plan your accommodations, here are some of Milwaukee’s top-rated hotels, that we selected from Skyscanner's listings based on price and customer satisfaction.

The Pfister Hotel (424 E. Wisconsin Ave.)

Photo: Trip by Skyscanner

For an all-around top recommendation, consider The Pfister Hotel. The hotel has a 4.6-star rating on Skyscanner, and rooms are currently available for $169.

Set in the heart of Milwaukee, this hotel is close to the Marcus Center for the Performing Arts, the Milwaukee Art Museum and Discovery World.  

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

Photo: Trip by Skyscanner

There's also the 4.7-star rated The Iron Horse Hotel, which has rooms for $169/night.  

"Great, stylish hotel with gorgeous rooms. The service is top-notch and there are a couple of great bars and restaurants at the hotel," wrote visitor Tom.

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. It's close to the Pabst Theater and Milwaukee City Hall.

Featured Milwaukee restaurants

If you're looking to snag a bite at one of Milwaukee's many quality eateries, here are a few popular culinary destinations from Skyscanner's listings that will help keep you satiated.

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

Photo: Trip by Skyscanner

Let's start with the essentials: 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.  A Milwaukee mainstay for more than 75 years, it's still owned and operated by the original family.

"This institution is open all year, and they are open late into the night, at least during the summer," wrote visitor Steve. 

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

Photo: Trip by Skyscanner

If you're looking for a local favorite restaurant pick, head to the Beans & Barley Market, Deli & Cafe, with 4.9 stars from 10 reviews.

"I enjoy the sweet potato burrito here any time of day. Everything about this restaurant and co-op is comforting and delicious," wrote reviewer Andrea.  

Cafe Corazon (3129 N. Bremen St.)

Finally, there's the Cafe Corazon, with five stars from five reviews.

"Cafe Corazon has delicious Mexican food. The place has character and nice drinks, too," wrote Anya.

What to see and do in Milwaukee

To round out your trip, Milwaukee offers plenty of popular attractions worth visiting. Here are a couple of top recommendations, based on Skyscanner's descriptions and reviews.

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

Photo: Trip by Skyscanner

First up is The Milwaukee Art Museum, with 4.8 stars from 36 reviews. 

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.

Harley-Davidson Museum (400 W. Canal St.)

Photo: Trip by Skyscanner

Lastly, spend some time at the Harley-Davidson Museum, with 4.8 stars from 22 reviews.

This museum celebrates the 100-plus-year history of Harley-Davidson motorcycles with trivia, models and exhibits.

"This museum is a must-see for motorcycle buffs," wrote visitor Mary.  


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.