Grayslake Christmas Markets 2025

Get ready to embrace the holiday spirit at the Festival of Lights & Holiday Market in Historic Downtown Grayslake. This cherished annual event, hosted by the Grayslake Area Chamber of Commerce, marks the official kickoff to the festive season. Discover...

Experience the charm of Downtown Libertyville during First Friday events, running from October through December 2025. Shops stay open late, offering exclusive discounts, festive refreshments, and personalized shopping assistance. Enjoy live music, special offers from local businesses like The Bootery...

Step back in time during Libertyville's Dickens of a Holiday event. Children can find special gifts at the unique Children's Holiday Shoppe, and families can enjoy a delightful Victorian Tea. Don't miss the chance to meet Santa Claus in Cook...

Embark on a festive Hot Cocoa Stroll through Hawthorn Row, where local businesses offer delightful samples of warm, comforting hot cocoa. It's a perfect way to experience the holiday spirit, discover unique shops, and enjoy a sweet treat during the...

Discover unique treasures at the Hawthorn Woods Holiday Craft Fair! This beloved community event brings together 26 vendors offering a delightful array of one-of-a-kind items. It's the perfect place to find handcrafted gifts and festive decorations while enjoying a vibrant...

Experience the festive spirit at the Festival of Trees, a heartwarming event spanning two locations in McHenry. Local businesses and organizations have adorned trees with unique themes, creating a visually stunning display. Visitors can participate by donating canned goods or...

Step back in time and rediscover the magic of the holidays in historic downtown Long Grove. This charming village transforms into a winter wonderland with 'Vintage Holidays,' offering a classic small-town experience. Enjoy late-night shopping, festive lights, and enchanting carriage...

Experience the magic of the season at the Holiday Prelude, an elegant benefit dinner hosted by Willows Academy. This special evening brings together parents, faculty, alumnae, and community members for a night of celebration and support. Enjoy cocktails, a silent...

Experience the magic of the McHenry Downtown Holiday Walk, a festive celebration featuring a vibrant Holiday Market with local vendors and entertainment. Stroll through charming 'Living Windows' displays, enjoy horse-drawn sleigh rides, and meet Santa. The event culminates with a...

Discover a festive array of Christmas events in Highland Park, IL, perfect for getting into the holiday spirit. Explore vibrant holiday markets showcasing unique handmade crafts and gifts from local artisans. Families can enjoy special events like 'Breakfast with Santa,'...

Get a head start on your holiday shopping at the annual Holiday Craft Fair. Browse a diverse selection of handmade crafts and unique gifts from local artisans. Admission is free, and attendees receive a complimentary raffle ticket.

Discover unique handmade treasures and festive holiday spirit at the Fremd Booster Club Holiday Craft Fair. This annual event brings together a variety of vendors offering artisanal goods and one-of-a-kind gifts, making it the perfect place to find something special...

Experience the magic of the season at Santa's Workshop! Children can decorate their own festive cookies and sip on warm hot cocoa. The highlight of the visit is the opportunity to meet Santa Claus himself and capture memorable photos in...

Discover unique, handcrafted treasures and support local artisans at the Fourth Annual Holiday Craft Fair. This festive event is the perfect place to begin your holiday shopping, offering a delightful array of homemade items and goods from local crafters and...

Experience the magic of the holiday season at Woodfield Mall's Santa Photo Experience. Santa arrives on November 6th and will be available for photos through December 24th. Special events include Santa's grand arrival parade, dedicated pet photo sessions, and sensory-friendly...

Experience the enchanting 'Winter in Woodstock' season, a town recognized for its festive spirit. From the dazzling Lighting of the Square to the beloved Christmas Parade and unique shopping events, there's a magical holiday atmosphere for everyone. Enjoy live entertainment,...

Discover the magic of the Holiday Bricktacular at LEGOLAND Discovery Center Chicago, a festive celebration from November 29th to January 5th. Families can enjoy a winter wonderland filled with holiday-themed LEGO builds, including a giant sleigh and Santa. New for...

Journey back to 1880s Schaumburg for a charming 'Christmas in the Valley' celebration. This event offers a delightful glimpse into historical holiday traditions, featuring classic treats, engaging children's crafts, and the warmth of a bonfire with marshmallows and hot beverages....

Experience the magic of 'A Very Merry Huntley,' a festive celebration packed with holiday cheer. This event features a lively Kris Kringle Market, a special parade with Santa and Mrs. Claus, and a dazzling fireworks display. Enjoy family-friendly activities like...

Discover unique handcrafted treasures at the Holiday Bazaar, featuring ceramics, quilts, and knitted items. This festive event supports the Sheila Ray Adult Center, with proceeds from sales and $1 raffle tickets directly benefiting the center. Don't miss the chance for...

This holiday season, let the merry band of Holiday Wrapsters handle your gift-wrapping needs. Drop off up to ten gifts at Mallinckrodt Center and pick them up later the same day, beautifully wrapped. In lieu of a fee, they kindly...