Wheeling Christmas Markets 2025

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...

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...

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.

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...

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 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,'...

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...

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 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...

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...

Discover a delightful array of handmade treasures and trinkets at the West Ridge Holiday Bazaar. This festive event showcases local artisans offering unique gifts, crafts, and holiday decorations. It's the perfect place to find special items and get into the...

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...

Support local businesses in Niles this holiday season and get a chance to win big! The Home for the Holidays Raffle rewards shoppers who spend $50 or more at any Niles business with one raffle entry. Five lucky winners will...

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 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...

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...

Get into the holiday spirit at the Central Street Holiday Stroll! This festive event invites you to explore the charming shops and diverse eateries along Central Street, all offering special promotions. The day culminates with a magical tree lighting ceremony...

Discover a festive Holiday Gift Market at the Oakton Community Center, offering a wonderful opportunity to find unique, handcrafted gifts from local artisans. Explore a curated selection of holiday-themed crafts, decorations, and festive items, all while enjoying a cheerful community...

Get into the holiday spirit at the Holiday C.A.R.E. Faire! This festive event invites attendees and their pets to meet Santa for a memorable photo opportunity. Browse unique gifts from crafters and vendors, and indulge in delicious home-baked treats from...

The Evanston Art Center's Winter Arts & Crafts Expo is a premier event in the Chicago area, featuring original, handmade works from over 150 selected artisans. Discover unique creations in jewelry, ceramics, fiber, metal, glass, painting, photography, and mixed-media.

Roselle Winterfest invites you to celebrate the start of the holiday season with a vibrant community gathering. Enjoy live entertainment, delicious food from local trucks, and engaging activities for all ages. Don't miss the chance to meet Santa, participate in...

Discover unique treasures at the 43rd Annual Lake Park High School Craft Fair. This highly anticipated event showcases over 100 vendors offering a diverse selection of handmade crafts, artisanal goods, and perfect holiday gifts. Explore the festive atmosphere and find...

Get a head start on your holiday shopping at the Evanston Holiday Bazaar, a cherished annual tradition. This event features over fifty curated vendors showcasing unique, handcrafted items, including clothing, accessories, home goods, ceramics, glass, food, and bath & body...

Discover a vibrant holiday shopping experience across Evanston's Main-Dempster Mile during Small Business Saturday weekend. Explore unique promotions, enjoy a festive trolley connecting shopping districts, and snag a free gift bag with qualifying purchases. Find handcrafted treasures, artisanal goods, and...

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...

Discover a festive holiday shopping experience at the Evanston Handmade Holiday Marketplace. This event showcases the talents of over 100 local artisans, offering a curated selection of unique, handcrafted gifts and decorations. It's the perfect opportunity to find one-of-a-kind treasures...

Get ready for the 6th annual Ravenswood Light Up Nights Festival and Holiday Market! This free, one-night event transforms Wilson Avenue into a winter wonderland. Browse a bustling indoor market, enjoy live music, and savor treats from food vendors. Kids...

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...

Bloomingdale's beloved tradition returns, transforming Old Town into a festive wonderland. Experience the magic of the Community Tree Lighting Ceremony, marvel at a spectacular drone light show, and discover unique treasures at the charming Kris Kringle Market. Families will delight...

Step back in time at the Historic House for a charming Victorian Christmas celebration. Visitors can tour the beautifully decorated house, enjoy warm hot chocolate, and browse the unique offerings at Glendale Heights' Christkindl Market. A delightful horse-drawn carriage ride...

Discover Santa's Workshop at Wilder Mansion, a unique holiday shopping experience crafted just for kids. Children can select and purchase affordable, age-appropriate gifts for family, friends, and even pets, making it a special opportunity for them to give during the...