Events and Things to do in Sleepy Hollow, IL

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Sales end soon
The Wonders of Webb
Saturday at 2:00 PM
Crystal Lake · McHenry County College
Sales end soon
The Wonders of Webb
Saturday at 2:00 PM
Crystal Lake · McHenry County College
Barrington 4th of July Parade Entry Registration - Saturday, July 4 @ 10AM
Sat, Jul 4, 10:00 AM
Barrington · Main Street
Barrington 4th of July Parade Entry Registration - Saturday, July 4 @ 10AM
Sat, Jul 4, 10:00 AM
Barrington · Main Street
Sales end soon
Faster Than Light
Saturday at 3:30 PM
Crystal Lake · McHenry County College
Sales end soon
Faster Than Light
Saturday at 3:30 PM
Crystal Lake · McHenry County College
Elgin Pride Official After Party
Sat, Jun 6, 7:30 PM
Elgin · Martini Room
Elgin Pride Official After Party
Sat, Jun 6, 7:30 PM
Elgin · Martini Room
Poetry in the Park: Poet's Choice
Wed, Jun 17, 6:30 PM
Barrington · Citizens Park
Poetry in the Park: Poet's Choice
Wed, Jun 17, 6:30 PM
Barrington · Citizens Park
Almost full
FASHION VISION: INTERNATIONAL RUNWAY SHOW 16 MAY 2026
Saturday at 4:30 PM
Rolling Meadows · 3223 W Algonquin Rd
Almost full
FASHION VISION: INTERNATIONAL RUNWAY SHOW 16 MAY 2026
Saturday at 4:30 PM
Rolling Meadows · 3223 W Algonquin Rd
Sales end soon
2026 MSC (Chicago) Operation Smile Annual Charity Golf Outing
Tomorrow at 8:30 AM
West Chicago · Prairie Landing Golf Club
Sales end soon
2026 MSC (Chicago) Operation Smile Annual Charity Golf Outing
Tomorrow at 8:30 AM
West Chicago · Prairie Landing Golf Club
NICAR-NSBAR NW Suburban Broker Brunch
Thu, May 21, 11:30 AM
Barrington · Southern Belle's
NICAR-NSBAR NW Suburban Broker Brunch
Thu, May 21, 11:30 AM
Barrington · Southern Belle's
Little Mania Wrestling: Big Action, Tiny Wrestlers! Bartlett, IL!
Sat, May 30, 8:00 PM
Bartlett · Midway Sports Bar
Little Mania Wrestling: Big Action, Tiny Wrestlers! Bartlett, IL!
Sat, May 30, 8:00 PM
Bartlett · Midway Sports Bar
Rebellion Kettlebell's 6th Annual Ruck to Remember
Sun, May 24, 10:30 AM
St. Charles · Riverlands Brewing Company
Rebellion Kettlebell's 6th Annual Ruck to Remember
Sun, May 24, 10:30 AM
St. Charles · Riverlands Brewing Company
Mother's Day Sound Journey in Elgin 5-20
Wed, May 20, 7:00 PM
Elgin · The Haight
Mother's Day Sound Journey in Elgin 5-20
Wed, May 20, 7:00 PM
Elgin · The Haight
6/9- South Barrington, IL- Gold Rush
Tue, Jun 9, 7:00 PM
South Barrington · 100 W Higgins Rd
6/9- South Barrington, IL- Gold Rush
Tue, Jun 9, 7:00 PM
South Barrington · 100 W Higgins Rd
Sales end soon
Singles Mixer 35+
Saturday at 5:30 PM
St. Charles · 1400 W Main St
Sales end soon
Singles Mixer 35+
Saturday at 5:30 PM
St. Charles · 1400 W Main St
Patriotic Brass & Percussion in the Park with the Elgin Symphony Orchestra
Wed, Jul 1, 6:30 PM
Barrington · Citizens Park
Patriotic Brass & Percussion in the Park with the Elgin Symphony Orchestra
Wed, Jul 1, 6:30 PM
Barrington · Citizens Park
Going fast
Singles Social Mixer Schaumburg, IL Westwood Tavern
Tomorrow at 6:30 PM
Schaumburg · Westwood Tavern
Going fast
Singles Social Mixer Schaumburg, IL Westwood Tavern
Tomorrow at 6:30 PM
Schaumburg · Westwood Tavern
Almost full
5/18- Kildeer, IL- A Derby Soiree
Monday at 7:00 PM
Kildeer · Cooper’s Hawk Winery & Restaurant
Almost full
5/18- Kildeer, IL- A Derby Soiree
Monday at 7:00 PM
Kildeer · Cooper’s Hawk Winery & Restaurant
Sales end soon
Introduction to the world of coffee roasting
Today at 6:00 PM
St. Charles · Maple Leaf Roasters Coffee House (Cafe Location)
Sales end soon
Introduction to the world of coffee roasting
Today at 6:00 PM
St. Charles · Maple Leaf Roasters Coffee House (Cafe Location)
MAGIC HUNKS AUSTRALIA TAKEOVER BARTLETT,IL USA!!!
Sat, Jun 13, 8:00 PM
Bartlett · Midway Sports Bar
MAGIC HUNKS AUSTRALIA TAKEOVER BARTLETT,IL USA!!!
Sat, Jun 13, 8:00 PM
Bartlett · Midway Sports Bar
Mahjong 101: Shop and Mahj
Sun, May 31, 1:30 PM
Bartlett · Second Chances Curated Living
Mahjong 101: Shop and Mahj
Sun, May 31, 1:30 PM
Bartlett · Second Chances Curated Living
Ron Keaton Performs "Benjamin Franklin and the First Embassy"
Sat, Jun 6, 7:30 PM
Barrington · Barrington's White House
Ron Keaton Performs "Benjamin Franklin and the First Embassy"
Sat, Jun 6, 7:30 PM
Barrington · Barrington's White House

