7-Day Itinerary in Milwaukee, WI

7-Day Itinerary in Milwaukee, WI

Hello, fellow travelers! Are you planning a trip to Milwaukee, Wisconsin and wondering how to make the most of your time? Look no further! In this 7-day itinerary, I’ll guide you through the best attractions, activities, and dining spots that Milwaukee has to offer. Get ready for an unforgettable adventure in the “Cream City”!

Key Takeaways:

  • Explore Milwaukee’s rich history, vibrant culture, and diverse culinary scene.
  • Visit the city’s must-see attractions such as the Milwaukee Art Museum and the Harley Davidson Museum.
  • Enjoy outdoor activities like kayaking on the Milwaukee River and relaxing on the beautiful beaches along Lake Michigan.
  • Indulge in the local food scene at popular spots like Zocalo Food Park and the Milwaukee Public Market.
  • Create lasting memories as you immerse yourself in the charm of this underrated destination.

Where To Stay

When planning your trip to Milwaukee, choosing the right accommodation is essential to ensure a comfortable and convenient stay. Fortunately, the city offers a variety of excellent hotels that cater to different preferences and budgets. Whether you’re looking for a trendy boutique hotel or a luxurious resort, Milwaukee has something for everyone.

The Journeyman is a highly recommended hotel known for its perfect location in the historic third ward district. With its modern design and stylish ambiance, it offers a unique and memorable stay. Guests can enjoy the hotel’s rooftop bar and lounge, which provides stunning views of the city skyline. The Journeyman’s prime location allows easy access to popular attractions and restaurants in Milwaukee.

Saint Kate Arts Hotel is another fantastic option for art enthusiasts. This boutique hotel showcases contemporary art throughout its premises, creating an immersive cultural experience. With its spacious rooms and art-inspired design, Saint Kate Arts Hotel combines comfort with creativity. It’s located in the heart of downtown Milwaukee, making it a convenient base for exploring the city.

If you prefer a well-known hotel chain, Hyatt Place Milwaukee is a reliable choice. Situated near the Milwaukee RiverWalk, this hotel provides easy access to the city’s top attractions. The spacious rooms, modern amenities, and friendly staff ensure a pleasant stay for all guests. Hyatt Place Milwaukee is a great option for both business and leisure travelers.

For those seeking a historic and elegant experience, look no further than Hotel Metro Autograph Collection. This boutique hotel features Art Deco architecture and charming vintage-inspired interiors. Located in downtown Milwaukee, Hotel Metro Autograph Collection offers luxurious accommodations and exceptional service. Guests can unwind at the hotel’s rooftop terrace and enjoy panoramic views of the city.

Lastly, if you’re looking for a truly luxurious stay, consider The Pfister Hotel. This iconic hotel has been a landmark in Milwaukee since 1893. With its stunning Victorian architecture, lavish interiors, and impeccable service, The Pfister Hotel provides an unforgettable experience. It boasts a renowned art collection and a rooftop lounge with breathtaking views of Lake Michigan.

Below is a table summarizing the key features of these top Milwaukee hotels:

Hotel Location Highlights
The Journeyman Historic Third Ward District Rooftop bar and lounge with city views
Saint Kate Arts Hotel Downtown Milwaukee Contemporary art throughout the hotel
Hyatt Place Milwaukee Near Milwaukee RiverWalk Modern amenities and convenient location
Hotel Metro Autograph Collection Downtown Milwaukee Historic charm and rooftop terrace
The Pfister Hotel Downtown Milwaukee Luxurious Victorian architecture and art collection

Where To Play

When it comes to things to do in Milwaukee, you’ll find a variety of attractions and activities to keep you entertained throughout your visit. Whether you’re interested in sightseeing, exploring cultural sites, or simply enjoying some leisure time, Milwaukee has something for everyone.

Saint Kate Arts Hotel

The Saint Kate Arts Hotel is a must-visit attraction in Milwaukee. Not only can you enjoy luxurious accommodations, but you’ll also have the opportunity to immerse yourself in local art and culture. Sip champagne as you admire the impressive art collection and attend live performances. It’s an experience that combines hospitality and creativity.

Cruiser Tour

If you want to explore the city in a unique way, consider taking a cruiser tour. These guided tours allow you to discover well-known sites as well as hidden gems, all while riding around on a comfortable cruiser bike. It’s a fun and active way to see the city and learn about its history and attractions.

