Top 8 Entertainment Ideas in Walworth and Jefferson Counties to Light Up Your Holiday Spirit

December 14, 2021

The holiday season is upon us and full of the festive, celebratory goodness families could hope for. Whether it’s as simple as a mug of hot cocoa from SweetSpot Bakehouse or driving down all the best main streets to see their seasonal decor, we’ve got the top 8 entertainment ideas (from now through the end of the month in Walworth and Jefferson Counties) to light up your holiday spirit. 

Today-December 27th: Deck the House – Whitewater, WI

If you can’t get enough of the magic of holiday lights, pack the family in your car and take a drive around Walworth and Jefferson County cities for Deck the House! Participating parks departments, chambers of commerce, tourism entities, and community homes are ready to inspire joy. Vote for your favorite by December 19th. Grab the map here.

December 17th: Holiday Open Studio – Delavan, WI

Avenue Artworks specializes in traditional, realistic artwork, jewelry, mold-building, bronze sculpting, and precious metal casting. A primo art studio to purchase unique gifts, you’ll certainly find something fun for that fellow artist in your life! Insider tip: The hand-sculpted gnomes are particularly adorable!

December 18th: The Dancing Horses Christmas Show – Delavan, WI

If you’re looking for something different this holiday season, grab tickets to the Dancing Horses Christmas Show and prepare to be amazed. “This year a very exuberant elf, named Trixie, snuck out of the workshop to spread holiday cheer at The Dancing Horses Theatre. Trixie LOVES horses and has always wanted one of her own, but she’s just an elf. Come and witness magic as Trixie makes dreams come true by bringing her toys to life!” Shows are at 1p and 7p.

December 18th: Home for the Holidays – Palmyra, WI

Add Home for the Holidays at Old World Wisconsin to your annual traditions and connect with the historical traditions of our beloved state. From learning the stories behind our contemporary celebrations to sipping wassail, you’ll experience unparalleled holiday warmth and joy. Tickets are $14 (kids) and $20 (adults). Event is 10a-4p.

December 22nd: Holiday Trivia – East Troy, WI

Get jolly with East Troy Brewery and friends as you test your knowledge of Christmas movies, holiday songs, and the story of Christmas. Entry is free AND the winners will be awarded! 6:30p-8:30p. With food cooked from scratch and craft brews and cocktails, ya can’t go wrong!

December 23: Holiday Jazz Performance – Lake Mills, WI

Fancy yourself a night of musical entertainment, good food, and a cocktail or craft brew? Wrangle the pals and pop into Pyramid Event Venue for a night of holiday jazz with Ryan Meisel. Fun fact: They have award-winning pizza! Show is 6p-9p.

December 31st: New Year’s Eve 7 Course Dinner – Whitewater, WI

A 7 course dinner in celebration of incoming 2022 at beloved farm to table restaurant The Black Sheep = mouth watering goodness and full, happy bellies and hearts. Seatings are at 5:30p, 7p, and 8:30p. Reserve now and come hungry!


December 31st: New Year’s Eve Party – Watertown, WI

Ring in the new year with live music by Cold Sweat and the Brew City Horns, appetizers, party favors, and a champagne toast with balloons dropping at midnight. Held at Turner Hall, you have an excuse to dress up and dance your butt off! Event is put on by Watertown Main Street Program and is from 8p-12:30a. Tickets are $45.

Cheers, all! Merry holidays and happy New Year!


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