The Holiday Fun Guide is sponsored by the Ingleside Hotel presenting their Country Christmas Light Display.
Lake Country Family Fun has put together a one-stop guide that consolidates all your Holiday and Christmas events and fun into one place. First, read about our sponsor, the Ingleside Hotel’s County Christmas. Then use the guide to find great local Christmas and Holiday fun for you and your family. Please thank all of the local sponsors that make Holidays in Waukesha County a breeze to navigate:
- Holiday Fun Guide sponsored by Ingleside Hotel presenting Country Christmas
- Photos with Santa Guide sponsored by Wild Elegance Photography
- Christmas Parade Guide sponsored by the Delafield Brewhaus
- Christmas Tree Farm Guide sponsored by Wild Elegance Photography
- Christmas Tree Lighting Guide sponsored by the Winter Farmers Market located at Stone Bank Farm Market
- Holiday Craft Fair Guide sponsored by Brown Street Emporium
- Holiday Light Displays Guide sponsored by Winter Wonders
HOIDAY FUN GIVEAWAY 2021
This year, we have put together an awesome package thanks to local sponsors to kick off our Holiday Season. One lucky winner will win:
- 1 carload pass to Country Christmas Light Display at the Ingleside Hotel.
- Mayhouse “Cash” from the Mayhouse Collection – $50
- 2 VIP Passes to MKE Improv each of which can be redeemed for two General Admission tickets, and are not time-sensitive
- 2 drink minimum required
- $25 Gift Card to Fleet Farm
- 4 tickets to the Take Flight Theatre’s Polar Express Journey at the Wilderness Hotel
- Does not include hotel stay. Other exclusions and limitations apply. Physical tickets will be mailed to the winner.
A $20 coupon code to Midwest Fashionista: a jewelry line by A Happy Thought Indeed
ENTER AT THE BOTTOM OF THIS POST!!!
Categories in this guide include:
Click a category below to jump to that category.
DAYS UNTIL CHRISTMAS...
(not that we are counting)
2021 HOLIDAY FUN GUIDE SPONSOR
A HUGE Holiday thank-you to our Holiday Fun Guide Sponsor, The Ingleside Hotel presenting the Country Christmas.
COUNTRY CHRISTMAS at the Ingleside Hotel is Wisconsin’s Largest outdoor drive through light display and it begins soon for the 2021 season.
Country Christmas is open November 26th, 2021 – December 1, 2021 & December 3, 2021 – January 1, 2022. Sunday through Thursday
Country Christmas is Wisconsin’s longest standing and most spectacular drive-through holiday lights event! Country Christmas features over a million holiday lights festively displayed along a mile-long trail that winds through the woods. You’ll experience enchanting animated figures and holiday scenes – all from the comfort of your car. And when you’ve finished your trip through the trail, leave your vehicle behind and visit Christmas Village and The Streets of Bethlehem. Christmas Village is home to our spectacular, working model train display as well as a concession area to purchase refreshments. The Streets of Bethlehem is where you will be amazed by the near life-size Fontanini nativity display, an exact replica of the one found at the Vatican.
Illuminated Walks – Join us November 19, 20 or 21st for an Illuminated Walk through Country Christmas. This three night only event will help benefit the Christmas Clearing Council of Waukesha County. Enjoy the mile long Country Christmas trail like you never have before and receive discounted admission with the donation of a new book. Hours are 5pm – 9pm, last admission tickets sold at 8pm. Admission is $7 per person with $2 donated directly to the Christmas Clearing Council.
Wagon Rides – Wagon Rides through Country Christmas provide a unique and fun way to see the holiday lights.
- November 28th – December 1st
- December 5th – 9th
- December 12th – 16th
Rides are at 5pm, 6pm, 7pm, and 8pm. Tickets are based on availability. $17 per person – Includes hot chocolate and a cookie. Purchase tickets in Christmas Village. Carload admission not required for wagon ride. Wagon rides will leave promptly at your scheduled departure time. Please dress appropriately for the weather.
HANDY HOLIDAY GUIDES
(CLICK ON THE IMAGES BELOW)
2021 Holiday Guides
CAN'T MISS LOCAL HOLIDAY EVENTS
- MILWAUKEE LIGHT FESTIVAL – November 18, 2021 – January 1, 2022
- GERMAN CHRISTMAS MARKET November 24, 26-28 2021
