Things to do in Lake Country this Weekend

Find Things to do in Lake Country and Waukesha County with Kids this weekend!

May 8-10, 2026

Weekend Guide

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 Graphic _pink3

* 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!

Lake Country Family Fun Local Farmer Market Oconomowoc Farmers Market

*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 _Empire Stacked Logo

*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

*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

*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.

Ice Cream Lake Country Family Fun Waukesha County

Get Some Ice Cream!

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

Menomonee Falls Mural - Art

Kids Fishing Derby Menomonee Falls

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

Oak and Elizabeth Market Sessions

Makers Market of Stonewood Village

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

Glacier Rock Farms April 2024 Spring Photo Day on the Farm (2)

*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!

Lake Country Area Brunch Guide

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.

Lake Country Area Rummage Sales Lake Country Family Fun Waukesha County Wisconsin Rummage Sales Guide

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!

Malone Park New Berlin Teagan Laikin 2022

Visit a New to You Park!

ALL WEEKEND
Tap the image to find your new favorite!

fitness guide

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!

Date Night Guide Lake Country 2022

Try a Date Night!

ALL WEEKEND
Tap the image for our updated summer date night guide!

Caitlin Dennis, local Lake Country mom! 

Since 2015, Caitlin Dennis has operated on a simple premise: real estate is a deeply human experience, not just a financial transaction. While her track record includes more than $140 million in career sales and over 350 closed transactions, her true measure of success is the peace of mind clients feel from start to finish.

Caitlin Dennis brings a high-energy, all-in approach to every interaction, taking each client’s goals personally. To her, clients are never just transactions, they are relationships built on trust. Through both the high points and the hurdles, she remains a constant advocate, handling the heavy lifting and complex negotiations behind the scenes to ensure a clear, calm, and seamless experience.

Her commitment to the industry is reflected in strong results, including a career high of $18.8 million in sales in 2025. These milestones are driven by long-term relationships, built on attentive service and the belief that every client deserves an expert who genuinely cares about their outcome.

Tap the ad to learn more!

 
Dennis, Caitlin 0426 Lake Country Family Fun Ad
 

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.

Lake Country Playhouse (3)

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-people.com/index.php?show=285724

🏕️ 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.lakecountryplayhousewi.org/summer-camps

 
Tell the staff at Lake Country Playhouse that Lake Country Family Fun sent you!
 

Seasonal Guides to Skim:

Best local fish fry 2023 Wisconsin

Find the Best Fish Fry in the Area!

Tap for details and to see who won the best fish on 2026!

Best Baby Gear for New Moms 2025: Top Strollers, Car Seats & More Moreland Ob-gyn

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 Lake Country 2022

Date Night Guide

Find ideas for a unique date night!

Aquavia Lumina October 2024 Erin Teagan Laikin
Take the weekend to get away and see Aquavia Lumina at the Wilderness Resort in Wisconsin Dells!

🛍️ 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: 

Disney with Emily Magic Mom Travel Agency
Discover the Magic of Disney Cruise Line: An Unforgettable Family Adventure
Best local fish fry 2023 Wisconsin
Don't cook - snag a fish fry this Friday!

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:

fitness guide

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!

Family Photo Locations Featured Image 2020 Julie Collins PHotography

Lake Country Photography Guide

Need a local photographer? These are tried and true!

grocery delivery and pickup in Waukesha County and Lake Country

Grocery Delivery and Pick Up Options

NEWLY Updated Make every day easy with grocery pickup and delivery. Great options in our area.

Starbucks Coffee

Lake Country Coffee Shop Guide

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

Moms Groups Lake Country Family Fun Team

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.

Preschools Local Preschool Guide 2018-2019 Lake Country Family Fun Waukesha County

Waukesha County Preschool Guide

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

Birthday Party Venue Guide Waukesha County 2024

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…

Regarding our site from a newcomer
We just moved here from out of state… and, of all the Lake Country group pages I joined to try to get a pulse on the area?- this is THE BEST! Sincere Thank You!!!
From a Giveaway winner
"You're so very welcome for the kind words. As a single mom of a special needs child your page helps in so many ways. Keep up the awesome amazing great wonderful work. You do so much for so many family's and I thank you for that. It's greatly appreciated everything your page does."
Regarding the our Holiday Guides
You are a wealth of knowledge and information. I have already checked out half of the list you shared and now will pursue the ones I haven't checked out. Thank you, so much, for your efforts. Have a good nights rest!

However you decide to spend your weekend,
we know you’ll have a good one.
Thanks for starting your weekend with Lake Country Family Fun!

We truly believe that life is what you make it, so make it fun!

6 thoughts on “Things to do in Lake Country this Weekend”

  1. 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!

  2. 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!

  3. 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!

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