Best events in
Highwood

Looking for events or things to do in Highwood, IL? Known as a dining and nightlife destination on the North Shore, its walkable downtown is packed with independent venues. The local scene is fueled by a mix of weekly community markets and distinctive annual food and music festivals.

Downtown Highwood's pedestrian-friendly layout makes it easy to build an evening by visiting a distillery like 28 Mile Distilling Company before catching a set at The Toadstool Pub.
Live music is a local staple, with venues ranging from the vinyl-focused Mojo's Vinyl Bar to craft breweries and cocktail lounges.
Everts Park serves as a central hub for community gatherings, including the weekly Highwood Evening Gourmet Market and The Great Highwood Pumpkin Fest.

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Events near Highwood

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Bad Words - In Conversation with Rioghnach Robinson

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Matchmaker Bookshop

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An Evening with Fiona Davis at The Book Stall

Thu, Oct 15 • 6:30 PM

The Book Stall

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ZETEO LIVE IN CHICAGO | 'Night Flower: Inside AIPAC’s Fight for Influence'

Tue, Oct 20 • 7:00 PM

Pickwick Theatre

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40th Annual BMA Conference & Celebration

Sat, Oct 24 • 8:30 AM

Kellogg Global Hub White Auditorium

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ACOTAR #6 Midnight Release Party

Mon, Oct 26 • 10:00 PM

O'Toole's Libertyville

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Wrigleyville Halloween Crawl - Chicago's BIGGEST Halloween Party

Sat, Oct 31 • 5:00 PM

Wrigleyville's Best Bars (full list in event details)

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Kellogg Private Equity & Venture Capital Conference 2026

Wed, Nov 4 • 8:00 AM

Kellogg School of Management

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ОЛЕКСАНДР ПОНОМАРЬОВ CHICAGO благодійний концерт Revived Soldiers Ukraine

Sun, Nov 15 • 6:00 PM

Christian Heritage Academy

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Bad Words - In Conversation with Rioghnach Robinson

Tomorrow • 6:00 PM

Matchmaker Bookshop

Check ticket price on event

An Evening with Fiona Davis at The Book Stall

Thu, Oct 15 • 6:30 PM

The Book Stall

Check ticket price on event

ZETEO LIVE IN CHICAGO | 'Night Flower: Inside AIPAC’s Fight for Influence'

Tue, Oct 20 • 7:00 PM

Pickwick Theatre

Check ticket price on event

40th Annual BMA Conference & Celebration

Sat, Oct 24 • 8:30 AM

Kellogg Global Hub White Auditorium

Check ticket price on event

ACOTAR #6 Midnight Release Party

Mon, Oct 26 • 10:00 PM

O'Toole's Libertyville

Check ticket price on event

Wrigleyville Halloween Crawl - Chicago's BIGGEST Halloween Party

Sat, Oct 31 • 5:00 PM

Wrigleyville's Best Bars (full list in event details)

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Kellogg Private Equity & Venture Capital Conference 2026

Wed, Nov 4 • 8:00 AM

Kellogg School of Management

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ОЛЕКСАНДР ПОНОМАРЬОВ CHICAGO благодійний концерт Revived Soldiers Ukraine

Sun, Nov 15 • 6:00 PM

Christian Heritage Academy

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How To Be Kind To Yourself - Shahroo Izadi

Wednesday • 7:00 PM GMT+1

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HBR Press Webinar: Resilient Optimism

Thursday • 8:00 AM EDT

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HBR Book Webinar: Resilient Optimism

Thursday • 1:00 PM GMT+1

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Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

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(WATCH ONLINE) Dr. Jonathan Sarna with Joseph Weisberg

Tue, Oct 27 • 6:30 PM EDT

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Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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How To Be Kind To Yourself - Shahroo Izadi

Wednesday • 7:00 PM GMT+1

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HBR Press Webinar: Resilient Optimism

Thursday • 8:00 AM EDT

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HBR Book Webinar: Resilient Optimism

Thursday • 1:00 PM GMT+1

Check ticket price on event

Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

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(WATCH ONLINE) Dr. Jonathan Sarna with Joseph Weisberg

Tue, Oct 27 • 6:30 PM EDT

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Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Nearby cities