- Breakfast with the King at Divine Redeemer – December 4th, 2021
- DOUSMAN WINTERFEST 2021 – December 5, 2021 (Dousman Candy Cane Lane)
- COUNTRY CHRISTMAS DRIVE THROUGH LIGHT DISPLAY – Nov 26, 2021 – December 1st, Dec 3 – Jan 1st, 2022
- Winter Wonders Drive Through Light Display – Nov 19 – Jan 2, 2021
- Jingle on Janesville in Muskego – December 4th, 2021
- Midnight Magic in Mukwonago – December 4th, 2021
- St. Matthews LIVE NATIVITY – December 4, 2021 from 6:30 – 8 (either drive or walk through)
- Outdoor Nativity Walk at Divine Redeemer in Hartland – Details here This is an event that takes place every other year. See you in 2022.
- Dayspring’s annual Luminary Nativity Walk through event – Dec 11, 12, 18 and 19 in 2021 (see video below)
- Canadian Pacific Holiday Train cancelled in 2021 (Virtual Concert to take place)
- All of the local CHRISTMAS PARADES
- Christmas in the DEPOT – December 11, 2021
- CHRISTMAS IN WALES –December 11, 2021
- Waukesha SILVER BELLS FESTIVITIES – The Tree lighting is November 19th, 2021
- Local TREE LIGHTING Events
- EAST TROY SANTA TRAIN RIDE 2021 – Tickets on sale!
- Polar Express Ride at the Wilderness – Take Flight Ride in 2021
MUST SEE PERFORMANCES
MAINSTAGE ACADEMY OF DANCE PRESENTS THE NUTCRACKER BALLET
MainStage Academy of Dance Presents: The Nutcracker
Don’t Miss This Beloved Holiday Favorite! December 17, 18, 19, 2021!
MainStage Academy of Dance presents: The Nutcracker!
The Nutcracker ballet is performed all over the world in many different styles and traditions, and MainStage Academy of Dance’s (MSAD) presentation of The Nutcracker is an integral part of our distinguished tradition of professionalism, service, and engagement in our community. We are thrilled to return to the stage this year with Artistic Director Eddy Brays’ interpretation of this beloved classic. MSAD welcomes all aspiring young dancers to audition, from those looking to pursue a profession in ballet to those who choose ballet as a fulfilling recreational activity. MSAD strives to make its productions unique , memorable, and family friendly. We welcome MSAD’s Academy dancers and MSAD’s recreational dancers as well as new faces to the auctions! Everyone is a part of the magic here at MSAD and that camaraderie is what has led viewers and supporters throughout the greater Lake Country area to consider MSAD’s Nutcracker experience for the holiday season.
Friday December 17 – 7pm
Saturday December 18 – 2pm & 7pm
Sunday December 19 – 2pm
Tickets/Info:https://wedancemainstage.com/
The 10th ANNUAL Production of the delightful musical rendition of the Charles Dickens classic, A CHRISTMAS CAROL will be at the Lake Country Playhouse this Holiday season.
This year’s production promises audiences ‘a little something different’ to welcome the holiday season.
Appropriate audience: All ages
Purchase your tickets HERE.
MAKE THESE HOLIDAY TRIPS
Looking for some holiday fun to get you and your family in the holiday spirit? Enjoy this list and get in touch with your jolly side 🙂
Note: Information posted below taken from websites with permission.
COUNTRY SPRINGS COUNTRY CHRISTMAS DRIVE THROUGH LIGHTS
PEWAUKEE, WI
COUNTRY CHRISTMAS at the Ingleside Hotel is Wisconsin’s Largest outdoor drive through light display and it begins soon for the 2021 season.
Country Christmas is open November 26th, 2021 – December 1, 2021 & December 3, 2021 – January 1, 2022. Sunday through Thursday
See details on the 2021 dates for Illuminated Walks and Wagon Rides.
OLD WORLD CHRISTMAS MARKET
ELKHART, WI
December 3-12, 2021!
Reminiscent of the centuries-old Christkindlesmarkt of Nüremberg, Germany, the 23rd annual Old World Christmas Market at The Osthoff Resort offers the warmth and merriment of this Old World tradition. The Osthoff Resort’s Old World Christmas Market was named one of the 2012 American Bus Association’s Top 100 Events in North America (CLICK HERE TO READ THE PRESS RELEASE)! For ten consecutive days, guests stroll the aisles of a grand heated tent bedecked with fragrant boughs of fresh evergreens and the tantalizing scents of roasted almonds and Nüremberg bratwurst as they browse for unique and specialty items among international and regional artisans.
