Music Festivals near Highwood, IL.

Honky Tonk Weekend

• Jul. 18 - Jul 20, 2025
• 28 Mile Distilling Company - Highwood, IL USA

• Food / Wine / Beer
• Music
• Nightlife

• FREE!!

Kicking off June 20-22 and again July 18-20, the public* will experience a weekend of FREE live Nashwood-style music beginning at 4 PM on Fridays an ....

Broadway Night at the Grant Park Music Festival

• Jul. 25 - Jul 26, 2025
• Jay Pritzker Pavilion - Chicago, IL USA

• Music

For over 90 years, the Grant Park Music Festival has offered free classical music in the heart of Chicago. Celebrate the enduring legacy of Rodgers an ....

Christmas in July: Tinsel & Tunes

• Jul. 25 - Jul 26, 2025
• Pippin’s Tavern - Chicago, IL USA

• Music

For one night only, the Pippin’s Lounge transforms into a festive holiday pop-up for Tinsel & Tunes: Christmas in July on Friday, July 25 from 9pm to ....

Wow Fest 2025

• Jul. 27 - Jul 27, 2025
• 3301 Aldis St - East Chicago, IN USA

• Music

W.O.W. Foundation, Inc. (Working Outside The Walls Foundation, Inc.) is a community outreach program that focuses on our youth throughout the tri-city ....

Harper Court Summer Music Series - Meagan McNeal & DJ Lady D

• Aug. 7 - Aug 7, 2025
• 5235 S Harper Ct - Chicago, IL USA

• Music

FREE OUTDOOR CONCERTS SPONSORED BY THE UNIVERSITY OF CHICAGO IN PARTNERSHIP WITH THE SILVER ROOM Thursday, August 7 MEAGAN MCNEAL from 7-8 p.m. DJ LA ....

JJ Smith Live at Depot in Canopy by Hilton Chicago Central Loop

• Aug. 7 - Aug 7, 2025
• Canopy by Hilton Chicago Central Loop - Chicago, IL USA

• Music

JJ Smith is a standout local talent known for his emotionally charged blend of rock and folk. Join us for an unforgettable night of live music, craft ....

Veggie Fest Chicago 2025

• Aug. 9 - Aug 10, 2025
• Danada South Park - Lisle, IL USA

• Music

• $1 - $10

15th Annual Veggie Fest Chicago Returns to Lisle, IL August 9 & 10, 2025 One of North America’s largest and most celebrated vegetarian food and well ....

Free Music in Island Park - Mambo Surfers

• Aug. 23 - Aug 23, 2025
• Island Park - Racine, WI USA

• Music

Join us for a free music concert in beautiful Island Park on Saturday, August 23 from 3pm-7pm. Bring your blankets, lawn chairs, and snack...and enjoy ....

WingOut Chicago 2025

• Aug. 30 - Aug 31, 2025
• Gallagher Way - Chicago, IL USA

• Food / Wine / Beer
• Music

• $10 - $25

Discover WingOut Chicago: The Ultimate Chicken Wing Block Party Join us at Gallagher Way in Wrigleyville for Chicago's most mouth-watering outdoor ev ....

2nd Annual Hyde Park Best Steppers Contest with DJ Eric "ET" Taylor

• Sep. 4 - Sep 4, 2025
• 5235 S Harper Ct - Chicago, IL USA

• Music

FREE OUTDOOR CONCERTS SPONSORED BY THE UNIVERSITY OF CHICAGO IN PARTNERSHIP WITH THE SILVER ROOM Thursday, September 4 2ND ANNUAL BEST STEPPERS CONTE ....

Bloomin' Bands

• Sep. 5 - Sep 5, 2025
• Kenosha Moose Lodge #286 - Kenosha, WI USA

• Music

Join us for Bloomin’ Bands, brought to you by the Kiwanis Club of Western Kenosha in collaboration with Cross Roads of Kenosha! Mark your calendars fo ....

Soul Jam - The Grand Finale

• Sep. 6 - Sep 6, 2025
• Soulful Prairies - Woodstock, IL USA

• Arts (Performing Arts)
• Community (Community / Social)
• Food / Wine / Beer
• Music
• Outdoor / Recreation

• $50 - $100

 $75 | July 1st - September 5th Day Of: $85 | September 6th - Purchase at Gate *Children 10 years old and under - Free* GOOD MUSIC, GOOD PEO ....

