Tired of the cold and gray day by day? Cure those winter blues and have some fun at these Oconomowoc activities coming up January and February.

Chili Fest

Folks love to get out of the house and cruise Downtown Oconomowoc during Chili Fest Saturday, January 25. Warm up with hot chili recipes as you taste your way through the many participants located throughout downtown and in a tent on Village Green. The flavors don't stop there, you can also taste test Bloody Mary mixtures at participating businesses downtown. The ice rink on Fowler Lake is ready to skate or just shuffle along the wintery landscape.

Special this year is a select brew by Lake Louie Brewery in commemoration of the City of Oconomowoc's 150th birthday! 

Buy your tickets in advance! They sell out fast. Wristbands went on sale Monday, January 13. Purchase tasting wristbands and find out more about this event on our host, the Oconomowoc Area Chamber of Commerce's website.

Lake Country Trivia

Looking for a fun way to spend a winter afternoon? Join Silver Circle Sports Events and Lucky Chucky's for FREE trivia! Warm up your brain and enjoy great company in a cozy atmosphere. Trivia is Saturday, January 18.

Pre-registration is required. Read more about this free event and sign up here.

Trivia Night at the Museum

Test your Oconomo-wits at this fun, new winter event at the Oconomowoc Area Museum and Historical Society. The museum is partnering with Brewfinity as well for beverages.The night will include a cash bar featuring Brewfinity beer, prizes, and more! This is a free event, but space is limited so pre-registration is highly recommended. Pre-register here. 

Frostbite Scramble

The Timothy Gahagan Memorial Frostbite Scramble offers a unique twist on a traditional 9-hole golf scramble—played on frozen Silver Lake in Oconomowoc, WI! Participants use a tennis ball and can strike it with any device, as long as it is hit from the ground. Teams consist of 2–4 players, with a shotgun start to kick off the fun.

The Frostbite Scramble tees off Saturday, Feb. 1. Learn more and sign up here.

Programs and Activities

Ice Skating Lessons on Fowler Lake

Have your child put those skates to good use. The Oconomowoc Rec Dept is teaching ice skating lessons on the lake Sunday mornings Jan. 19-Feb. 16. Sign up now!

Ages 6-8, 10-10:45

Ages 9-12, 11-11:45am

Be Our Guest Fun at the Library

Bibbidi-bobbidi-boo on down the happiest place on earth (the Library, of course!) for a morning of magical crafts, activities, and sing-alongs! Program meets from 10am-12pm Saturday, Jan. 25 at the Library. 

Bob Ross Painting Night

Come on down to the Oconomowoc Library and make happy accidents with us at our Bob Ross painting night! We will put up a Bob Ross tutorial video and follow along with him. All materials will be provided. Registration is required. Ages 12-18, January 30, 6pm. Sign up here.

Valentine's Paint and Prosecco

Unleash your creativity at our Valentine's-themed paint-and-sip event! January 30th at 5:30pm at Violet Blue Mercantile in Oconomowoc. Choose between two adorable designs: a Truck or a Bee Valentine Door Hanger. Details and registration here. 

French Paint: Letting Life Be Life

Join renowned local Art Historian Professor Karri Fritz-Klaus as she dazzles us with the intricacies of Henri de Toulouse-Lautrec. Perfect for anyone interested in history, art, design and culture, as well as creative types looking to find inspiration in their own creative endeavors. Presentation is February 4, 6-7pm at the Oconomowoc Library.

Dance Sampler Class

Ages 4-9 can experience four different styles of dance over four weeks. The classes include Hip Hop, Theatrical, Ballet, & Pom & Dance. Classes are 4:30-5:15pm Wednesday, Feb. 5-26. Sign up here. 

Galentine's Event

Downtown Oconomowoc invites you to get out with the girls for some shopping and exploring downtown. Event is 10am to 5pm Saturday, Feb. 8 at participating businesses.

Bingo Bonanaza

This bingo class is for ages 3-7. Drop your little one off to enjoy theme-based bingo games. Everyone will win a round! Wednesday, Feb. 12, 6-7pm. Sign up here.

Kids Valentines Craft-tivity

Oconomowoc Rec's Crafty Kids class invites ages 4-6 or ages 7-11 to get hands on in this class that explores theme-based arts and crafts projects. February 10th class is Valentine's themed. Two time options for each age group. Ages 4-6, craft from 6-6:45 or ages 7-11 meet 7-7:45pm at the Oconomowoc Community Center. 

Princess Winter Wonderland Dance Camp

Ages 3-7 will create a winter wonderland as they dance to fairytale music, play games and make a craft. 5:30-6:45pm Thursday, Feb. 13. Sign up here. 

Furniture Painting 101 

All materials included plus a delicious lunch from Violet Table! Join us at 10:00 am on Saturday, February 15th, to choose your furniture piece, paint color and small embellishments for an opportunity to learn the basics of furniture painting with Fusion Mineral Paint with an experienced instructor. Class is 10am-4pm Saturday, Feb. 15. Details and registration here. 

No School Day Kids Camp

Ocon Rec offers this program for ages 5-10. Children will enjoy activities, crafts, sports and more at the Community Center. Programs meets 12:30-3:30pm Monday, Feb. 17. Sign up here. 

Hockey but without the Cold, Ice

This program is a fun introduction to the fundamentals of hockey for ages 5-10. Classes will include passing, puck handling, shooting, teamwork and more. No checking and appropriate size sticks will be provided. Class meets Saturday mornings at the Oconomowoc Community Center. Saturday mornings February 15-March 8.  Ages 5-7 signup or Ages 8-10 signup

Intro to Pickleball Ages 10-13

A fun clinic for young players to learn the popular game of Pickleball. Learn fundamentals, hitting techniques, shots and rules. Paddles and balls provided. Ages 10-13 meet from 4:15-5:15pm Feb. 13-27.

Saturday Dance Camp

This one-day camp is for ages 4-7. Cupid pull back your bow! Campers will dart & dance into everything Valentines, while creating a love-filled craft and sweet treat! Class is 11am-1pm Saturday, Feb. 15 at the Oconomowoc Community Center. 

Wonderfully Wicked Dance Camp

Ages 6-11 will experience the magic of "Wicked" filled with singing, dancing and crafting inspired by the movie. Camp is 5:30-6:45pm Thursday, Feb. 20. Sign up here.