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Last updated: November 22, 2024

Find your holiday cheer in Waukegan with our expert guide. Whether you're a Waukegan insider or an outsider looking in, this guide reveals the city's festive soul.

This holiday season, enjoy the Michael Bolton Concert, where the renowned artist brings his signature sound to a wintry atmosphere. Another highlight is "Rudolph the Red-Nosed Reindeer - The Musical," a beloved adaptation of the classic tale that delights families and children alike with its colorful characters and heartwarming story. And don't forget Santa's Arrival 2024, a treasured event that marks the beginning of the holiday festivities. Be sure to check out the rest of the page for more details!

Contact information and details below.

Waukegan Holiday Markets and Shopping

What to Expect:

Local artisans present handmade goods in a historic village setting.

Description:

This event features charming decorations, delightful activities, and seasonal offerings that embody the spirit of the season. Local artisans and vendors showcase their handmade goods, providing a unique shopping experience. Visitors can enjoy festive music and special treats, creating a warm atmosphere for families and friends to gather and celebrate together.

Where: Long Grove | More Info: Long Grove Holiday Festivities

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Waukegan Holiday Shows and Entertainment

What to Expect:

Interactive brunch experience with Santa for kids and families.

Description:

A delightful gathering featuring a scrumptious brunch with classic holiday dishes and activities. Families can enjoy photo opportunities with Santa and engaging crafts for children. This event brings the community together in a warm, inviting atmosphere, perfect for celebrating the season.

Where: Oak Brook | More Info: Brunch with Santa

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What to Expect:

Festive parade with Santa Claus and holiday activities.

Description:

Join us for Santa's Arrival at Hawthorn Mall on Friday, November 15, 2024, from 5:00 PM to 7:00 PM CST. Enjoy a festive parade, meet Santa's elves, and indulge in delicious treats and warm beverages. Each registered child will receive a Holiday Swag Bag. Tickets are $5 per child, and adults and children under 2 years old are free. All proceeds will be donated to Make A Wish.

Where: Waukegan | More Info: Santa's Arrival 2024

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What to Expect:

Unique blend of classic and contemporary music.

Description:

Michael Bolton is set to perform at the Genesee Theatre in Waukegan, IL, on October 20, 2024, with a scheduled start time of 8:00 PM.

Where: Waukegan | More Info: Michael Bolton Concert

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Waukegan Holiday Giving Opportunities

What to Expect:

Unique feature is the comprehensive support for families in need through multiple holiday assistance programs.

Description:

The Waukegan Salvation Army offers various holiday assistance programs, including the Angel Tree and Christmas dinner, to support families in need during the holiday season.

Where: Waukegan | More Info: Clothes to You Holiday Giveaway

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Waukegan Other Holiday Activities

What to Expect:

Personalized instruction in a cozy atmosphere.

Description:

Join Laura Garcia from Paper Perennial for a hands-on paper poinsettia wreath workshop at Bohemia Beauty Lounge in downtown Libertyville. Enjoy personalized instruction and craft beautiful decorations for the holiday season.

Where: Waukegan | More Info: Paper Poinsettia Wreath Workshop

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What to Expect:

Unique hot cocoa experience with live ice sculptures and ice skating.

Description:

Join us for a cozy stroll through Hawthorn Row while sipping on delicious hot cocoa Enjoy live ice sculptures, a DJ spinning holiday tunes, an ice skating rink, and a winter vendor market featuring over 30 vendors selling holiday favorites.

Where: Waukegan | More Info: Hot Cocoa Stroll at Hawthorn Row

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What to Expect:

Special gift for all bakers.

Description:

Join us at Santa's Cookies - Kids Cafe Baking Event for a fun-filled afternoon of baking delicious holiday treats This event is perfect for kids and families to create sweet holiday memories together.

Where: Waukegan | More Info: Santa's Cookies - Kids

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Waukegan Holiday News

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