Find Things to do in Lake Country and Waukesha County with Kids this weekend!
May 8-10, 2026
Welcome to the Weekend Guide from Lake Country Family Fun – find our top picks for things to do this weekend, a link to the full events calendar, the weather for your outdoor weekend fun, and our local sponsors that keep the lights on here so we can keep bringing you the best local family fun and you can keep making fun memories with your family!
Be sure to tag us in your fun on social @lakecountryfamilyfun on IG.
This post contains affiliate links from Amazon. Lake Country Family Fun is an Amazon associate and earns from qualifying purchases at no extra cost to you. Thank you for supporting our small business!
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TAP HERE FOR THE FULL CALENDAR.
*Lake Country Family Fun Partner event. By attending and supporting Lake Country Family Fun partners, you support two local community businesses at once! Be sure to tell your friends, neighbors and the event organizers when there, that you saw their event on Lake Country Family Fun! We appreciate you!

* Love Your Belly
SATURDAY
Held on the second floor of the Avenue Square Mall in downtown Oconomowoc, at Julie Collins Photography Studio. Come say hi to Erin of Lake Country Family Fun!

*Head to a Farmers Market
SATURDAY
We went to the Oconomowoc Farmers Market in the Bank Five Nine parking lot on May 1 and it was just what my soul needed, sun on my face and so many familar faces again after a long winter!
Held at various locations throughout Waukesha County; tap the image to find the list of farmers markets this weekend!

*Jurassic Journey Waukesha
ALL WEEKEND
It's opening weekend! Jurassic Journey Waukesha is presented by Empire Home Remodeling from May 8 – 25, 2026 at the
Waukesha County Expo Center.

*Stone Bank Farm Market Spring Plant Sale
ALL WEEKEND
Held at Stone Bank Farm Market, we've attended this plant sale many times over the years. Love supporting healthy, local, organic operations right here and sharing with my kids at home!

*SOL Disco Coffee Barre Social
SATURDAY
Held at the Red Circle Inn in Nashotah. Pop up event! Must register in advance! Tap the image for details.

Get Some Ice Cream!
ALL WEEKEND
Try one of these 20 ice cream shops now open for the 2026 season!

Kids Fishing Derby Menomonee Falls
SATURDAY
Held at Mill Pond Park in Menomonee Falls. Free, but please bring your own fishing equipment.

Makers Market of Stonewood Village
SATURDAY
Held at Stonewood Village in Brookfield, organized by Oak and Elizabeth.

*Spring Photo Day at Glacier Rock Farms
SATURDAY + SUNDAY
Held at Glacier Rock Farms in Lebanon (just outside Oconomowoc). We love this event and seeing the baby animals!

Find a last minute Mother's Day Brunch
SUNDAY
There are still some openings and find more Mother's Day ideas by tapping the image.

Find a Rummage Sale
ALL WEEKEND
Tap the image for the full guide. Find the an estate sale and a FREE Book Fair in Hartland!

Visit a New to You Park!
ALL WEEKEND
Tap the image to find your new favorite!

Try a New Gym of Fitness Class
ALL WEEKEND
Tap the image to find your new favorite!
We have intro deals from Oconomowoc Burn Boot Camp and 8th State Hot Yoga + Fitness and CMB Fitness in Pewaukee through the link!

Try a Date Night!
ALL WEEKEND
Tap the image for our updated summer date night guide!
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THURSDAY:
A slight chance of rain and snow showers before 10am, then a chance of rain showers. Widespread frost before 7am. Otherwise, mostly sunny, with a high near 59. West wind 5 to 15 mph. Chance of precipitation is 30%.
FRIDAY:
A 30 percent chance of showers after 1pm. Partly sunny, with a high near 64. West wind 5 to 10 mph.
SATURDAY:
Sunny, with a high near 69.
SUNDAY:
A 30 percent chance of showers. Partly sunny, with a high near 63.
*from weather.gov for 53066 on 5/5/2026
Amazon Affiliate Link: Our favorite paper planner. I’m on my 5th year and gifted one to all my team members!!
Lake Country Playhouse & Academy in downtown Hartland!
NEXT WEEKEND | Once Upon a Song: Lake Country Sings Disney
Magic in every note. Stories in every song. A night for the whole family.

