South Milwaukee Christmas Events & Things to Do 2025

Step into a magical winter wonderland at Enchant Christmas, featuring the world's largest Christmas light maze. Navigate a dazzling maze with a unique holiday story, glide across a festive ice rink, and capture memories with Santa. This immersive experience is perfect for families and groups looking for holiday cheer.

Downtown Milwaukee shines brightly during the Holiday Lights Festival, transforming the city with over half a million brilliant bulbs. Explore parks and streets adorned with festive decorations, including the unique Ornament Trail and illuminated displays in Cathedral Square Park, Pere Marquette Park, and Zeidler Union Square. The event promises a...

Experience the magic of winter at Milwaukee Recreation's Winter Wonder Woods. This enchanting event invites visitors to stroll through the illuminated Hawthorn Glen Outdoor Education Center, where nature-inspired displays create a serene and beautiful atmosphere. Enjoy complimentary warm drinks and cookies while appreciating the natural beauty of the woods. It's...

Step into a festive wonderland at Jerry Smith Farm's Holiday Lights on the Farm. This enchanting event transforms the beloved farm into a dazzling spectacle of lights, perfect for creating cherished holiday memories. It's a magical experience that captures the spirit of the season.

Kenosha's cherished 'Lightin' Up Downtown' event marks the official start of the holiday season. This festive celebration features a spectacular drone light show, a live Christmas Tree Lighting Ceremony with Santa Claus, and a magical winter wonderland atmosphere throughout downtown. Local businesses stay open late, offering unique holiday shopping opportunities...

Experience the enchantment of Country Christmas, a spectacular holiday event featuring a mile-long illuminated trail with animated creatures and dazzling light displays. Choose from special walking nights, festive bike rides, or a classic drive-through experience. Enjoy the magic and support a good cause.

Step into a winter wonderland at Christmas at Kemper, a beloved annual holiday event. Visitors can explore the beautifully adorned Durkee Mansion, themed 'A Snowy Winter Fantasy,' and admire a stunning Gallery of Trees. The event also features a special Opening Night Gala with entertainment and auctions, plus additional festive...

All aboard for a magical holiday journey with the East Troy Railroad Museum's Christmas Trains! Experience the charm of historic electric railcars adorned for the season as they travel through the picturesque Wisconsin landscape. Choose between enchanting Daytime Christmas Trains or the enchanting Santa's Special Evening Trains for an unforgettable...

Experience the festive spirit of 'Christmas in the Ward' in Milwaukee's Historic Third Ward. This beloved event features a magical tree lighting ceremony with Santa, live reindeer, a dazzling fireworks display, and holiday movie projections. Enjoy delicious food from local trucks and restaurants, warm up with s'mores, and find unique...

Experience the magic of the holiday season at the Deer District Holiday Market in Milwaukee. This festive event showcases a curated selection of local vendors, offering unique gifts and artisanal products. Visitors can savor seasonal food and beverage specials from Deer District establishments and capture memorable moments at charming holiday-themed...

Journey around the world at the 82nd Annual Holiday Folk Fair International, America's premier multicultural festival. Experience the rich tapestry of global cultures through captivating music, dance, art, and authentic cuisine. Discover unique traditions, shop for handcrafted goods, and immerse yourself in a festive celebration of heritage.

Immerse yourself in the festive spirit at the Brookfield German Holiday Market. This vibrant event offers a delightful blend of traditional German culture and holiday cheer. Browse unique crafts from local artisans, savor delicious seasonal treats, and enjoy live music. Families can delight in visits with Santa, engaging craft stations,...

Discover a festive holiday shopping experience at the Mistletoe Market. This event showcases over 100 talented artisans and makers offering a wide array of unique, handmade goods. Find perfect gifts, from artisanal soaps and candles to delightful confections and handcrafted jewelry, all made in the USA by the artists themselves.

Get ready for a sweet adventure at the Downtown Cookie Crawl! This event invites you to explore the charming shops of Menomonee Falls while indulging in delicious cookies from various local businesses. It's the perfect way to get into the holiday spirit and discover new favorite treats.

Discover the enchanting holiday magic of A Cedarburg Christmas, transforming historic downtown into a festive winter wonderland. Visitors can indulge in unique holiday shopping, enjoy visits with Santa, listen to carolers, and experience the joy of horse-drawn sleigh rides. This event offers a perfect blend of seasonal activities and community...