The Old World Food Court offers shoppers space to relax and enjoy delectable German fare, such as, Nüremberg bratwurst, hot glühwein, sauerbraten, dumplings, wiener schnitzel, potato pancakes, red cabbage, pulled pork and apple strudel. Father Christmas, the venerable old gentleman in his berry red, fur-trimmed suit, roams the market merrily greeting children of all ages. So be sure to bring along your camera for some memorable photo opportunities.
The 2021 Old World Christmas Market is open daily from 10 AM – 5 PM, December 3 – 12, 2021. Admission is $7 per adult, children 14 and under are complimentary with an adult ticketholder. Discounted ticket prices for groups of 20 or more are available.
For more information, please call (877) 517-4596.
AN OLD WORLD CHRISTMAS
EAGLE, WI
HOME FOR THE HOLIDAYS
Saturday and Sunday | 10 am – 4 pm
Dec 4 & 5, 11 & 12, and 18 & 19
Stroll through the site’s Crossroads Village, decked in holiday greenery and full of homes and shops bustling with holiday preparations. Explore how a rich mosaic of ethnic traditions continues to be part of our contemporary celebrations and learn the stories behind them.
Old World Wisconsin is the perfect spot to meet friends and family from across the region to enjoy a day of warmth and discovery as you create your own holiday traditions. Sights, sounds, smells, and tastes will make history come to life as we connect in new ways.
GUIDED TROLLEY TOUR OF LIGHTS
LAKE GENEVA, WI
2021 Update – Event is only for Hotel Guests in 2021
Christmas in the Country 2021 and the 28th Annual Illumination Ceremony – Resort Guests Only
We invite all of our resort guests to help us kick off our six-week Christmas in the Country Celebration on Sunday, November 21. We’ll flip the switch on more than 2 million lights throughout the resort and follow it up with our dazzling fireworks display. Roam the resort taking in all of the sights and sounds of the holidays and vote on your favorite gingerbread house display. Plus activities for the kids, a visit from Santa, holiday cookies and hot apple cider.
All are welcome to Hop aboard the Grand Geneva trolley for a tour around the resort to see all of our decorations.
- Starting on Monday, November 22, 2021 (last Tour of Lights is Thursday, December 30)
- Tours available hourly at 5, 6, 7 and 8pm
- Meet at the concierge desk
- The trolley is heated and enclosed
- Reservations are required and can be made starting November 8, most tours do sell out. Call (262) 248-8811 ext 3782
CANDY CANE LANE
WEST ALLIS, WI
CANDY CANE LANE is in West Allis and is fundraising for the MACC Fund (Midwest Athletes Against Childhood Cancer).
WISCONSIN CHRISTMAS CARNIVAL OF LIGHTS
CALEDONIA
THE CHRISTMAS CARNIVAL OF LIGHTS
Grand Opening: 11/20 – 11/21
Open: 11/27/2021 – 1/1/2022
Relax in the comfort of your own vehicle as you wind your way through our campground’s winter wonderland, book your seat in Santa’s sleigh or take a ride in our Golf Cart Holiday Train for a unique experience. Enjoy Christmas in the country with lights on all sides that are high above in the trees and one-of-a-kind hand-crafted displays.
SHALOM HOLIDAY LIGHT DRIVE THROUGH
WEST BEND
After the Holiday drive-thru enjoy entrance into the petting zoo and a crackling camp fire. Animal feed for the petting zoo is available for purchase in the gift shop.
ENCHANTMENT IN THE PARK
WEST BEND
JOIN US FOR AN INTERACTIVE HOLIDAY LIGHTSHOW TO BENEFIT HUNGRY FAMILIES AND LOCAL
Details HERE.
BURLINGTON
City is delighted to host the Wisconsin State Ice Carving Championship as part of the 2021 Ice Festival on Saturday, December 11!
Over a dozen ice blocks will be placed throughout Wehmhoff Square Park. Each sculpture will be carved from a 300-pound block of ice that has been frozen in a special process to ensure that the blocks are crystal clear. The blocks are ten inches thick, twenty inches wide and stand forty inches tall on a wooden stand. The live sculpture carving, a favorite viewing attraction, showcases ice carvers using hand tools as they transform the massive blocks of ice into an array of giant masterpieces.
This event is free to the public and it is only made possible with the support of our community sponsors. The carvings will be completed by 4:00 pm on December 11. Come see them at your convenience for the next few days (weather pending)!
Wehmhoff Square Park
355 N. Pine Street, Burlington, WI
LCFF HOLIDAY ARTICLES

