Oswego Christmas Events & Things to Do 2025

Embark on a sweet adventure at the annual Oswego Cookie Walk! This beloved community event invites you to stroll through charming downtown Oswego, collecting delicious cookies from participating local businesses. To join the fun, you'll need to purchase a special tin, available online starting November 26th. It's a delightful way...

Immerse yourself in the magic of the Christkindlmarket Aurora, a beloved German-style holiday tradition. Discover unique handcrafted gifts, savor festive treats like Glühwein, and soak in the enchanting atmosphere. This vibrant market offers a delightful European experience for the whole family.

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 Mrs. Claus, enjoy live music, explore local shops, and discover...

Discover the 'Holiday Magic in Motion Craft Show,' a vibrant outdoor event featuring over 100 artisans and crafters. Browse unique handmade gifts, artisanal goods, and delicious bakery treats. This family-friendly event offers a festive atmosphere perfect for holiday shopping.

Experience a charming holiday tradition at 'Once Upon A Christmas' in Lisle. This free event offers a delightful array of old-fashioned festive fun for all ages. Visitors can meet Santa and Mrs. Claus, enjoy warm beverages, create holiday crafts, and participate in workshops. The event is held in conjunction with...

Discover unique, handmade treasures at A Holiday Happening Craft & Art Fair, recognized as one of the Top 20 craft shows in the US. This largest holiday event showcases the work of over 100 talented artisans from across the Midwest, offering a wide array of handmade gifts, jewelry, festive decor,...

Discover unique treasures and handmade gifts at the Lemont High School Craft Show. This event brings together local artisans and crafters, offering a fantastic opportunity to find one-of-a-kind items perfect for holiday shopping. Support the community and find something special.

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 adds to the festive atmosphere, making this a perfect family...

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 visits for children with special needs. Reservations are encouraged to...

Experience the magic of the holiday season in Yorkville with a weekend of festive fun! The celebration kicks off Friday with community performances, a dazzling Holiday Parade, and the traditional Tree Lighting Ceremony. Saturday brings opportunities to visit Santa Claus, participate in the charitable Rudolph Run 5K or Jingle Jog...

Experience a dazzling holiday wonderland at Christmas at Cantigny, featuring a spectacular light show with synchronized music and festive decorations. Explore illuminated gardens, including a new Northern Lights display, and admire a towering Christmas tree. Enjoy ice skating, cozy up in the Noël Lounge, and shop for unique gifts at...

St. Charles transforms into a winter wonderland for the Holiday Homecoming Weekend. This spectacular event kicks off the festive season with the enchanting Lighting of the Lights Ceremony. Families can enjoy a free screening of 'Elf,' a dazzling Electric Christmas Parade, and a chance to visit Santa in his new...

Joliet transforms into a winter wonderland for the Light Up the Holidays Festival & Parade. This vibrant event features a bustling North Pole Market with artisan vendors, a magical North Pole Park with an iceless skating rink and kids' rides, and opportunities to visit with Santa. The day culminates in...

Central Park transforms into a magical winter wonderland with thousands of twinkling lights. Stroll through a 1/2 mile path featuring dancing trees, rainbow arches, snowflakes, and musical hearts. Enjoy a free, accessible experience perfect for all ages, with special sensory-friendly times available daily.

Join the Village of Burr Ridge for their annual 'Deck the Green' holiday celebration. This festive outdoor event features a magical holiday train ride around the Village Green, opportunities to meet Santa and Mrs. Claus, and appearances by beloved holiday characters. Enjoy live entertainment from illuminated jugglers and fun face...

Experience the warmth of the holiday season at the Oswego Coffee & Cocoa Crawl. This event invites visitors to explore downtown Oswego's charming shops, sampling delicious coffee and cocoa treats. It's the perfect opportunity to kick off Christmas shopping, enjoy festive activities like the Jingle Bell Jog and Cookie Walk,...

Prepare for the festive season with Binny's Holiday Tasting event. Attendees can sample a curated selection of wines from around the world, perfect for holiday celebrations and gift-giving. This walk-around tasting includes delightful charcuterie pairings, offering a chance to discover new favorites and find the ideal bottles for any occasion.

