Things to do in Lake Country this Labor Day Weekend

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

August 29-September 1,  2025

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.

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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 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!

Joyosity Creative Space in Brookfield

*Joyosity One Year Anniversary Celebration Open House

FRIDAY
Held at Joyosity Creative Space in Brookfield
Free art stations as well as make and take stations for your little one to check out and make key chains, journals, slime and more!

Delafield Public Library Children's entrance

Delafield Family Movie Night

FRIDAY
Held at the Delafield Public Library. Registration is required for this FREE event. Registration will close on August 29, 2025 @ 6:30pm, if not already full.

Waukesha's Friday Night Live

Waukesha’s Friday Night Live

FRIDAY
Held in downtown Waukesha. Let's support the downtown area of our biggest city in Waukesha County as they get back on their feet from the flooding, plus this is a super fun night out for the whole family.

South East Wisconsin Apple Picking Guide

*Pick Apples at Peck and Bushel!

ALL WEEKEND
Held at Peck and Bushel in Colgate. Our favorite orchard is open for the season! Tap the link to find their hours + 16 other local orchards to visit.

Summer Glow & Flow Fest

*Summer Glow & Flow Fest

SATURDAY
Held at K K Woods Gathering Spot in Pewaukee
A full-day of yoga + wellness festival designed for the whole community. Attendees will enjoy yoga classes, sound healing, breathwork, live music, and a vendor market featuring local makers and businesses. ✨Ticketed Event - tap the image for full details.

Petting Zoo at The Smiley Barn

*Smiley Barn Free Petting Zoo

SATURDAY + SUNDAY
Held at The Smiley Barn Toy Store in Delafield
There will be hay and grain for the kids to feed the animals, so bring your little animals to come hang out with theirs! They plan to have bunnies, chicks, a calf, lambs, goats, ducks, a goose, a chicken, a mini potbelly pig, 2 llamas or alpacas, a mini horse, and even a mini donkey.

Brown Street Emporium Oconomowoc Lake Country Family Fun Outdoor market

*Kick off to Fall at Brown Street Emporium

SATURDAY
Held at Brown Street Emporium in Oconomowoc
Enjoy 10%-25% off select booths throughout the store on August 30th, from 10-5. Shop and support 100+ small businesses under one roof!

Kettle Moraine State Forest Lapham Peak Delafield

Hike at Lapham Peak and Take in an Event!

SATURDAY
Held at Lapham Peak in Delafield at the Hausmann Nature Center.
*WI State Park Pass required to enter park.
August 30 from 11:00 am to 11:45 am: Wisconsin State Parks, Forests and Recreation Areas: A Ranger’s Guide

basses 2023 ad

*Apple & Sunflower Fest

SATURDAY + SUNDAY + MONDAY
Held at Basse's Taste of Country in Colgate
FYI: Basse's is CASHLESS for Apple & Sunflower Fest (credit, debit, local checks, and mobile pay only). If you only have cash, they can transfer that onto a Basse gift card.

Lake Country Family Fun Local Farmer Market Oconomowoc Farmers Market

Check out a Farmers Market

SATURDAY + SUNDAY
SO many farmer markets this weekend!

ICYMI: ENTER THESE AMAZING GIVEAWAYS!

  1. Delafield Wine Walk and Brew Fest Ticket Giveaway
      • 2 (TWO) lucky winners will each win two (2) VIP wine or brew tickets – you must specify when you win if you are seeking a WINE or a BEER ticket
      • Enter by September 1, 2025 
  2. Retzer Nature Center Apple Harvest Festival  Carload Pass Giveaway
      • 1 Winner will win a carload pass to Apple Harvest Festival taking place in Waukesha on September 20, 2025.
      • Enter by September 15, 2025
  3. Maa Vue and The Dream Carrier Ticket Giveaway
      • 5 winners will each win one pair (2 tickets) of tickets to the Maa Vue and the The Dream Carrier performance at the Marcus Performing Arts Center in Milwaukee.
      • Enter by September 1, 2025.
  4. $200 Kwik Trip Gift Card Giveaway
      • 1 winner will win a $200 gift card to Kwik Trip
      • Enter by September 28th, 2025.

Lake Country Dance

lake Country dance hartland

The Official Premier Sponsor of Hartland Kids Day!

THURSDAY: A chance of rain and thunderstorms. Partly sunny, with a high near 70. West wind 5 to 10 mph becoming northeast in the afternoon. Chance of precipitation is 20%.
FRIDAY: Sunny, with a high near 69. Calm wind becoming northeast around 5 mph in the morning.
SATURDAY: Mostly sunny, with a high near 71.
SUNDAY: Mostly sunny, with a high near 75.

   *from weather.gov for 53066 on 8/26/2025

Amazon Affiliate Link: Our favorite paper planner. I’m on my 5th year and gifted one to all my team members!!

 
Plan your family outing at American Family Field for a September game! OR take in the Barrel Yard this weekend. We love going  on a nongame day to get a behind the scenes sneak peek at American Family Field! 
 
 

Tell the staff that Lake Country Family Fun sent you! 

Seasonal Guides to Skim:

biergartens Lake Country Beer Gardens

Find a Local Beer Garden this Labor Day Weekend!

*The Terrace at Raised Grain Brewing Co.
*The Tap Yard *The Depot Beer Garden in Menomonee Falls And more ideas!

Summer in Lake Country Erin and Girls on Okauchee Summer 2019 When the last baby starts school Weekend guide

77 Things to Do this Summer with Your Family!

Double check you did all the summer fun you wanted this holiday weekend!

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!

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 Thursday - Saturday 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 Labor Day 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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