Grand Geneva Resort & Spa, Lake Geneva, WI

Or, Hugh Hefner and me.

That’s right. This resort opened in 1968 as The Lake Geneva Playboy Club Hotel, built to attract big spenders in the Midwest. The 357-room resort was constructed in Frank Lloyd Wright’s Prairie style and amenities included stables, an airport, two championship golf courses, a 15-acre lake and wildlife refuge, skeet and trapshooting, a ski lodge, a fitness center, indoor and outdoor swimming pools, four restaurants and four bars.

Proving that you can’t have fun forever, the resort was sold in 1981. Today, the resort features 355 renovated guest rooms, a full spa and salon, fitness center, two golf courses, an 18-run three-chair-life ski facility, 62,000 sf of meeting and convention space, three restaurants and an executive airport.

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