Weekend In Elkhart Lake, WI | A Full 2 Days Travel Itinerary

Looking for a vacation village in Wisconsin? Elkhart Lake, located just an hour north of Milwaukee, is a quaint yet lively small town packed with a variety of fun things to do and delicious dining! After I was invited to visit and tour the area, I compiled this weekend itinerary for you to save to plan a weekend getaway to Elkhart Lake, WI.


Last week, I had the chance to travel back out to Wisconsin to explore Elkhart Lake for the first time. It is such a cute little village just about an hour out of Milwaukee, and after visiting and spending time there, I can totally see why it has such an appeal for so many families to come out and spend their vacations here every year! Our trip out there last week was such a perfect way to kick off the fall season, and I enjoyed seeing some of the leaves changing on the trees and escaping the crazy heat wave in Phoenix.


In case you are not following us on Instagram or maybe you missed it, I shared all of the details from my press tour out to Elkhart Lake on my Instagram Stories. But not to worry–you can watch my Elkhart Lake Instagram Stories Highlights right here!



Are you headed to Elkhart Lake, or are you visiting Wisconsin and looking for a place to stay? You can save this weekend itinerary for your trip out to the Elkhart Lake area! Click any one of the links below to head to their page on Yelp–where you can bookmark these spots, read reviews, get directions to get where you’re going when you arrive in Elkhart Lake or the Milwaukee area, and see what else is available in the area that may be worth exploring if you want to change the itinerary in any way.


Elkhart Lake is well-known for its street racing history through the 1950s, as well as housing the internationally-known race track at Road America. For racing enthusiasts of all ages, Road America hosts a number of events throughout the year and offers a variety of driving classes and rental karts.



In addition to racing, outdoor enthusiasts will also enjoy the water activities out on Elkhart Lake as well as the hiking trails and cycling trails. Rent a bike and ride your way around town to get your exercise in, or enjoy a leisurely ride with the whole family while taking in the beauty of Elkhart Lake. Other outdoor activities in Elkhart Lake include fishing, golfing, horseback riding, adventure programs, snow shoeing, skiing, and snowmobiling.



There are a handful of lodging accommodations, hotels, and resorts to choose from when you stay in Elkhart Lake. My two favorites that we visited were The Osthoff Resort and also Jay Lee Inn. The Osthoff Resort is great for those families looking for a traditional, inclusive hotel experience that has resort-like amenities. Jay Lee Inn is a wonderful bed and breakfast that offers a charming, quiet place to stay that is just a minute or two away from downtown and offers an even more tranquil experience.


After spending a week exploring all that there is to do and see in the area, I have compiled a condensed, 2 days travel itinerary that I believe gives you a taste of all of the best things there are to do, see, and eat in and around Elkhart Lake, Wisconsin!



Elkhart Lake Weekend Itinerary


Day 1:

Early Morning: Coffee and breakfast at Off the Rail

Morning: Visit Two Fish Gallery and garden / Tour the Wade House

Early Afternoon: Take the hydro bikes or canoes out on Elkhart Lake (rentals through The Osthoff Resort)


Afternoon: Visit Road America and race go-karts

Early Evening: High tea and small bites at Jay Lee Inn


Evening: Dinner at Paddock Club


Late Night: Enjoy a Nightcap at Siebkens Stop-Inn Tavern


Two Fish Gallery and Gift Shop Entryway

Shop Fair Trade goods at Two Fish Gallery
Explore the garden at Two Fish Gallery
Enjoy a Horse-Drawn Wagon Ride to the Wade House
The Wade House
Tour the restored Wade House Stagecoach Hotel of the 1850s
Blacksmith in action at The Wade House Blacksmith Shop and Sawmill
Water Recreational Rentals for Elkhart Lake at The Osthoff Resort
Race your friends and family at Road America on Go-Karts
Don’t forget to bring closed-toe shoes if you plan to go kart racing at Road America
Contact Jay Lee Inn and make reservations for high tea
Enjoy light bites while you sample teas at Jay Lee Inn
A variety of different starters, salads, and entrees at Paddock Club
Paddock Club was one of my favorite places to eat in Elkhart Lake
Siebkens Stop-Inn Tavern

Day 2:


Early Morning: Breakfast by the lake at The Osthoff Resort/Otto’s

Morning: Cooking class at The Osthoff Resort with the L’ecole de la Maison Cooking School

Early Afternoon: Wine tasting at Vintage Elkhart Lake


Afternoon: Indulge in a spa treatment at Aspira Spa

Early Evening: Pontoon Ride around Elkhart Lake (through The Osthoff Resort)


Evening: Dinner at Lola’s on the Lake


Outdoor dining at The Osthoff Resort
Hands-on cooking class at The Osthoff Resort
Relax at Aspira Spa and indulge in one of their spa treatments
Pontoon cruise around Elkhart Lake
Indoor and outdoor dining available at Lola’s on the Lake
Enjoy the extensive wine list at Lola’s on the Lake and charcuterie


When you are planning your trip, you can stay up to date on Elkhart Lake events and local attractionscoming to the area on their tourism board website. No matter if you choose to follow our weekend itinerary, or perhaps if you spend a couple extra days relaxing and taking things at a slower pace, there are plenty of things to do and see in Elkhart Lake that the whole family will enjoy!

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