There’s no better place to escape for a relaxing 72 hours than Elkhart Lake. With its perfect mix of cozy vibes and winter beauty, it’s the ideal destination for unwinding. From sipping wine and relaxing at the spa to indulging in delicious meals, every moment is designed to help you recharge and embrace the season’s charm. To make your stay even easier, we’ve put together a 72-hour itinerary to help you get the most out of your time here.
Friday
Afternoon: Arrival & Relaxation
Kick off your winter retreat with a warm welcome to Elkhart Lake. Check into your cozy accommodations and ease into the weekend with a wine tasting at Vintage Elkhart Lake. Sip and savor a selection of fine wines, setting the tone for a relaxing getaway.
Evening: Dinner & Drinks
Head to the Paddock Club for an elevated dining experience featuring locally inspired dishes. Afterward, grab a handcrafted cocktail at Hard Left Lounge, where the atmosphere is as smooth as the drinks.
Night: Live Music & Nightcap
Cap off your first night with live music in The Elk Room at The Osthoff Resort. The cozy grand fireplace and soothing melodies make for the perfect ending to your evening.
Saturday
Morning: Refresh & Refuel
Start the day with an Elevate Yoga class, stretching and centering yourself for the adventures ahead. Then, stop by Off the Rail Café for a fresh-brewed coffee and a delicious breakfast sandwich to fuel your morning.
Late Morning: Spa & Shopping
Indulge in ultimate relaxation at The Osthoff Resort’s Aspira Spa with a rejuvenating treatment—perhaps a Sacred Waters Hydrating Massage or a Vitamin C Facial to refresh your winter skin. Afterward, take a leisurely stroll through the village and explore Elkhart Lake’s charming shops, picking up unique finds and local treasures.
Afternoon: Cooking, Brewery Flight & Indoor Golf
Channel your inner chef with a hands-on experience at The Osthoff Cooking School. Learn from expert chefs and create a meal that’s as fun to make as it is to eat. Then, warm up with a flight of craft brews at SwitchGear Brewing Co., where the flavors of the season shine. Afterward, swing by The Approach for a round on the golf simulators—perfect for sharpening your game while staying cozy indoors.
Evening: Culinary Delights & Late-Night Fun
Dine at the iconic Lake Street Café, where the casual yet refined atmosphere pairs perfectly with a delicious meal. After dinner, keep the fun going with late-night drinks at The Brown Baer, a favorite local hangout with a laid-back vibe.
Sunday
Morning: Last Sip & Bite
Start your day with a specialty coffee at The Osthoff’s Elk Room, then bundle up and take a brisk walk along the Ice Age Trail, winding through the stunning Kettle Moraine. Afterward, indulge in a memorable farewell brunch at Quit Qui Oc Golf Course, where you can treat yourself to omelets, French toast, and perfectly crafted Bloody Marys. It’s the perfect way to cap off your weekend before heading home.
Winter in Elkhart Lake is all about cozy comforts, delightful flavors, and unforgettable experiences. Whether you’re sipping wine, unwinding at the spa, or enjoying live music, this charming lakeside village offers the perfect winter escape.