Sherman Phoenix

No trip to Milwaukee would be complete without a visit to Sherman Phoenix. This vibrant marketplace is a hub for local, black-owned businesses. Explore a variety of shops, restaurants, and art galleries while supporting the community. It’s a great place to find unique souvenirs and immerse yourself in the local culture.

Bublr Bikes

If you’re looking for a fun and eco-friendly way to explore Milwaukee, Bublr Bikes is the answer. This bike share program allows you to rent a bike and ride around the city at your own pace. With numerous bike stations conveniently located throughout Milwaukee, you can easily hop on a bike and discover the city’s attractions, parks, and neighborhoods.

Kayaking on the Milwaukee River

For a different perspective of the city, try kayaking on the Milwaukee River. Rent a kayak and paddle along the scenic river, taking in the beautiful sights and enjoying the tranquil surroundings. It’s a peaceful and refreshing experience that allows you to connect with nature while exploring Milwaukee.

Milwaukee Public Museum

For history and culture enthusiasts, a visit to the Milwaukee Public Museum is a must. This fascinating museum offers a wide range of exhibits that showcase natural history, anthropology, and much more. Don’t miss the butterfly room, a popular highlight where you can immerse yourself in a tropical environment and observe these beautiful creatures up close.

Bittercube Bazaar

Bittercube Bazaar is a unique attraction that will delight cocktail enthusiasts. This experience allows you to taste a variety of spirits and participate in cocktail crafting sessions. Learn about different flavors, mixers, and techniques while creating your own signature cocktails. It’s a fun and educational activity that adds a touch of creativity to your visit.

Blackcat Alley

Art lovers should make their way to Blackcat Alley, an outdoor street art gallery. Admire the vibrant murals and installations created by local and international artists. It’s a visually stunning experience that showcases the creativity and talent of Milwaukee’s artistic community.

Sip & Purr Cat Cafe

For a unique and adorable experience, visit the Sip & Purr Cat Cafe. This one-of-a-kind cafe allows you to enjoy a cup of coffee while cuddling and playing with adorable rescue cats. It’s a perfect place to unwind, relax, and enjoy the company of these furry friends.

Beaches along Lake Michigan

If you’re looking for a place to relax and enjoy the outdoors, Milwaukee’s beaches along Lake Michigan are ideal. Spend a day lounging on the sandy shores, taking dips in the refreshing water, and soaking up the beautiful waterfront views. It’s a great way to unwind and appreciate the natural beauty of Milwaukee.

Other attractions to explore:

  • Harley Davidson Museum
  • Milwaukee Art Museum
  • Pabst Mansion

These attractions offer unique insights into Milwaukee’s history, art, and culture. Don’t miss the opportunity to explore these captivating sites during your visit to Milwaukee.

Where To Eat

When it comes to dining in Milwaukee, you’ll be delighted by the wide range of culinary experiences this vibrant city has to offer. From food trucks to rooftop bars and everything in between, there’s something to satisfy every palate. Here are some of the top food spots in Milwaukee:

Zocalo Food Park

Located in the heart of Milwaukee, Zocalo Food Park is a must-visit for foodies. This bustling food park features a rotating selection of food trucks, serving up diverse cuisines from around the world. Whether you’re craving tacos, barbecue, or gourmet burgers, you’ll find it all at Zocalo Food Park. Grab a seat at one of the picnic tables and enjoy a delicious meal in a lively atmosphere.

Sweet Diner

If you have a sweet tooth, Sweet Diner is the place to be. This popular spot is known for its mouthwatering French toast creations. From classic cinnamon swirl to unique flavors like s’mores and red velvet, each dish is a delightful treat for breakfast or brunch. Make sure to arrive early, as Sweet Diner tends to get busy and you don’t want to miss out on these delectable delights.

Milwaukee Public Market

For a taste of the local food scene, head to the Milwaukee Public Market. This indoor market is home to a variety of vendors offering an array of fresh and flavorful foods. From artisanal cheeses and locally sourced meats to international cuisine and sweet treats, there’s something to satisfy every craving. Grab a bite to eat, stock up on local goodies, or simply enjoy the bustling atmosphere of this culinary gem.

