Hello May! Hopefully, the April showers (and snow) are over, and we can all smell the beautiful May flowers! I love May, because the weather is turning warmer, and it means summer will be here before you know it. Before wishing summer to be here, though, let’s enjoy all the fun that May has to offer and do May right right here in Lake Country and Waukesha County. Find 14 things to do in May with your family below.
PLEASE THANK OUR MAY GUIDE SPONSOR:
14 Things to Do in May 2026
Critter Yoga at Royal Roost in May 2026
- Critter Yoga
- Select available days. See their calendar.
Grab your Mom, sister, aunt, Grandma or truly anyone and come to this fun event! Enjoy the beautiful outdoors while surrounded by critters. The Yoga is low impact, fun and focused on the critters. Afterwards enjoy a variety of sweet treats, shopping and plenty of time with the critters. Sign up at www.myroyalroost.com
Held in Pewaukee.
Busy Barn Adventures
- Saturdays & Sundays in May
- Open 9:00 am – 4:00 pm
Busy Barns Adventure Farm happily invites you and your family to join in for their Barnyard Adventures and Lambing & Kidding Days. Make plans to spend the day on the farm and create memories with your family and friends. Spring brings the birthing of all the new baby animals in our petting farm. Come get some cuddling time in with the cutest little lambs, goats, bunnies, kittens, chicks, and all the lovable critters. Grab a little animal feed and you will literally have them eating right out of your hand. Then take a leisurely stroll around the farm and partake in the 40 plus activities in our Acres of Adventures. Play in the straw, race each other on the obstacle courses, test your agility in the ropes maze, dare to defy the giant tunnel slides, spin around in the hamster wheels and so much more. Stomach starting to growl? Grab lunch and a tasty treat. Their warm, scrumptious Apple Cider Donuts are back this spring by popular demand. Get them while they last. Yummy!
2 - CELEBRATE CHILDREN'S BOOK WEEK (MAY 4-10, 2026)
Children’s Book Week is the yearly acknowledgement of books for children and the joy of reading. Try visiting your local library and picking out a new children’s book to enjoy. Share it on your social media and tag @lakecountryfamilyfun and #lovelcff
3 - CHECK OUT YOUR LOCAL FARMERS MARKET
Find a local farmers market in Waukesha County on every day of the week! Most local summer farmers markets kick off the first week or first Saturday in May!
Image above is from the Oconomowoc Farmers Market.
4 - CELEBRATE MAY THE 4TH (BE WITH YOU)
- Select Marcus Theatres and Movie Tavern are showing Star Wars: The Mandalorian and Grogu Fan Event. Book your tickets now!
5 - ATTEND MENTAL HEALTH RESOURCE FAIR ON MAY 17TH IN HARTLAND
This will be a casual event, zero judgment. Come grab a coffee and wander through the booths. There isn’t a single person out there that couldn’t use a little time for yourself!
Live music, foodtruck, therapy dogs, live yoga class, and more!
MAY IS THE TIME TO PICK YOUR PRESCHOOL!
Preschool Open Houses in Waukesha County
Find open houses arranged by date.
Local Preschool Guide to Waukesha County
Find 30+ Recommended Schools.
6- CELEBRATE CINCO DE MAYO
6 - Celebrate Cinco De Mayo
Check out Lake Country Family Fun's Fan Favorite's Guide to Mexican Dining by tapping the image above ^^
7 - CELEBRATE MOM
Do you want a spa getaway for Mother’s Day?
Head to the Dells!
See and read about our experience on Instagram HERE at Spa Kalahari.
PLUS, we went back to the Spa Kalahari in Wisconsin Dells in January 2024, as they just put in a new sauna! See our experience HERE.
Take mom out for brunch: Lake Country Family Fun’s Mother’s Day Brunch Guide
Mother’s Day is Sunday, May 10, 2026!
8- CELEBRATE ART
- May 2: Waukesha Art Crawl
- May 16: DelaSpring! in downtown Delafield (Formally known as The Art Walk)
9 - ATTEND A RUMMAGE SALE
Save some $$
Find all the Rummage Sales in May in Lake Country Here!
10 - EXPLORE MILWAUKEE
Visit Milwaukee with kids this May. We love the Milwaukee Public Museum, the Milwaukee Art Museum, the Milwaukee County Zoo, Discovery World and the Betty Brinn Children’s Museum. Find the details on all of these fun family locations HERE.
Don’t forget to see a BREWER’s GAME and VISIT the DOMES. Two more of our favorites!
11 - GET IN TOUCH WITH YOUR INNER HISTORIAN
- May 23-24: Ixonia Vintage Tractor Expo *Note their location this year again at the Ashippun Fireman’s Park!
- Starting Saturday, May 2, Visit Old World Wisconsin!
- Visit the New Berlin Historical Society on May 10. *Open the second Sunday of each month.
- May 3, 2026: 1860s Tea in the Afternoon at Elmbrook Historical Society
12 - ENJOY THE OUTDOORS
- May 2: Bark River Bash Hartland
- May 16: Dockhounds Opening Day
- May 9: KIDS FISHING DERBY
- May 20: Be Brave Zone Presented by ULS at Delaspring
- Thursday Night Concert Series at Nixon Park
- May 25: The LUCKY, DUCKY DERBY in Menomonee Falls
- May 22: East Troy Day
- Play at a local park. Find the 45 best local parks.
- Hike a spring trail.
- Go Kayaking (just sadly not the Oconomowoc River by Riverside Park due to the bridge collapse).
- Visit Retzer Nature Center.
13 - WATCH A SKI SHOW
- May 27: Muskego Water Bugs Ski Show
- May 25: Pewaukee Lake Ski Show
14 - OBSERVE MEMORIAL DAY - MAY 25, 2026
- 9:00 am and 10:00 am Waukesha Ceremony
- 9:15 am Palmyra Ceremony and 10:00 am Parade TBD in 2026
- 9:30 am Mukwonago Parade
- 10:00 am Merton Parade TBD in 2026
- 10:00 am Muskego Ceremony TBD in 2026
- 10:00 am Delafield Ceremony
- 10:00 am Pewaukee Parade There will be a Memorial Day Car Show at Pewaukee Kiwanis Village Park from 9 am to 3 pm.
- 10:00 am Menomonee Falls Memorial Day Parade
- 10:00 am Oconomowoc Celebration
- 10:30 am Sussex Parade TBD in 2026
- 10:30 pm Elm Grove Parade
- 11:00 am New Berlin Ceremony TBD in 2026
- 11:00 am East Troy Ceremony TBD in 2026
- 11:00 am Dousman Ceremony TBD in 2026
Pin this Post
Thank you for including the Muskego Water Bugs waterski show. We have shows every Wednesday night from Memorial Day to Labor Day, starting at 6:30pm at Idle Isle park in Muskego. We also have a special show with fireworks on July 3rd
You’re welcome, Sara! Waterski shows are a summer staple in this area 🙂 We will add your other events to our Events calendar. Thank you!