Holiday Wine & Dine Jazz Night

The Prairie Cafe and Bakery Prairie Cafe and Bakery 3109 Pheasant Branch Road, Middleton, WI, United States

Enjoy a night of holiday wine and jazz music at The Prarie Cafe and Bakery. Normally only open during the day, this local cafe will extend its hours for a…

Candy Cane Hunt

Lakeview Park 6300 Mendota Ave, Middleton, WI, United States

Join the City of Middleton Parks and Recreation Department at Lakeview Park on Dec. 8 for a magical night filled with candy canes, holiday cheers, and most importantly, Santa. Preregistration…

Pet Pictures with Santa

All For Pets Veterinary Clinic 1009 North Gammon Road, Middleton, Wisconsin

Annual Pet Pictures with Santa! Sunday December 10, 2023 from 11:00 AM to 2:00 PM at All For Pets Veterinary Clinic in Middleton. Treats for pets and people. Bake sale…

$10 – $15

Two-Handed Cribbage Tournament

Longtable Beer Cafe 7545 Hubbard Ave, Middleton, WI, United States

Let the season of indoor activities begin! Compete in Longtable Beer Cafe's Two-Handed Cribbage Tournament, Sunday December 10. The format will be a 7-game tournament of 2-handed Cribbage, where you…

$10

Sing Out! Bruce Company hosts free event

The Bruce Company 2830 Parmenter Street, Middleton, WI

Sing Out! The Bruce Company hosts the Capital City Theatre carolers for a free event in Middleton.

Free

Santa’s Reindeer Fly-in at The Bruce Company

The Bruce Company 2830 Parmenter Street, Middleton, WI

Santa is coming to town with his reindeer and stopping at The Bruce Company. You can say hello to Comet and Vixen and learn some interesting reindeer facts from Santa's…

Free

Holiday Centerpiece – A Sip & Create Floral Arranging Workshop

Grape Water Wine Bar 7466 Hubbard Avenue, Middleton, WI, United States

Get into the holiday spirit with a fun-filled, hands-on workshop where you can sip on wine while creating your own centerpiece. Learn to elevate store-bought flowers to make a show-stopping…

$50

Drag Brunch

Hidden Cave Cidery 2500 Pleasant View Rd. Suite 102, Middleton, WI, United States

Enjoy a fantastic drag brunch event at Hidden Cave Cidery and hosted by Mr.Gay Wisconsin, Michael Lynn! The event includes performances by three dancers as well as a full breakfast…

$45

Gingerbread House Workshop

Rock Paper Scissors 7781 Elmwood Avenue, Middleton, WI, United States

Let your child's imagination flow while celebrating the holiday season at Rock Paper Scissors Art Studio. Children at this workshop will decorate paper gingerbread houses and ornaments to take home…

$50

Holiday Concert

Hamel Music Center 740 University Avenue, Madison, WI, United States

Lindsay Flowers, oboe David Perry, violin Christopher Ramaekers, conductor Cimarosa: Oboe Concerto in C Minor, featuring Lindsay Flowers Bach: Concerto for Oboe and Violin in C Minor, BWV 1060R (1736),…

Fleet Feet New Year’s Day Dash

Keva Sports Center 8312 Forsythia St, Middleton, WI, United States

The 19th Annual Fleet Feet New Year’s Day Dash will be held on January 1, 2024. Ring in the New Year with this 5-mile chip-timed run and 2-mile walk! Kick…