12 Snowshoe Trails to Stride this Winter

Lake Country and Waukesha Country Winter Fun Guide

LAKE COUNTRY FAMILY FUN Year in Review: 2021

Ice Castles is coming to Lake Geneva

30 Things to do Over Christmas Break

Holiday Light Displays that Amaze

Slice of Ice-Red Arrow Park, Milwaukee

30 Best Christmas Movies Guide!

Where to Find Santa in Waukesha County in 2021

Lake Country Family Fun’s Shop Small Guide

Live Nativities around Waukesha County

South East Wisconsin Christmas Tree Farms Guide

Holiday Fun Guide

Country Christmas Drive Through Light Display

Santa Train Ride, East Troy Electric Railroad

Fall and Holiday Craft Fair Guide

Unique Vacation Spots in Wisconsin

Kick Your Christmas Movie Night Up A Notch

Breakfast with the Reindeer in Delafield

Don’t Miss Christmas Event List

Our Family Experience at the Ingleside Hotel in Pewaukee

Food Pantry Guide of Waukesha County

Ho Ho Humbug? Holiday Confessions About the Not-So-Easy Stuff

5 Ways to Stay Sane During Christmas Week
![Ten Ways To Do Christmas [Right] This Year](https://lakecountryfamilyfun.com/wp-content/uploads/2016/12/Untitled-design-1-450x253.jpg)
Ten Ways To Do Christmas [Right] This Year

Hot Cocoa in a Jar!
LIGHT DISPLAYS THAT AMAZE

Cookie Walks
Currently being updated for 2021
We also recommend popping over to our SHOP SMALL GUIDE and hitting up these local YUMMY EATS retailers:
Sweet P’s Pantry
E and S Sweets
All the Crumbs Cookies
The Naked Lemon Bakery
LAKE COUNTRY FAMILY FUN HAS ALL YOUR HOLIDAY NEEDS. CHECK OUT OUR HOLIDAY SHOP SMALL GUIDE, PHOTOS WITH SANTA GUIDE, CHRISTMAS TREE LIGHTING GUIDE, CHRISTMAS TREE FARM GUIDE, HOLIDAY CRAFT FAIR GUIDE, AND CHRISTMAS AND HOLIDAY PARADE GUIDE. HAPPY HOLIDAYS FROM LAKE COUNTRY FAMILY FUN!
HAPPY HOLIDAYS FROM LAKE COUNTRY FAMILY FUN!
ADD SOME HOLIDAY FUN

Enter to win the HOliday FUn Giveaway here:
One winner will receive:
- A carload pass to Country Christmas Light Display at the Ingleside Hotel.
- $50 Mayhouse “Cash” from the Mayhouse Collection
- 2 VIP Passes at MKE Improv each of which can be redeemed for two General Admission tickets, and are not time-sensitive
- 2 drink minimum required
- $25 gift card to Fleet Farm
- 4 tickets to the Take Flight Theatre’s Polar Express Journey at the Wilderness Hotel
- Does not include hotel stay. Other exclusions and limitations apply. Physical tickets will be mailed to the winner.
A $20 coupon code to Midwest Fashionista: a jewelry line by A Happy Thought Indeed
The contest runs Nov 5 – 29 11:59PM CST. Winner announced on Novmeber 30th. One entry per person. Duplicates will be deleted. To be entered to win, comment on the Facebook post and enter the form below. Some product exclusions apply.
The giveaway has eneded for 2021.
GIVEAWAY DISCLOSURE:
Other: Entrants must be 18 years or older at the time of entering the giveaway. Entrants must be located in the U.S. The winner will be selected at random and notified via the email that was submitted. Winner must respond within 48 hours to claim their prize, or another winner will be chosen. Only one entry person. Duplicates will be deleted.
Disclosure: Many thanks to the many local sponsors for providing the giveaways (see individual giveaway for sponsorship details). See DISCLOSURE AND PRIVACY POLICY here. The winner may be congratulated on Facebook (with the official prize notification going through email). For giveaways that are announced or promoted on Facebook, please note that these promotions are in no way sponsored, endorsed or administered by, or associated with, Facebook.

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