Trends in Sleepy Hollow

Explore more trends

Frequently asked questions about Sleepy Hollow

What are the best events to attend?

According to Eventbrite, the best events are:

Barrington 4th of July Parade Entry Registration - Saturday, July 4 @ 10AM

Faster Than Light

Elgin Pride Official After Party

Poetry in the Park: Poet's Choice

Which events are currently trending in Sleepy Hollow?

The trending searches this month in Sleepy Hollow are:

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Introduction to the world of coffee roasting

2026 MSC (Chicago) Operation Smile Annual Charity Golf Outing

Singles Social Mixer Schaumburg, IL Westwood Tavern

The Wonders of Webb

The Wonders of Webb

The Wonders of Webb

Barrington 4th of July Parade Entry Registration - Saturday, July 4 @ 10AM

Barrington 4th of July Parade Entry Registration - Saturday, July 4 @ 10AM

Faster Than Light

Faster Than Light

Elgin Pride Official After Party

Elgin Pride Official After Party

Poetry in the Park: Poet's Choice

Poetry in the Park: Poet's Choice

FASHION VISION: INTERNATIONAL RUNWAY SHOW 16 MAY 2026

FASHION VISION: INTERNATIONAL RUNWAY SHOW 16 MAY 2026

2026 MSC (Chicago) Operation Smile Annual Charity Golf Outing

2026 MSC (Chicago) Operation Smile Annual Charity Golf Outing

NICAR-NSBAR NW Suburban Broker Brunch

NICAR-NSBAR NW Suburban Broker Brunch

Little Mania Wrestling: Big Action, Tiny Wrestlers! Bartlett, IL!

Little Mania Wrestling: Big Action, Tiny Wrestlers! Bartlett, IL!

Rebellion Kettlebell's 6th Annual Ruck to Remember

Rebellion Kettlebell's 6th Annual Ruck to Remember

Mother's Day Sound Journey in Elgin 5-20

Mother's Day Sound Journey in Elgin 5-20

6/9- South Barrington, IL- Gold Rush

6/9- South Barrington, IL- Gold Rush

Singles Mixer 35+

Singles Mixer 35+

Patriotic Brass & Percussion in the Park with the Elgin Symphony Orchestra

Patriotic Brass & Percussion in the Park with the Elgin Symphony Orchestra

Singles Social Mixer Schaumburg, IL Westwood Tavern

Singles Social Mixer Schaumburg, IL Westwood Tavern

5/18- Kildeer, IL- A Derby Soiree

5/18- Kildeer, IL- A Derby Soiree

Introduction to the world of coffee roasting

Introduction to the world of coffee roasting

MAGIC HUNKS AUSTRALIA TAKEOVER BARTLETT,IL USA!!!

MAGIC HUNKS AUSTRALIA TAKEOVER BARTLETT,IL USA!!!

Mahjong 101: Shop and Mahj

Mahjong 101: Shop and Mahj

Ron Keaton Performs "Benjamin Franklin and the First Embassy"

Ron Keaton Performs "Benjamin Franklin and the First Embassy"

Things to do around Sleepy Hollow

Trends in Sleepy Hollow

1. Silent auction

2. Gala auction

3. Charity auction

4. Benefit auction

What are the best events to attend?

Which events are currently trending in Sleepy Hollow?

Which events are coming up?