A celebration of beloved songs from Disney’s stage and screen — performed by talented vocalists from the Lake Country community.
Tickets: $20 | Rating: PG | Runtime: 90 min + 15 min intermission | Performance Dates: Friday, May 15 | 7:30pm Saturday, May 16 | 2:00pm Saturday, May 16 | 7:30pm
Get your tickets: https://app.arts-
PLUS! Summer Camps Registration is FILLING UP! Acting, musical theatre, and full production camps for ages 4–18. June 8-August 14
Register now: https://www.
Seasonal Guides to Skim:

Find the Best Fish Fry in the Area!
Tap for details and to see who won the best fish on 2026!

Find the Most Tried and True Baby Gear
Tap the image for the full list compiled by our friends at Moreland OB-GYN.

Date Night Guide
Find ideas for a unique date night!
🛍️ Family Favorites We Use (Affiliate Links)
This section contains Amazon affiliate links. As an Amazon Associate, we earn from qualifying purchases at no extra cost to you.
Amazon Affiliate Links:
- A popular pick for toddler rain boots that our team uses for the rainy weather.
- A popular pick for luggage that our team uses for getaways.
- A popular pick for a handheld vacuum for cleaning up kid messes on the go.
- Our favorite scooter. We have two and the kids have been using them for years! We take them on trips, too!
- In 2025, my youngest got this scooter and now that is her favorite to ride around on at home.
- A popular pick for a door organizer for the mudroom/coat closet that Stephanie uses in her home. Every family member gets a labeled pocket for their outdoor gear, sunglasses, etc…
- A popular pick for a tumbler for coffee on the go.
LCFF FACEBOOK POSTS OF THE WEEK
CHECK OUT OUR GUIDES AND LATEST NEWS!
We’ve been busy over at Lake Country Family Fun working on these 7 latest projects/guides:

Waukesha County Fitness Guide
Want to join a gym? Boutique studio? Find one here! FREE Camps this week May 5-9 for Teacher Appreciation week at Burn Boot Camp Oconomowoc!

Lake Country Photography Guide
Need a local photographer? These are tried and true!

Grocery Delivery and Pick Up Options
NEWLY Updated Make every day easy with grocery pickup and delivery. Great options in our area.

Lake Country Coffee Shop Guide
Warm up this spring! Find a locally owned coffee shop throughout the Lake Country area.

Playgroups and Mom Groups Guide
Are you looking for moms groups or other moms to meet up with and playgroups to join with children the same age as your children? We have compiled a list of moms groups in the area.

Waukesha County Preschool Guide
Find 30+ Local Preschools Find which local preschool is the best fit for your family!

Birthday Party Guide
Find 50+ Local Birthday Venues + Local Businesses Celebrate your little one or yourself with one of these fun ideas!
See what people are saying about us…






Thanks for sharing! I have off this Friday and wanted to do something fun with my kids. I think we’ll check out the Food Trucks and then the drive-in concrete at night with my husband. I’ve seen a lot of friends going to drive-in concerts and I’ve wanted to go to one too, so this works out perfectly. Thanks again!
You’re welcome! We really enjoyed the Food Truck at the airport to watch the planes. Do plan extra time in case there is a line for food. Enjoy the concert as well!
I have heard about the Brookfields Farmers Market but never made it out. I think my kids would love it! I remember my first bartering lessons were at the swap meet!
Farmers markets are amazing for kids! It’s a great way to see and buy homemade, fresh local produce and products.
Thank you so much for the sledding hill guide and map! I’m afraid the kids have been getting incredibly restless lately now that the holidays are over and along with the pandemic. Could use some good sledding time to get it out of their system!
You are very welcome. We loved putting it together.