South Milwaukee

Day Trips

Make the most of your day with our curated plans, packed with South Milwaukee's hidden gems and unique experiences!

day 1
Exploring the Lakeside
morning
:

Start your day with a refreshing walk along the picturesque shores of Lake Michigan. The tranquil waters and lush greenery provide a perfect setting for morning contemplation and photography. Don’t forget to grab a coffee from a local café to fuel your adventure.

afternoon
:

Visit the South Milwaukee Historical Society Museum to learn about the local rich history. The museum showcases fascinating artifacts and stories that highlight the town’s development and its significance within Wisconsin. Afterward, enjoy a leisurely lunch at one of the charming restaurants nearby.

evening
:

As the sun begins to set, head to Grant Park, perfect for a picnic or simply unwinding on the grass. Watch as the sky transforms into beautiful shades of orange and pink while you relax. Cap off your day with a visit to a local ice cream shop to indulge in a sweet treat.

day 2
Cultural Immersion
morning
:

Dive into the local culture by visiting the local farmer's market where fresh produce and handmade goods are abundant. Engage with vendors and discover the flavors of the region, as well as unique crafts that reflect the community's spirit. This morning is not just about shopping; it's also an experience of connection and vibrancy.

afternoon
:

Spend your afternoon at the South Milwaukee Performing Arts Center, catching a rehearsal or a daytime performance. Enjoy the talent and creativity showcased by local artists, giving you insight into the artistic scene of the area. Afterward, take a stroll through the vibrant downtown, exploring unique shops and boutiques.

evening
:

Dinner at a local favorite restaurant will provide a taste of Wisconsin cuisine. Sample traditional dishes and craft beers while enjoying the relaxed atmosphere. After your meal, check for any live music events happening nearby to end the evening with some local entertainment.

day 3
Nature and Parks
morning
:

Begin with a hike in the nearby stunning landscapes, taking in the natural beauty that surrounds the area. The trails through the forests and along the lakes are perfect for both solo adventurers and families alike. Nature enthusiasts will relish the opportunity to spot local wildlife and enjoy the tranquility of the great outdoors.

afternoon
:

Visit the local parks for a variety of recreational activities, such as basketball, tennis, or simply relaxing under a shade tree. Bring a book or engage in a game with locals to connect with the community. Make time for lunch at a grill or café within a park for a leisurely meal.

evening
:

As the day winds down, gather your thoughts with a sunset meditation or reflection session by the water's edge. This peaceful environment is ideal for taking in the beauty of nature one last time for the day. You can finish it with a campfire or s'mores if you happen to be in a location that allows it.

day 4
Local Flavors Tour
morning
:

Kick off your culinary adventure with a breakfast tour featuring local diners renowned for their hearty meals. Experience the charm of classic American breakfasts with fresh ingredients sourced from nearby farms. Engage with owners and chefs to learn about their stories and philosophies on food.

afternoon
:

Join a food tasting at various eateries, sampling signature dishes and local favorites. This afternoon offers an opportunity to savor a range of flavors, from comfort food to unique culinary creations. Accompanied by a knowledgeable guide, you’ll learn about the area's culinary heritage.

evening
:

End your food tour with a dinner reservation at an upscale restaurant that focuses on seasonal ingredients and sustainable practices. Enjoy a multi-course meal paired with local wines or craft cocktails. As the evening progresses, reflect on your flavor journey through South Milwaukee.

day 5
Art and Community
morning
:

Visit local art galleries that showcase works from homegrown artists, giving you a glimpse into the creative heart of the community. Many galleries offer interactive displays and sometimes even workshops where you can participate. This morning is about immersing yourself in inspiration and creativity.

afternoon
:

Take part in a workshop or class at a local art studio, where you can create your own masterpiece. Engaging with artists in the community not only provides skills but also fosters connections. For lunch, seek out a café that doubles as an art space, where you can enjoy food surrounded by creativity.

evening
:

Check the schedule for community events such as poetry readings, gallery openings, or art fairs. These are engaging ways to meet locals and enjoy the vibrant cultural scene. Spend your evening getting lost in art and discovering new connections in South Milwaukee.

day 6
Family Fun Day
morning
:

Start the day with family-friendly activities at a nearby recreational center, where kids can play games and enjoy the playground. Parents can engage in group activities as well, creating lasting memories together. It's an excellent way to keep the family active and connected.

afternoon
:

Pack a picnic and head to a family-oriented park, complete with sports fields and walking trails. Enjoy a leisurely lunch on the grass, followed by games or a scavenger hunt with the kids. The vibrant atmosphere will set the tone for a fun and engaging afternoon.

evening
:

Wrap up the day with a family movie night at home or visit a local theater showing a family-friendly film. Share laughs and favorite moments of the day over popcorn and snacks. It's a perfect way to bring the family together after an adventure-filled day.

day 7
Historical Discovery
morning
:

Begin by visiting the local archives or historical society, where you can dive deep into the rich history of South Milwaukee. Take a guided tour to learn about significant events and figures that shaped the community. This morning is dedicated to uncovering fascinating stories that lie beneath the surface.

afternoon
:

Explore historical landmarks throughout the town, appreciating the architecture and significance of each site. Make sure to stop at historical markers that tell the tales of yesteryear. History buffs will find this afternoon enlightening and a unique way to connect with the past.

evening
:

Enjoy dinner at a restaurant housed in a historic building, combining great food with a touch of nostalgia. As you dine, take in the stories that the architecture whispers from the past. Reflect on the day's discoveries over a nightcap or dessert, ensuring a memorable conclusion.

day 8
Sports and Recreation
morning
:

Get energized with a morning bike ride along the scenic Lakefront Bike Trail, taking in the scenic views and fresh breezes. Morning rides are perfect for all fitness levels, and you might even meet fellow riders sharing tips and stories. This energizing start will set the tone for a vibrant day ahead.

afternoon
:

Head over to a local sports complex to take part in games or events that are open to the community. Engage in activities like bowling or playing team sports, making it a fun outing whether alone or with friends. Treat yourself to lunch at the on-site café, making it easy to refuel.

evening
:

Attend a local sports event, such as a baseball or hockey game, to experience community spirit at its finest. Cheer for the home team and enjoy the electric atmosphere that fills the air. This evening promises excitement, camaraderie, and unforgettable moments.

day 9
Relaxation and Wellness
morning
:

Start your day with a serene yoga session at a nearby wellness center, where you can focus on mindfulness and relaxation. The guided practice will help you center your thoughts and prepare for the day ahead. This calming morning sets a peaceful tone for the rest of your activities.

afternoon
:

Treat yourself to a full-service spa experience with massages and beauty treatments that rejuvenate both body and spirit. Engage in healthy eating options at a local health-focused café afterward, ensuring nourishing meals align with your wellness day. This afternoon focuses on self-care and indulgence.

evening
:

Complete your day with a peaceful evening walk through a scenic location, reflecting on your personal journey of wellness. Enjoy the peaceful surroundings and engage your senses with nature. Wind down at home with a herbal tea, reflecting on the benefits of a day dedicated to relaxation.

Discover South Milwaukee

Read more in our South Milwaukee 2025 Travel Guide.

South Milwaukee Travel Guide