Don’t Miss These Memorial Day Weekend Festivals

After you've honored our nation's heroes, make sure to enjoy these Memorial Day Weekend festivals.

Star Events

After you’ve honored our nation’s heroes, make sure to enjoy these Memorial Day Weekend festivals.

Mole de Mayo Memorial Day Weekend Festivals

Mole de Mayo. Photograph courtesy of Star Events.

Mole de Mayo

May 26–28
Ashland and 18th Street
Friday from 5 p.m.–10 p.m.
Saturday from 12 p.m.–10 p.m.
Sunday from 12 p.m.–9 p.m.

Dip your toe into the character-filled and unique Pilsen neighborhood during Mole de Mayo. This annual celebration has local chefs and restaurants competing to see who makes the best mole. The popular Mexican sauce is never the same as you can add all kinds of ingredients, but the base is usually a chili pepper with the most popular mole being the mole poblano. Other food vendors will be on hand at the festival along with two live music stages featuring great Latin bands, an open-air market, and even a lucha libre wrestling ring.

Belmont-Sheffield Music Fest Memorial Day Weekend Festivals

Belmont-Sheffield Music Fest

Belmont-Sheffield Music Fest

May 27–28, 12 p.m.–10 p.m.
3200 N. Sheffield Ave.
Admission: $5 donation

If you love cover bands and tribute bands then get off at the Belmont stop on the Red Line for the Belmont-Sheffield Music Fest. If you still haven’t recovered from the One Direction or even NSYNC breakup catch the Boy Band Review; for classic rock don’t miss the Led Zeppelin tribute band Kashmir; and for everything from Taylor Swift to “Les Misérables” see Rod Tuffcurls and The Bench Press. These are just some of the bands playing at the festival. You’ll also get to enjoy some of the great food and drink vendors that call Lakeview home.

Greek and Mediterranean Wine Festival Memorial Day Weekend Festivals

Greek and Mediterranean Wine Festival. Photograph courtesy of Special Events Management.

Greek and Mediterranean Wine Festival

May 27–28, 12 p.m.–9 p.m.
Wine Tastings: 2 p.m.–6 p.m. for $40
Halsted Street between Van Buren Street and Jackson Street

The Greek and Mediterranean Wine Fest debuts this weekend allowing visitors to get a taste of gyros and wine. Enjoy dishes from the iconic Greek restaurants, music from Greek bands and dancers, and sample up to 15 varietals.

MB Bike the Drive

May 28, 5:30 a.m.–10:30 a.m.
Festival from 8 a.m.–12 p.m.
Grant Park, at Jackson Street and Columbus Drive
Registration: $54 for adults and $17 for children 17 and under

Celebrate bicycle culture at MB Bike the Drive. For 16 years Activate Transportation Alliance has shut down Lakeshore Drive to cars and allowing people to ride their bikes for almost five hours. Along with enjoying the beautiful views you can challenge yourself with the new 30-minute challenge where you’ll get a reward based on your achievements. After the ride enjoy the festival filled with live music, breakfast, vendors, and more.

Written By Joel Mora

Joel Mora is editor at Concierge Preferred. Born and raised in Miami, Fl., Joel has slowly ate, drank, and explored his way up north refining all his senses to prepare for the stampede of delicious dining, notorious nightlife, stellar shopping, and captivating culture that calls Chicago home. In the wild he’ll be the red-bearded Cuban with a Lagunitas IPA in his hand.

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