on the blog

I’m writing this from the dock, watching the water, the 4th of July just days away. In my family, this holiday is bigger than Christmas. Multiple generations gather here, at the same lake my great-great-grandparents discovered 125 years ago. It’s my favorite place, my favorite time of year, all my people in one spot. I […]

From waterfront concerts and brewery patios to winery nights and outdoor stages, these are the spots for live music in Door County that we plan our summers around. When I was 14, my friends and I were absolutely obsessed with The Wallflowers. So when they announced they were coming to Milwaukee, 10 of us piled […]

Most people think choosing where to stay in Door County is about location. It’s not. It’s about how you want your trip to feel. Because where you stay doesn’t just determine where you sleep… it shapes everything about your time here. The Way I Learned to Do Door County Growing up, Door County meant one […]

After months of thoughtful renovation, Hugo’s on The Bay is ready. This project was never just about updating a cabin — it was about honoring what was already here. The feeling of a grandfather’s place on the lake… the kind filled with stories, slow mornings, and generations of memories. You can read the whole story […]

Spring in Door County has a feeling that’s hard to explain until you experience it. After a long Wisconsin winter, something shifts. The air softens. Patios reopen. Cherry orchards begin to bloom. And suddenly the peninsula feels alive again. But here’s something most visitors don’t realize… Spring might actually be one of the the best […]

Our cabin, The Bay, was doing just fine. It was booked. It was loved. It didn’t need a renovation. Our advisors told us investing in updates didn’t make sense on paper. And they weren’t wrong. From the outside, everything looked like success. The calendar was full. Guests were happy. In the world of short-term rentals, […]

Summer gets all the credit in Door County. The sunshine. The patios. The packed weekends and carefully planned itineraries. The “we need to make the most of this” energy that somehow sneaks into even the most beautiful and serene places. But winter? Winter is when Door County runs at a different pace. The roads quiet. […]

I don’t know about you, but I feel like we got robbed of fall this year. It stayed warm longer than usual, and suddenly, without much warning, the trees flipped their switch overnight. The air changed, the light softened, and just like that, peak color arrived. It’s beautiful, but it also feels fast—like we’re cramming […]

You arrive on a Tuesday. The sun feels softer now, casting longer shadows across the dock. The school supplies are already sitting in your cart, the calendar is starting to fill, and there’s a quiet tug inside — reminding you that summer is slipping through your fingers. But not yet. Not here. In Door County, […]