LAKE FLORIDA, MINN. — In 1924, Bob Dickerson’s great-grandfather went on a fishing trip. His doctor had told him he’d breathe better if he spent some time on Minnesota’s lakes, and so it was that he arrived at Lake Florida not far from Willmar, where a farmer kept a bunch of rowboats in a cow pasture. Dickerson’s great-grandfather, Jens, caught a slew of fish, watched the sun set, listened to loons and camped. The next day, he bought that pastureland. He soon built cabins, renting them for $15 a week.
On a steamy recent August afternoon, the final week of the 100th summer at Dickerson’s Lake Florida Resort, Bob Dickerson and his wife, Connie, took their customary spot at the lakeside picnic tables. A few of Connie’s homemade donuts remained from their traditional Sunday morning get-together for the week’s guests, where newbies meet long-timers. A woman who has been coming annually for three decades grabbed a bucket for the frog her grandson caught. Kids rocketed down the metal slide — a century-old behemoth Dickerson bought after the nearby one-room schoolhouse closed — and into the lake.
This place, Dickerson explained, embodies their life mission: Helping people slow down and focus on what matters. To Dickerson, true Minnesota resorting is barbeque and marshmallows and meeting lifelong friends, not golf and prime rib and Wi-Fi-connected cabins.

But what happens when Dickerson goes away? Will this place — which has meant so much to so many, one of only a handful of Minnesota’s lakeside resorts in the same family for a century or more — go away with him, like so many classic mom-and-pop Minnesota resorts over the past 50 years?
“My goal is to die at 104 at the end of this big dock, watching the sunset, listening to the loons, bouncing my last check to the local undertakers and giving my body to the U,” Dickerson said.
In the 1960s, the heyday of the mom-and-pop resort, there were more than 3,000 statewide. In the mid-1990s, when Dickerson served as president of the statewide resort association, there were 1,800. The number has dwindled to fewer than 700.
The mega-resorts — like Grand View Lodge Spa & Golf Resort in Nisswa, or Cragun’s Resort on Gull Lake in Brainerd, or Ruttger’s Bay Lake Resort in Deerwood — are part of the fabric of the state as well. And they’ve continued to go upscale, spending millions on renovations and adding large homes with granite countertops and bedrooms for everyone and more spa services and resort amenities.
Cragun’s recent expansion included the largest renovation project in the resort’s 85-year history and a $17 million golf course upgrade, including 18 new holes designed by pro golfer and Minnesota native Tom Lehman.