West Englewood Christmas Markets 2025

Celebrate the start of the holiday season at the Hyde Park Holly-Day, a FREE family-friendly event on Saturday, December 6, 2025. Explore multiple festive locations including Harper Court, The Promontory, and the Hyde Park Shopping Center Courtyard for a day...

Discover delightful cookie gift trays from The Polo Inn, perfect for spreading holiday cheer. These handcrafted treats are beautifully presented and make wonderful gifts for friends, family, or colleagues. Treat yourself or someone special to a delicious assortment of festive...

Discover the magic of the Holiday Road, a vibrant stretch of Western Avenue transformed into a festive celebration. This event offers a delightful mix of shopping specials, kids' activities, and unique food and drink options. Enjoy free trolley rides, visit...

Discover unique, handcrafted treasures at the Logan Square Makers Market & Bar Hop. This event brings together over 100 local artisans and small businesses, offering a diverse array of handmade goods. Complement your shopping with a festive bar hop, visiting...

Experience the magic of the Randolph Street Holiday Market, a premier destination for unique gifts and festive finds. Browse an eclectic mix of vintage treasures and modern artisan creations from over 125 vendors spread across three floors. Discover one-of-a-kind decorative...

Experience the magic of the Randolph Street Holiday Market, a premier shopping destination for unique gifts and festive finds. Discover a curated selection of over 100 vendors offering everything from vintage treasures and artisanal crafts to holiday decor and one-of-a-kind...

Get ready for a magical holiday experience as Jack Frost returns in November 2025. This festive pop-up event promises to bring the enchantment of the North Pole to life. Join their VIP list for exclusive updates and surprises, ensuring you...

Step into a magical European winter wonderland at the Christkindlmarket Chicago. This beloved holiday tradition offers a unique shopping experience with over 100 international and local vendors selling handmade crafts, ornaments, and gifts. Savor the aromas of roasted nuts, fresh...

Discover unique holiday treasures at the Millennium Park Holiday Market. Browse a curated selection of goods from local artists and makers, featuring everything from holiday-themed items and children's gifts to artwork, jewelry, and home décor. Enjoy live entertainment and festive...

Discover unique, handmade treasures at the Renegade Craft Fair's Winter event in Chicago's West Loop. Browse offerings from over 170 curated artists, perfect for finding distinctive holiday gifts. This indoor market provides a vibrant atmosphere to connect with creators and...

Discover Chicago's premier holiday shopping destination at The One of a Kind Holiday Show. This highly anticipated event brings together over 600 talented artists, designers, and makers, offering a vast array of unique, handmade gifts. Browse thousands of handcrafted items...

Discover a delightful holiday market experience at The Gwen, a Luxury Collection Hotel. This event brings together a curated selection of local artisans and vendors, offering a unique opportunity to find handcrafted gifts, festive decorations, and seasonal treasures. Immerse yourself...

Experience the charm of the Romeoville Winter Wonderland Holiday Market, a festive gathering for the community. Browse unique, handcrafted holiday-themed items from local makers, perfect for finding special gifts. Enjoy a variety of entertainment and festive food options within a...

Get into the holiday spirit at The Salt Shed's Holiday Gift Market. This vibrant event showcases Chicago's finest artisans, jewelers, ceramicists, and vintage vendors, offering a perfect opportunity to find unique gifts for everyone on your list. Explore one-of-a-kind jewelry,...

Step into the holiday spirit at the Holiday Housewalk & Market in Oak Park and River Forest. This cherished local tradition invites you to tour four stunning homes, each adorned with festive decorations and offering inspiration for your own seasonal...

Experience a delightful holiday celebration at Crestwood's Christmas Market with Santa. This festive event features a charming market with holiday-themed merchants, opportunities to write letters to Santa, and creative cookie decorating sessions. Visitors can also enjoy warm hot chocolate and...

Discover unique treasures and festive cheer at the AA Stagg Music Boosters Fall Craft Show. This vibrant event showcases the finest local crafters, offering a wide selection of handmade gifts, ornaments, and artisanal goods perfect for the holiday season. Enjoy...

Discover the magic of Winterfest and the beloved Cookie Walk in downtown Oak Park. This festive event invites visitors to stroll through the charming streets, collecting delicious cookies from participating local businesses. It's a perfect way to embrace the holiday...

Experience the best of the Midwest at Green City Market Avondale, an indoor farmers' market running select Saturdays from December through March. Discover a wide array of local, sustainable farmers and food producers offering fresh seasonal produce, artisanal goods, and...

Discover unique, handmade treasures at the St. Christopher Family School Association's Annual Holiday Craft Show. This cherished event showcases over 50 juried crafters and vendors, offering a diverse array of original creations perfect for holiday gifting. All proceeds directly benefit...

Discover unique treasures at the Ravenswood Holiday Craft Show, a vibrant marketplace showcasing the Midwest's best in artisanal food, fashion, home goods, and art. Meet and shop directly from over 100 independent creators, celebrating their ingenuity and passion. It's the...

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 for the 59th annual Hinsdale Christmas Walk, a cherished community event brimming with holiday cheer. This magical evening features visits with Santa Claus, a delightful Santa's Village, an enchanting tree lighting ceremony, and festive rides on the holiday...

Experience the magic of the season at Tinley Park's Holiday Happenings! This beloved annual event transforms Downtown Tinley Park into a festive wonderland. Browse unique gifts and artisanal crafts at the Holiday Market, and savor delicious seasonal treats and warm...

Experience the festive spirit at the Tinley Park Holiday Market. Discover a delightful array of handcrafted gifts, unique decorations, and seasonal treats from local artisans and vendors. It's the perfect place to find special Christmas presents and soak in the...

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...