Oshkosh, WI, offers an easygoing charm ideal for a day trip. Here, you can uncover simple joys without straying too far from home. On a recent outing, we met up with my daughter and her fiancé, and we spent the day exploring spots that highlight the town’s approachable vibe—enjoying a good meal, discovering unique finds, and savoring sweets. It’s all about creating memorable moments together.
The Joy of Wandering: Starting with Lunch at Pete’s Garage Bar
Every great day out begins with a hearty meal and good company, especially when the wind carries a winter chill. A crisp Sunday in Oshkosh unfolded for us, where frost sparkled on the bare trees and we bundled up against the cold.
We met our daughter and her fiancé for lunch at Pete’s Garage. Tucked away in the heart of the city, this spot isn’t just a restaurant—it’s a personality in itself.
From the cheeky rules on the table to the eclectic décor that mixes vintage signs, quirky artwork, and repurposed auto parts, it’s like stepping into a lively conversation.
From the moment you walk in, you know you’re not in an ordinary restaurant — even the list of “house rules” posted on the table sets the tone.
It’s the kind of place where you settle in, laugh a little, and enjoy good food surrounded by a setting that refuses to take itself too seriously.
We shared stories over burgers and fries, and enjoyed the fresh, locally-sourced ingredients that made every bite feel like a nod to Wisconsin’s hearty roots. The menu shines with options such as the Garage Burger—made with local beef, topped with fresh veggies and a signature house sauce—or the Veggie Burger for a lighter twist, all crafted to satisfy with bold flavors and quality ingredients. It’s a great place to relax, people-watch, and absorb the energy, whether you’re meeting loved ones or exploring solo.
From there, the day flowed naturally into exploration, proving that Oshkosh’s charm shines even in the frostier seasons.
Quirky Detours: A Stop at M. Schulte Sales
After lunch, what better way to shake off the cold than wandering through something delightfully offbeat? Our next stop was M. Schulte Sales, a gem of a shop as whimsically unpredictable as its name suggests. This isn’t your average store; it’s a curated chaos of vintage finds, oddities, and quirky outside decor that draws you in from the moment you arrive—from antiques and retro gadgets scattered across the grounds to quirky knick-knacks inside that spark curiosity. The outdoor elements add an extra layer of charm, with whimsical displays that feel like a treasure hunt in the winter air.
Visiting here reminded me of another fun, eccentric spot my daughter and I discovered in 2017—the Da Yoopers Tourist Trap in Ishpeming, Michigan (you can learn more at Da Yoopers Tourist Trap). It has that same playful vibe, quirky roadside attractions, and hidden gems that make you linger and laugh, evoking the same sense of adventure we felt on that trip.
In my travels, I’ve learned that spots like this are the soul of small towns—they hold stories in every corner, offering a welcome escape from the winter gray. We browsed the shelves and explored the grounds, laughing at the unexpected items, filling our afternoon with discovery. Since it was our first visit, we spent a good couple of hours wandering, which made the quirky finds even more memorable.
Plan for about 2 hours to fully explore the grounds and inside—especially on your first trip; it’s ideal for budget-friendly souvenir hunting without braving the elements too long.
Sweet Endings: Indulging at Oaks Candy Corner
No adventure is complete without a sweet finale, and that’s where Oaks Candy Corner stole the show. Open since 1890, this historic spot is a testament to timeless traditions, crafting candies from original family recipes that have delighted generations.
We capped the day with a visit here, savoring hand-dipped meltaways and other treats that melted in our mouths, blending rich flavors with waves of nostalgia, all while escaping the bitter cold inside its welcoming walls.
I can still picture the shop’s vintage counter lined with glass jars of colorful sweets, the air scented with chocolate and sugar, providing a cozy haven from the February frost. It’s not just about the candy—it is about the stories embedded in each piece, like the meltaways we had always wanted to try, creamy and indulgent with a perfect snap. In a world of mass-produced treats, places like this keep the art of candy-making alive, using simple, high-quality ingredients that evoke pure joy.
Practical tip: If you’re planning your trip, sample a variety—the meltaways are a must, but don’t miss the classic caramels or fudge, which pair wonderfully with a hot drink.
Wrapping Up the Day: A Summary of Oshkosh’s Charms
To make it easy to plan your own quirky adventure, here’s a quick summary of the day’s highlights:
Lunch at Pete’s Garage | Eclectic décor, hearty meals, and fun vibes with family. | Layer up for the cold; try warming comfort foods. | 1–1.5 hours. Google Map Location.
Stop at M. Schulte Sales | Vintage finds, oddities, and quirky outside decor for browsing and shopping. | Bring cash; allow extra time for exploration. | About 2 hours (first visit) Google Map Location.
Visit to Oaks Candy Corner | Historic candies made from family recipes. | Grab extras for gifts | 30–60 minutes. Google Map Location.
Oshkosh in winter is all about finding warmth in its hidden corners—perfect for creating your own “fun day” in the quiet season.
Reflections and Your Next Adventure
As the day wound down for us, it left me with flavors, laughter, and local character that lingered long after the chill set in. Moments like these remind me why I cherish places and people—not just the destinations, but the connections they foster, even in the depths of winter. Whether you’re a local or just passing through, Oshkosh offers that perfect blend of whimsy and warmth, inviting you to wander a little and discover its enduring charm.
Until next time, friends, I wish you health, happiness, and a curiosity to get out and explore more!
