11 Things to do this Summer in Southeastern Wisconsin

Don’t fall prey to the summer blues-check out these 11 things to do!

summer in wisconsin: 11 things to do this summer in southeastern wisconsin
Photo taken by Dave Hoefler

Summer is flying by this year, but before it’s over-be sure to get out there and enjoy Southeastern Wisconsin. Whether you’re a local or a visitor, here are our recommendations on 11 things to do this summer in Southeastern Wisconsin.

Go Berry Picking

Taking advantage of the summer’s berry season is an absolute must. From strawberries to blackberries, the Wisconsin season for berries is here. The following are the typical seasons for berry picking in Wisconsin, although they are always subject to changes based on the good ol’ Wisconsin weather patterns.

Strawberry Season: late June to early July (the season is almost over-be sure to hit the fields before they’re gone!)
Raspberry Season: July to September
Blueberry Season: mid-July to August
Blackberry Season: August and September

There are plenty of great berry farms to visit in southeastern Wisconsin this summer. Here are just a few:

Jelli’s Market: N5648 S. Farmington Rd., Helenville
This spot is top-tier in berry picking and other fantastic produce. They have strawberry, blueberry, and raspberry picking, alongside beans and even apples in fall. They offer u-pick or pre-picked options and have lots of great goodies in their store market on-site.

Mayberry Farm: W2364 Cty Rd Y, Mayville, WI 53050
This farm knows strawberries! They are first-generation strawberry farmers who continue to perfect the strawberry-picking experience after six seasons. Their farm also offers raw honey and a full line of soap & skincare products.

Fideler Farm: 2863 Ridge Rd, Kewaskum, WI 53040
Although the strawberry season here has ended, they’ll have both summer and fall raspberries for picking-so be sure to check them out!

Visit a Festival

Wisconsin has so many great festivals during the summer, especially in Milwaukee. So whether you’re looking for tasty food, great music, or a cultural experience, there’s a fest for you. . .

Summerfest: 6/30-7/2 & 7/7-7/9
There’s still time to hit Summerfest for Weekend II or III! Check out some tips on getting in for free by clicking here.

Bastille Days: July 14th through the 17th
One of the nation’s largest French-themed fests, with fantastic food and music.

Germanfest: July 29th through the 31st
The 40th-anniversary festival celebrating German culture and traditions- there’s even a Daushhound Derby Race.

Wisconsin State Fair: 8/4-8/12
Enjoy all things Wisconsin by stopping in at the state fair. From cream puffs to show cattle and everything in between, this fair is a must-go-to this summer.

A La Carte at the Zoo: 8/18 to 8/21
A weekend of wild fun, with local eats, trendy music, and an opportunity to see the 200+ species of animals.

Float Down a River

Nothing better than relaxing by floating down a river in a tube. If you’ve been searching for a way to enjoy the nice weather, this is your ticket.

Spring Green: Wisconsin Riverside Resort offers a 1 or 3-mile float, with tubes due back at sunset.

Wisconsin Dells: Point Bluff Camping Resort offers a tubing experience that takes about 3 to 3.5 hours, although it is float at your leisure.

Hike a State Park

Enjoy your summer by hiking through one of the amazing state parks in Southeastern Wisconsin. The following offer a variety of trails and stunning scenery throughout.

Eat out at a Supper Club

You can’t skip out on a Wisconsin tradition this summer by missing a meal at one of these classic supper clubs.

Say Cheese

Wisconsin is a cheesy place with a cheese-making heritage that goes back over 180 years. Celebrate this past by stopping at any of the cheese shops in southeastern Wisconsin this summer; here are just a few that you could make a trip to . . .

Sway to the Music

Besides the festivals, plenty of concerts are happening in the area; if you’re looking to attend some Lake Country Area free concerts-check out our last blog post!

Get Touristy

It’s easy to forget how great of a place southeastern Wisconsin is, and when you start to feel like you might be forgetting-doing something a bit touristy is just the thing to make you appreciate your home. 

For some ideas, check out this list of 100 things to do around Milwaukee  or the 30 best things to do in Madison

Pedal On

Bike riding is a great way to get outside to enjoy the outdoors and exercise at the same time. There are some excellent trails in the area. This site outlines the various routes all over Wisconsin, dividing them by their compass location. 

If you’re interested in pedaling a different kind of vehicle, pedal taverns are alive and well in southeastern Wisconsin (there’s even one in Oconomowoc!). 


There’s nothing better than enjoying a baseball game on a nice summer day or night. Whether you’re cheering the Brewers or a local team to victory, it’s a great event to add to your summer schedule. 

Did you know that Oconomowoc just got their own baseball team? Be sure to attend a game at the new stadium and cheer on the Dockhounds.  

Get a Little Artsy

Summer in southeastern Wisconsin is prime time for arts festivals and classes. If you’re an arts connoisseur, it’s the perfect time to hit the festivals and pick up some great art or create some of your own.

Art Fairs/Festivals:

Morning Glory Art Fair (August 13-14, 2022)

Angora Art Fair (August 20, 2022)

Oconomowoc Festival of the Arts (August 20-21, 2022)

Art Classes:

The Potter’s Shop (Waukesha)

Fisk Avenue DIY Workshop Classes (Waukesha)

Soul Fire Art Studio (Delafield)

Eclectica (Brookfield)



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