Milwaukee's beloved holiday tradition, 'A Christmas Carol,' returns for its 50th Anniversary production. Experience Ebenezer Scrooge's iconic transformation through beautiful music, lively dancing, and stunning special effects. This adaptation of Charles Dickens' classic tale promises a dazzling Christmas feast, inspiring holiday cheer with its timeless message of peace, hope, and...

Step into a world of enchantment with Milwaukee Ballet's spectacular production of The Nutcracker. This beloved holiday tradition, hailed as 'equal parts smart and magical,' features nearly 200 dancers, including students from the Milwaukee Ballet School & Academy, bringing Tchaikovsky's iconic score to life. Prepare for a visually stunning performance...

Get ready for a holiday season filled with laughter and cheer with "Nuncrackers" at Sunset Playhouse. This musical comedy brings the beloved "NUNSENSE" humor to life as the Little Sisters of Hoboken tape a Christmas TV special in their convent basement. Expect favorite carols, "wacky humor," and a "Secret Santa"...

Experience the magic of the holiday season at the Wauwatosa Holiday Sip & Strolls. This festive event invites you to wander through the charming, historic Village of Wauwatosa, adorned with twinkling lights and holiday cheer. Local shops and restaurants offer delightful sips, treats, and special promotions, creating a perfect evening...

Experience the charm of downtown East Troy during the Winter Wine Walk, a highly anticipated event featuring over 20 unique wine and mead selections. Attendees can savor delightful cheese pairings while exploring local shops and enjoying the spectacular East Troy Lights holiday display. This popular event is known to sell...

The City of Greenfield Parks and Recreation Department invites children to share their holiday wishes with Santa Claus. This cherished tradition ensures that letters from Greenfield's young residents reach the North Pole. Opportunities to participate include writing letters online or dropping them off at Greenfield City Hall and local holiday...

Get ready for the return of Christmas at the Commons! This beloved community event promises festive cheer and holiday magic. Stay tuned for exciting details about what's in store for the 2025 season, including potential activities, attractions, and community gatherings.

Join neighbors and friends for the Annual Greenfield Holiday Tree Lighting, a FREE event to usher in the festive season. Enjoy a day filled with cheerful music, engaging kids' winter activities, and the magical moment of the tree lighting ceremony. Capture holiday memories with photos alongside Santa and other characters,...

Prepare for a truly magical experience at the Snow Globe Holiday Festival, a captivating event designed to immerse visitors in the spirit of the season. This enchanting festival transforms the venue into a winter wonderland, showcasing a dazzling array of creative snow globe displays that are sure to spark joy...

Milwaukee transforms into a winter wonderland with 'Hello Holidays,' offering a diverse array of festive events and activities for all ages. From dazzling light displays and charming holiday markets to cultural celebrations and family-friendly gatherings, the city invites residents and visitors to embrace the season. Enjoy tree lightings, special performances,...

Get ready for the annual West Allis Christmas Parade, a cherished community event that brings holiday spirit to life. This festive parade is a wonderful opportunity to gather with friends and family and celebrate the season. Details about the upcoming parade are expected soon, so check back for more information...

Experience the magic of the Canadian Pacific Holiday Train as it makes its festive stop in Wauwatosa. This heartwarming event supports Tosa Cares, collecting essential food and monetary donations to combat local food insecurity. Enjoy live music performances and a special visit from Santa Claus, all while soaking in the...

Join the City of Waukesha for its 62nd Annual Christmas Parade, a heartwarming tradition that transforms Downtown Waukesha into a festive wonderland. Experience the magic as marching bands fill the air with holiday cheer and beautifully decorated floats illuminate the streets. Children's eyes will sparkle with delight as they catch...

Unleash your creativity this holiday season with a unique fused glass workshop. Participants can choose to design a set of vibrant fused glass jewelry or craft two enchanting Christmas tree votives. Explore a spectrum of colors and shapes to bring your artistic vision to life, resulting in a beautiful, handmade...

Embark on a festive "Where's Elfie?" scavenger hunt through the Menomonee Falls Downtown District. Children aged 5-12 can search for hidden elves in participating businesses, enter their playing cards for a chance to win a special make-and-take craft, and contribute to a good cause by bringing food donations.

Cedarburg, Wisconsin, transforms into a magical Christmas destination, inviting visitors to recapture their holiday spirit. Stroll down a nationally recognized main street adorned with twinkling lights and charmingly decorated shop windows. Cozy up in warm cafes and restaurants, and explore a calendar packed with festive events, including films at the...