Things To Do In Oconomowoc

Select Local Merchants

Kettle Moraine Golf Club's 18-hole course weaves through an emerald tapestry of tranquil wetlands and towering arbors for 6,440 yards of leisurely golf. While not an overwhelmingly long course, length and precision off of the tee will allow players to cut corners on the course's multiple dogleg fairways, though airborne orbs must remain vigilant of the course's rippling ponds, thickets of marsh grasses, and naturally blossoming bogey plants. Alongside the pristine par 72, clubbers can groove shots at the club's driving range, where they may encounter PGA pro Rick Callies sanding down the rough-edged swings of attentive pupils. The course's gently undulating fairways and greens converge at the Scorecard Lounge, where guests can recapitulate memorable shots over a frothy pint or glass of freshly squeezed range balls. The Club also encompasses a fully stocked pro shop and a stately banquet hall, which overlooks the grounds and sports an elegant stone fireplace.

Course at a Glance: * 18-hole, par 72 course * Length of 6,440 yards from the farthest tees * Course rating of 70.5 from the farthest tees * Slope rating of 120 from the farthest tees * Three tee options * Link to scorecard

W365 S4299 Highway 67
Dousman,
WI
US

A private club for more than a century, Rolling Hills Country Club has opened the gates to its immaculate emerald corridors, inviting golfers of all stripes to drive, pitch, and putt their way across its 6,540-yard, tree-lined course. Sculpted through the rolling clay of the Wisconsin countryside, seven of the course's holes maintain the same shape, location, and old-timey mustache of the original 1896 layout. Streams and ponds complicate passage on several holes, including the par 5 fifth hole, where ponds on either side of the fairway contribute to the 539-yard behemoth’s distinction as the course's most difficult. After hacking their way through the pristine par 71, clubbers can retreat to the clubhouse, which boasts a pro shop stocked with apparel and accessories, a full-service bar and grill, and a locker room where players can change clothes and sample the flavors of grass caught between their shoe spikes.

Course at a Glance: * 18-hole, par 71 course * Length of 6,540 yards from the farthest tees * Course rating of 71.9 from the farthest tees * Slope rating of 128 from the farthest tees * Four tee options * Download scorecard

6996 Pennsylvania Street
Oconomowoc,
WI
US

Deertrak Golf Club's 18-hole course is characterized by numerous bodies of water, most notably Alderley Lake, which borders playable terrain along the course's western edge. Opened in 1986, the course layout sends players skimming over 6,400 yards of manicured fairways and greens.

More than 34 flowerbeds and eight water fountains lend grandeur to the course's design, and two cascading waterfalls give errant golf balls one last thrill before their final swan dive into the abyss. Before players finish their round and count up divot scores, they must first clear the arduous stretch found at holes 14–17, featuring two long par 5s and a tee shot on the par 3 17th that must clear three bodies of water en route to the green.

Course at a Glance:

  • 18-hole, par 72 course
  • Total length of 6,363 yards from the back tees
  • Course rating of 68.6 from the back tees
  • Course slope of 115 from the back tees
  • Three sets of tees per hole
W930 County Rd
Oconomowoc,
WI
US

Paganica's 18-hole golf course spans 6,576 yards of tree-lined fairways for a challenging but player-friendly layout. Water hazards come into play on seven holes, including the signature fourth hole, a 427-yard par 4 where approach shots must carry 186 yards of water to reach the green and spare golf balls the trouble of befriending barnacles. Throughout the round, well-aimed drives will be necessary to bisect the course's narrow fairways, setting up favorable shots into moderately fast greens. With three tee options, the layout challenges aces when played from the tips, and forward tees cater to beginners or those mistakenly teeing up a bocce ball.

Course at a Glance: * 18-hole, par 72 course * Length of 6,576 yards from the farthest tees * Course rating of 70.0 from the farthest tees * Slope rating of 116 from the farthest tees * Three tee options

1335 S Silver Lake St
Oconomowoc,
WI
US

Five trails descend down the slopes at Highlands of Olympia, ranging from the beginner-friendly bunny hill to the East Bowl, a black diamond that challenges advanced skiers to face the biting winds as they carve through the incline. The mountain also features a terrain park where snowboarders grind over rails and boxes, and tow ropes pull inner tubes up the hill before they are released for a speedy 1,000-foot-long descent that covers a 60-foot vertical drop. A half-hour’s drive from downtown Milwaukee, Highlands packs a day’s worth of entertainment into the neatly packed snow, from the onsite bar and restaurant to lessons in which instructors impart the secrets of picking up ham-radio signals with outstretched ski poles.

965 Cannon Gate Rd
Oconomowoc,
WI
US

The act of picking up a paint brush, dabbling it in a little paint, and guiding it across a blank canvas has long been an adventure in self-expression—and a soothing one at that. At Arte Wine and Painting Studio, they add a little wine into the mix, and lead artists of all experience levels through easy to follow steps to complete a work of their own. During each class, experienced artists provide tips and tricks for bringing paintings of a variety of subject matters to life, from start to finish. The airy studio hosts two- and three-hour painting classes, where wine and beer is available for purchase, while all supplies, canvases, smocks, and high fives are at the disposal of each visitor.

505 Wells Street
Delafield,
WI
US