Woodstock Christmas Markets 2025

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,...

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...

Experience the joy of selecting the perfect real Christmas tree at Conifera Tree Farm. They offer a delightful choose-and-cut experience with a variety of spruce, fir, and pine trees, alongside premium pre-cut options from Wisconsin. Visitors can also find beautifully...

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...

Discover the magic of the Ice Sculpture Cocoa Crawl in Downtown Huntley Square. This festive event showcases incredible ice sculptures, inviting attendees to warm up with delicious cocoa from local vendors. It's a perfect way to embrace the winter spirit...

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 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...

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...

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...

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...

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...

Get a head start on your holiday shopping at the 11th Annual Rockford Arts & Crafts Holiday Spectacular. This vibrant event features over 100 talented crafters showcasing a diverse array of handmade items across 25,000 square feet. Discover unique gifts,...

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 a festive shopping experience at the Holiday Shopping Blitz, featuring over 100 booths. Browse unique handmade jewelry, cozy knitted items, adorable pet products, and festive holiday décor. It's the perfect opportunity to find gifts for everyone on your list...

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...

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 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...

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....

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 festive indoor holiday market at the Prairie Events Center, featuring over 100 juried artisans. Browse unique, handmade Christmas gifts, from jewelry and photography to folk art and apparel. Enjoy a charming country Christmas atmosphere with live trees, festive...

Discover treasures at the renowned Kane County Flea Market, a shopper's paradise located just west of Chicago. With up to 400 dealers each month, find everything from refurbished furniture and antiques to unique collectibles and holiday decorations. It's the perfect...

Experience the magic of the holiday season at the 31st Annual Elburn Chamber Christmas Stroll! Join the community on Saturday, December 6th, 2025, from 4-7 pm in Downtown Elburn for a delightful evening filled with festive activities. Meet Santa and...

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...

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...

Get into the holiday spirit at the DAWC Annual Local Holiday Shopping Fair. This event is a fantastic opportunity to find unique gifts and festive decorations crafted by local artisans. Immerse yourself in a cheerful atmosphere filled with seasonal sights...

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...

Downtown Geneva transforms into a winter wonderland for the annual Christmas Walk. This cherished family tradition kicks off the holiday season with the enchanting arrival of Santa Lucia and Santa Claus. Witness the magical lighting of the Great Tree, enjoy...