The Outsider at the Journeyman Hotel

For a dining experience with a view, The Outsider at the Journeyman Hotel is the place to go. This rooftop bar offers stunning panoramic views of the Milwaukee skyline and is the perfect spot to unwind and enjoy a delicious meal or handcrafted cocktail. Whether you’re looking for a romantic date night or a casual evening with friends, The Outsider provides a memorable dining experience in a breathtaking setting.

Gloriosos Italian Market

If you’re a fan of Italian cuisine, Gloriosos Italian Market is a must-visit. This family-owned market has been serving up authentic Italian food since 1946. Browse through the aisles filled with imported pastas, sauces, cheeses, and other Italian specialties. Grab a fresh sub or a warm slice of pizza from their deli counter, or stock up on all your favorite Italian ingredients to recreate a taste of Italy at home.

Jewels Caribbean Restaurant

For a taste of the tropics in Milwaukee, head to Jewels Caribbean Restaurant. This lively spot offers a vibrant atmosphere, live music, and a menu filled with Caribbean delights. From Jerk chicken and plantains to curry goat and seafood dishes, each bite transports you to the sunny shores of the Caribbean. Indulge in the flavors of the islands and experience the warmth and hospitality of this popular Milwaukee eatery.

Colectivo Coffee

No dining experience in Milwaukee is complete without a visit to Colectivo Coffee. This local coffee chain has gained a cult following for its exceptional coffee and cozy atmosphere. Roasting their beans in-house and offering a wide selection of brews, Colectivo Coffee is the perfect spot to start your day or take a break from exploring the city. Pair your coffee with one of their freshly baked pastries, made from scratch daily, for a truly satisfying treat.

These are just a few of the many food spots waiting to be discovered in Milwaukee. Whether you’re a foodie seeking out new flavors or simply looking for a delicious meal, this city has you covered. Explore the vibrant restaurant scene and indulge in the diverse culinary offerings that make Milwaukee a true food lover’s paradise.


Milwaukee, Wisconsin is truly a hidden gem that offers a remarkable blend of history, culture, and culinary delights. From its lively atmosphere to its stunning architecture and diverse range of attractions, Milwaukee has something to offer for every type of traveler. Exploring the Milwaukee Art Museum, strolling along the riverwalk, and immersing yourself in the local food scene are just a few of the many experiences you can enjoy during a 7-day itinerary in Milwaukee.

One of the highlights of visiting Milwaukee is the opportunity to kayak on the beautiful Milwaukee River and take in the stunning views of the city. Shopping at local markets and supporting black-owned businesses at the vibrant Sherman Phoenix is a must-do for those seeking unique and meaningful experiences. And let’s not forget the breathtaking beaches along Lake Michigan, where you can relax, soak up the sun, and enjoy the picturesque waterfront.

But what truly sets Milwaukee apart is its diverse culinary scene. From the food trucks at Zocalo Food Park to the mouthwatering French toast at Sweet Diner, and the fresh offerings at the Milwaukee Public Market, your taste buds are in for a treat. Make sure to also check out rooftop gems like The Outsider at the Journeyman Hotel, offering magnificent views of the Milwaukee skyline while sipping on your favorite cocktails.

In conclusion, a 7-day itinerary in Milwaukee, WI allows you to discover and experience all that this underrated destination has to offer. From its captivating museums and artistic streets to its delicious food and natural beauty, Milwaukee provides a memorable journey for every traveler. So, don’t miss out on the opportunity to explore this vibrant city and spread the love for Milwaukee, because this hidden gem deserves all the recognition it can get.


What are some must-see places in Milwaukee?

Some must-see places in Milwaukee include the Milwaukee Art Museum, Harley-Davidson Museum, and Pabst Mansion.

What are some popular hotels in Milwaukee?

Popular hotels in Milwaukee include The Journeyman, Saint Kate Arts Hotel, Hyatt Place Milwaukee, Hotel Metro Autograph Collection, and The Pfister Hotel.

What are some top attractions in Milwaukee?

Top attractions in Milwaukee include the Milwaukee Public Museum, Bittercube Bazaar, Sherman Phoenix, and Black Cat Alley.

Where can I try local cuisine in Milwaukee?

You can try local cuisine in Milwaukee at Zocalo Food Park, Sweet Diner, Milwaukee Public Market, and Jewels Caribbean Restaurant, among others.

Is Milwaukee a good destination for a 7-day trip?

Yes, Milwaukee is a great destination for a 7-day trip, offering a mix of history, culture, and culinary delights.

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