Bloomin' Bands

• Sep. 6 - Sep 6, 2025
• Kenosha Moose Lodge #286 - Kenosha, WI USA

• Music

Join us for Bloomin’ Bands, brought to you by the Kiwanis Club of Western Kenosha in collaboration with Cross Roads of Kenosha! Mark your calendars fo ....

Pound the Pavement 5K

• Sep. 20 - Sep 20, 2025
• Festival Park - Racine, WI USA

• Music

• $10 - $25
• $25 - $50

Starting East of Sam Johnson Parkway and Lake Avenue (1 block east of the former starting place at 6th and Main) in Downtown Racine at 10:00 am follow ....

St. Charles 66th Annual Fall Festival and Turkey Dinner

• Sep. 27 - Sep 28, 2025
• 440 Kendall St - Burlington, WI USA

• Music

The fun begins Saturday, Sept. 27th with FM Rodeo, 7 - 10:30pm. The night includes music, raffles, food and fun under the beer tent. Sunday features o ....

A Cafely Classic for National Coffee Day

• Sep. 29 - Sep 29, 2025
• Cafely - Chicago, IL USA

• Music

• FREE!!

There’s something magical about the aroma of freshly brewed coffee that instantly wraps you in a warm, nostalgic hug, isn’t there? On September 29, Na ....

Celebrate Smooth Blends with Cafely

• Sep. 29 - Sep 29, 2025
• Cafely - Chicago, IL USA

• Music

• FREE!!

Hey there, coffee lovers! Let’s raise a mug to National Coffee Day on September 29, a day that feels like a warm hug for everyone who finds joy in tha ....

Area 52: Embracing New Horizons

• Jan. 31 - Jan 31, 2026
• Area 52 - Kenosha, WI USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? Exploring Cutting-Edge Wellness with Area 52 Wellness is a personal journey, and Area 52 prov ....

Area 52: Exploring the Outer Limits

• Jan. 31 - Jan 31, 2026
• Area 52 - Chicago, IL USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? Introduction to Area 52: Pioneers in the Realm of Legal hemp-derived delta 9 tetrahydrocannabi ....

Area 52: Expanding Possibilities

• Jan. 31 - Jan 31, 2026
• Area 52 - Chicago, IL USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? In the ever-evolving landscape of the weed industry, few brands have managed to establish them ....

Area 52: The Art of Discovery

• Jan. 31 - Jan 31, 2026
• Area 52 - Chicago, IL USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? Discover the Cosmic World of Area 52: Your Premier Destination for Legal hemp-derived delta 9 ....

Come Together: The Ultimate Beatles Tribute at AIRE Rooftop

• Jul. 13 - Jul 13, 2025
• 100 W Monroe St floor 24 - Chicago, IL USA

• Music

• $25 - $50

Take a magical "Ticket to Ride" and join us at AIRE Rooftop, high in the air under starlight! Sing along to the melodies that make you feel "Here Come ....

32nd African/Caribbean International Festival of Life (IFOL)

• Jul. 11 - Jul 13, 2025
• Park No. 540 - Chicago, IL USA

• Music

• $10 - $25
• $25 - $50

32nd African/Caribbean International Festival of Life (IFOL) The 32nd Annual IFOL: A Celebration of African & Caribbean Culture Join us for the 32nd ....

Harper Court Summer Music Series - Midnight Sun & DJ Shazam Bangles

• Jul. 10 - Jul 10, 2025
• 5235 S Harper Ct - Chicago, IL USA

• Music

FREE OUTDOOR CONCERTS SPONSORED BY THE UNIVERSITY OF CHICAGO IN PARTNERSHIP WITH THE SILVER ROOM Thursday, July 10 MIDNIGHT SUN from 7-8 p.m. DJ SHAZ ....

Concerts in the Park: Trabuco Salsa

• Jun. 29 - Jun 29, 2025
• Scoville Park - Oak Park, IL USA

• Music

Enjoy music every Sunday in Scoville Park, 6:00-7:30P. This week features Trabuco Salsa, a salsa band. In the event of bad weather, please check the ....