Upcoming Special Events

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 Friday, August 1

 LP Vinyl, Classic Rock 

5:00pm Start setting up chairs. 

6:00 - 9:45 Live Music - Two bands

Experience the best Chicagoland bands at our FREE Family Friendly Friday Summer Concert Series. Dine and drink from local restaurants.   No outside food or drink allowed. Restaurants will be serving specials just for you!  

 FREE

August 23-24

 See over 60 Artisans in varied mediums including: Acrylic, Fibre, Glass, Graphics, Jewelry, Mixed Media, Oil Painting, Photography, Pottery, Watercolor and Wood. Many artists do custom and commission pieces and murals!

Enjoy live music & cold beer! Plus, delicious local food trucks and a children play area at Lake Ellyn Park, a 28.7-acre park known as the gem of Glen Ellyn. Dog friendly and FREE admission 

  May 31 - Sept 21

Glen Ellyn is celebrating Hokusai and Ukiyo-e: The Floating World exhibition with cultural experiences for one and all. Visit our Downtown to experience themed public art, decorated storefronts, colorful dragon sculptures, lanterns, photo opportunities, specialty menus and cocktails, shopping, plus fun and engaging events all summer long!
 

August viewing at the Glen Ellyn Public Library

In partnership with the Bookstore of Glen Ellyn, and the Glen Ellyn Public Library, participate in the Origami Summer Scavenger Hunt. For the entire months of June and July, 20 pieces were found throughout Glen Ellyn. View all the pieces in August at the Glen Ellyn Public Library.

June thru August

 Find twenty hand painted, whimsical dragon sculptures hidden around town—each one designed by a local artist.

This public art installation is part of a larger celebration of Hokusai and Ukiyo-e: The Floating World, the new exhibit at the Cleve Carney Museum of Art at the College of DuPage. 

 Catch all the Dragons at the Festival of the Arts at Lake Ellyn on August 23-24! Bid on your favorite and help fund Public Art in Downtown Glen Ellyn. It's a win-win! FREE

Friday, September 5

 Hillybilly Rockstarz, Country Night

5:00pm Start setting up chairs. 

6:00 - 9:45 Live Music - Two bands

 Get ready for a boot-stompin' good time at the Friday Summer Concert Series on Main Street! Join us for Country Night, starring Chicagoland's #1 country band, Hillbilly Rockstarz! Come early to snag the best spot and set up your chairs by 5:00 pm. Enjoy live music, dine and drink from Downtown Glen Ellyn's finest. And guess what? It's all FREE! See y'all there! 

September 18

Two Performances- 6:30PM & 8:30PM

St. Mark's Episcopal Church

393 N Main St, Glen Ellyn, IL 60137

 Get ready for an enchanting evening at the Illuminated Concert Series! On Thursday, September 18, join us at St. Mark's Episcopal Church for candlelit performances influenced by the Rat Pack at 6:30 pm and Coldplay at 8:30 pm. Cabernet & Company will host the reception, and with every ticket, you get a drink and a $20 dining voucher for a Downtown Glen Ellyn Restaurant. Limited tickets available, so grab yours before the lights go out! 

Sept 18-20

  Ready for a schnitzel-tastic time? Head to Glen Ellyn Oktoberfest from Sept 18-20 at Two Hound Red Brewing Co. for live tunes, fun activities, and delicious German eats and brews. Lederhosen optional, fun guaranteed. And guess what? It's FREE to enter!
 

October

 Think your house is the spookiest on the block? Register for our Halloween Home Decorating Contest and prove it! Go all out and let's create a map of spooky homes for everyone to enjoy the drive with family and friends! Some houses maybe on the Glen Ellyn Halloween Trolley route! 

 Thursday, October 9

 Join us for Witches Walk on Thursday, October 9, in Downtown Glen Ellyn! Enjoy spellbinding fashion, magical home decor, and enchanting accessories under the moonlight. Expect raffles, witches brew, and some spell-casting fun. Don't miss out on this enchanting evening! 

 Sunday, October 26

  Tickets go on sale September 1, 2025

Hop aboard the charming Halloween Trolley for a spellbinding evening full of festive sights and spirited stories! This seasonal ride whisks you through the town’s most whimsically decorated neighborhoods, where glowing jack-o'-lanterns, spooky skeletons, and autumnal enchantments light the way.

 Thursdays November 6 & 13

Join us for the highly anticipated Ladies Night Out in Downtown Glen Ellyn!  Grab your friends and spend the evening strolling through the cutest shops and boutiques finding the best gifts on your holiday list.    Don't miss the many discounts and specials while enjoying wine and treats along the way! 

Tickets go on sale October 1, 2025  

Through December

Downtown Glen Ellyn offers the perfect picturesque holiday shopping experience for the season. Our charming historic downtown is home to trendiest boutiques and locally owned shops each brimming with treasures for everyone on your holiday list. Find our favorite 2025 gift ideas in our Downtown Glen Ellyn Holiday Shopping Guide.

FREE

Through December

Light Up Glen Ellyn!  Who on your block is the Clark Griswold of Holiday Lights? Show off your home in all its holiday splendor! Categories:

• Best Overall
• Most traditional
• Most whimsical
• The Clark Griswold Award

Registration available November 1, 2025

November 27 - December 15

 Glen Ellyn's very own Santa mailbox will return on the northeast corner of Main Street and Crescent Boulevard. Letters “mailed” by Monday, December 15 will receive a response from Santa, along with a signed photo. Please make sure letters include a legible return address so that Santa can reply. The mailbox will return to the North Pole on Monday, December 16 until next Christmas! 

FREE

November 26 - December 25

Grab a cocoa and walk through Downtown Glen Ellyn this holiday Season for the pure magic of it all. Witness the creativity, inspiration and imagination of the holidays. A beautifully decorated window can make even the coldest of days feel a bit warmer.

FREE

Saturdays & Sundays

November 29 - Dec 21 

10:30am - 12:30pm   

(times may vary)

 Ho Ho Ho, Santa Claus is coming to town! Don’t miss your chance to snap a photo with Santa and share your Christmas wishes. Visit with Santa at his Glen Ellyn weekend House off Main St. Don't miss out on this new tradition while you shop & dine in Downtown Glen Ellyn.

FREE

Thursdays December 4, 11 & 18

  What’s the best way to get into the holiday spirit? Hop aboard our classic Victorian trolley for a 30-min narrated tour of our festive Downtown and see the best decked-out homes in a warm trolley. This ride will include a little Glen Ellyn History, local holiday lights with a few jokes in between. Check in is at 515 Crescent @The North Pole, where all are welcome to warm up with hot cocoa, get your picture with Santa and much more!

Thank you to our Trolley Sponsor @properties Christie's International Real Estate.

Tickets go on sale November 1, 2025

Wednesday, December 10

 Jingle, mingle, and enjoy discounted nibbles and nog at participating restaurants while sporting your best festive attire.

Choose your first stop to check in, grab your light up necklace and program. Then the night is free to roam to all the restaurants and see friends and family along the way. 

Tickets go on sale November 1, 2025