Things to do in Lake Country this Weekend

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

September 19-21, 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!

stone bank farm market

*Night on the Farm

FRIDAY
Held at Stone Bank Farm Market
FYI: It is the last Night on the Farm of the season.
It is also a ticketed event, so you can purchase your ticket in advance for the night of fun.

Lake Country Family Fun Bank Five Nine Docks Dockhounds Game

Louie Fest

ALL WEEKEND
Held at Wisconsin Brewing Park aka where the Dockhounds play in Summit/Oconomowoc.
Live Entertainment, Games, Food Vendors, Carnival Rides and so much more.

Oconomowoc Hometown Celebration 2025

Oconomowoc Homecoming Parade

FRIDAY
Held in downtown Oconomowoc.

South East Wisconsin Apple Picking Guide

*Pick Apples at Peck and Bushel!

ALL WEEKEND
Held at Peck and Bushel in Colgate.
Tap the link to find their hours + 16 other local orchards to visit.

Map Waukesha Oktoberfest

Annual Waukesha Oktoberfest

FRIDAY + SATURDAY
Held at Frame Park in Waukesha along the Fox River
We went last year - don't miss out on this giant pretzel opportunity 😉

Retzer Nature Center Apple Harvest Festival Apple Market Crates

*Retzer Nature Center Apple Harvest Festival

SATURDAY
Held at Retzer Nature Center
We love this event!! My kids want to go every year. They love the activities at the vendor booths, the wide variety of apples to try, and Scarecrow Lane of course!

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.
September 14 from 1:00 pm to 2:00 – Leave No Trace: A Trail Adventure for Kids

Oak and Elizabeth Market Sessions

Makers Market of Stonewood Village

SATURDAY
Held at Stonewood Village in Brookfield; hosted by Oak and Elizabeth.

North Lake Harvest Fest & Parade

North Lake Harvest Fest and Parade

SATURDAY
Held in downtown North Lake and North Lake's Fireman's Park

Erin Sam Corners of Brookfield

*Corners of Brookfield Car Show

SATURDAY
Held at the Corners of Brookfield, featuring Porches

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. $200 Kwik Trip Gift Card Giveaway
      • 1 winner will win a $200 gift card to Kwik Trip
      • Enter on the Kwik Trip Guide Page with all the details.
      • Enter by September 28th, 2025.
  2. BIG FALL GIVEAWAY
      • $100 off of a cruise from Magic Mom Travel
      • $25 gift certificate to the Corners of Brookfield
      • $30 Gift Certificate from Peck & Bushel to be used for apple picking, apple cider doughnuts, apple cider or more!
      • One Month Membership at Mathnasium, including free registration and assessment. Certificate redeemable by new students only at the Mathnasium locations in Brookfield, Hartland, Oconomowoc or Waukesha. Expires December 31, 2025.
      • A full raffle basket from Pine Hill Farm + Wellness
      • Delafield Brewhaus’ BBQ Box – Their 25th anniversary pint glasses, a jar of Haus Seasoning, BBQ & Mustard sauces and a 5 pack of hot sauces.
      • A nice travel Bank Five Nine Blanket 
      • $100 off a Myofascial Release session to the winner from Balance Within in Delafield
      • Enter on the FALL Page with all the details.
      • Enter by September 30, 2025
  3. The Hollows at Phantom Lake Ticket + Mug Giveaway
      • 1 winner will receive 4 tickets to the Hollows at Phantom Lake AND 4 branded mugs with free hot chocolate
      • Enter on the Hollows Event Page with all the details.
      • Enter by September 22, 2025.

Friends of Lapham Peak

Women & Wine in the Woods

Gather your friends and join in for a fun night for a good cause. Proceeds go to the Hausmann Nature Center at Lapham Peak. The evening will include wine tastings from Waterford Wine and Spirits as well as light refreshments. A silent auction and raffles will be held including a cork pull. The band Talespin will be providing music throughout the night. Once the sun goes down grab your glass and your pals for a walk on the candlelit handicapped accessible trail through the woods. This was a highlight last year! 
 
Tickets are $50 each or a “flight” of 5 for $200. Order today at www.laphampeakfriends.org
 

THURSDAY: Mostly sunny, with a high near 82. Calm wind becoming east around 5 mph in the afternoon.
FRIDAY: Mostly sunny, with a high near 78. East wind 5 to 10 mph.
SATURDAY: A slight chance of showers, then a chance of showers and thunderstorms after 1pm. Partly sunny, with a high near 77. Chance of precipitation is 30%.
SUNDAY: A 30 percent chance of showers and thunderstorms. Partly sunny, with a high near 77.

   *from weather.gov for 53066 on 9/16/2025

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

SpeechWorks LLC

 
SpeechWorks Why Early Intervention Matters cropped
What does early intervention services mean when it comes to speech therapy?  Who can receive it?  How can it be accessed?  Read more by tapping the image above. 
SpeechWorks helps children become confident communicators by providing in-person and on-line speech therapy.
 

Tell the staff that Lake Country Family Fun sent you! 

Seasonal Guides to Skim:

Fall Fest Pumpkin Laikin Fall Festival Lake Country

Find a Fall Festival this Weekend!

*Waukesha Oktoberfest
*Louie Fest in Oconomowoc
*Retzer Nature Center Apple Harvest Festival
*North Lake Harvest Fest and Parade
*Abundant Life Church Fall Festival
*Mukwonago Fall Fest
*Cedarburg Wine and Harvest Festival
*Three Pillars Fest in Dousman
And more ideas by tapping the image for full details!

Basses Taste of Country

Basse's Pumpkin Fest Opens This Weekend!

Tap the image for the full list - plus check out their 2025 corn maze!

China Lights MIlwaukee

China Lights is in Milwaukee!

Grab tickets to this unique experience!

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 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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