Joliet's Rialto Square Theatre presents 'Home for the Holidays,' a season packed with festive entertainment. This celebration features a curated selection of family-friendly shows, including beloved holiday classics and exciting new performances. Enjoy live music, theatrical productions, and classic holiday movies in the stunning, historic setting of the Rialto Square...

Salt Creek Ballet presents a timeless holiday tradition: The Nutcracker. This beloved ballet, set to Tchaikovsky's enchanting score, follows Clara's magical Christmas Eve journey. Witness the epic battle against the Mouse King, a voyage to the Kingdom of Sweets, and the dazzling performance of the Sugar Plum Fairy. A captivating...

Lace up your running shoes for the Rudolph Run 5K and Jingle Jog Family Fun Run! This festive event supports the Knights of Columbus in providing food and toys to local families this Christmas. Participants can choose between a 5K or a 1-mile fun run, with both walkers and runners...

All aboard for holiday cheer on the Holiday Express! This festive event offers a delightful train ride experience adorned with holiday spirit. Families can also get creative by decorating a wooden tree to be displayed along the streets, adding to the festive atmosphere. A special Sensory-Friendly Night provides a more...

Join Santa Claus for a magical morning filled with delicious breakfast and delightful surprises. Children can enjoy a one-on-one visit with Santa, perfect for capturing memorable photos. Each registered child receives a special goodie bag to take home.

Step into Santa's magical workshop for a unique and personal visit. This event offers exclusive, one-on-one time with Santa for your family, allowing for private conversations and the opportunity to capture your own photos and videos. Special themed nights cater to various community groups, ensuring a memorable experience for all.

Experience the magic of the Rotary Club of Naperville's Parade of Lights. This enchanting evening parade winds through downtown Naperville, adorned with twinkling lights. It's a spectacle of brightly lit floats, local musical talent, and community participants, culminating in a special visit from Santa Claus, promising a delightful experience for...

All aboard for a magical journey on the Polar Express Storytime Train! Families are invited to wear their pajamas and embrace the holiday spirit for an unforgettable trip to the North Pole. Meet Santa and his friends, enjoy a festive meal, and create lasting memories with photos and wish list...

Step into a winter wonderland at the Geneva Holiday House Tour. This event invites visitors to explore five stunning homes in Geneva, each transformed into a festive masterpiece by talented local designers and green-scape experts. Discover creative decorating ideas and draw inspiration for your own holiday celebrations while enjoying a...

Join the St. Charles community for the magical Holiday Homecoming Lighting of the Lights Ceremony, marking the official start of the holiday season. This spectacular event features a stunning display of holiday lights, festive music, and a special visit from Santa. The celebration continues with the Electric Christmas Parade, free...

Bring your furry best friend to The Morton Arboretum for special Dog Admission Days. Explore 16 miles of trails together, and on select 'Illumination' nights, even experience the magical holiday light display with your canine companion. 'Tails on the Trails' events offer a pet expo with local vendors.

Unleash your creativity this holiday season at the Plant & Sip: Holiday Wreath Make & Take event. Participants will craft their own unique holiday wreath, perfect for adding a festive touch to their homes. Enjoy a relaxed atmosphere while sipping on beverages as you learn to assemble a beautiful, custom...

Bundle up for a magical evening at the Winter Holiday Celebration in the Park! This festive event offers a delightful way to embrace the holiday spirit with dazzling light displays and engaging holiday entertainment. Enjoy warm beverages and sweet treats while soaking in the cheerful atmosphere. Keep an eye out,...

Join the community for the annual Tree Lighting Ceremony in Glendale Heights. This festive event features performances by local choral groups and culminates with the Mayor and a special guest, Santa Claus, illuminating the Civic Center Complex. Following the ceremony, attendees can enjoy free refreshments at the Center for Senior...

Join Elmhurst University for a festive holiday celebration combining the President's Holiday Open House with the Annual Festival of Lessons & Carols. This special event offers a warm and inviting atmosphere to kick off the holiday season.

Experience the magic of the holiday season in Elmhurst with the FREE Holly Trolley. This festive service runs on Saturdays, allowing you to easily hop on and off to shop, dine, and explore the charming town. Stay tuned for exciting announcements about special guests who will be joining the trolley...

Join the Schaumburg community for their annual Tree Lighting Ceremony, a cherished tradition that officially ushers in the holiday spirit. This festive event brings residents together to celebrate the season and witness the magical illumination of the village's holiday tree.