Chicago

23 miles away

Evanston

13 miles away

Aurora

40 miles away

Oak Park

22 miles away

Naperville

35 miles away

Lisle

32 miles away

Rolling Meadows

15 miles away

Lombard

27 miles away

Wheaton

28 miles away

Oak Brook

26 miles away

Mokena

46 miles away

St. Charles

33 miles away

Tinley Park

44 miles away

Northbrook

6 miles away

Kenosha

26 miles away

Oak Lawn

34 miles away

Harvey

41 miles away

Elgin

27 miles away

Crystal Lake

28 miles away

Mount Prospect

12 miles away

Woodridge

33 miles away

Barrington

17 miles away

Gurnee

13 miles away

Joliet

49 miles away

Griffith

49 miles away

Downers Grove

31 miles away

Alsip

38 miles away

Elmhurst

22 miles away

Bolingbrook

38 miles away

River Grove

19 miles away

Chicago

23 miles away

Evanston

13 miles away

Aurora

40 miles away

Oak Park

22 miles away

Naperville

35 miles away

Lisle

32 miles away

Rolling Meadows

15 miles away

Lombard

27 miles away

Wheaton

28 miles away

Oak Brook

26 miles away

Mokena

46 miles away

St. Charles

33 miles away

Tinley Park

44 miles away

Northbrook

6 miles away

Kenosha

26 miles away

Oak Lawn

34 miles away

Harvey

41 miles away

Elgin

27 miles away

Crystal Lake

28 miles away

Mount Prospect

12 miles away

Woodridge

33 miles away

Barrington

17 miles away

Gurnee

13 miles away

Joliet

49 miles away

Griffith

49 miles away

Downers Grove

31 miles away

Alsip

38 miles away

Elmhurst

22 miles away

Bolingbrook

38 miles away

River Grove

19 miles away

Frequently asked questions about Highwood

Where can I find live music events in Highwood?

Look for performances at local pubs, bars, and distilleries. The Toadstool Pub frequently has live acts, and 28 Mile Distilling Company hosts artists in its cocktail lounge. Highwood also hosts the annual Nashwood music festival across multiple venues.

What are some popular food and drink events in Highwood?

Highwood is known for its unique food and drink festivals. The city hosts annual events focused on specific themes, including Garlic Fest and Bloody Mary Fest. The weekly Highwood Evening Gourmet Market is also a major draw in warmer months.

How can I experience nightlife in downtown Highwood?

Explore the dense collection of bars along Green Bay and Sheridan Roads. Enjoy craft beer at Broken Tee Brewing Co., sample wine at Pazzo di Vino, or visit a unique spot like Mojo's Vinyl Bar for a lively night out with great music.

Are there popular outdoor events in the area?

Yes, Everts Park is the center for many outdoor community events. It hosts the Highwood Evening Gourmet Market weekly from June through August, along with large annual celebrations like The Great Highwood Pumpkin Fest.

What's a good idea for a date night in Highwood?

A great date night could involve wine tasting or craft cocktails. Pazzo di Vino offers a tasting room and patio seating, while 28 Mile Distilling Company provides a unique atmosphere with its 1920s-style lounge and courtyard.

What kind of annual festivals does Highwood host?

Highwood hosts several creative annual festivals and pub crawls. Beyond food-centric events, the city puts on the Nashwood music festival and the themed Elf Invasion Pub Crawl, which draws crowds to various downtown establishments.

Which neighborhood in Highwood is best for finding things to do?

Downtown Highwood is the main hub for entertainment and events. Its walkable layout is packed with restaurants, bars, and venues, making it easy to enjoy an entire evening of activities without needing to drive between spots.

Where are some unique bars to check out in Highwood?

Mojo's Vinyl Bar offers a distinct experience with over 5,000 records. For a different vibe, Pazzo di Vino is a local winery with a tasting room, and 28 Mile Distilling Company features a 1920s-meets-modern aesthetic.

Events near Highwood

Bad Words - In Conversation with Rioghnach Robinson

An Evening with Fiona Davis at The Book Stall

ZETEO LIVE IN CHICAGO | 'Night Flower: Inside AIPAC’s Fight for Influence'

40th Annual BMA Conference & Celebration

ACOTAR #6 Midnight Release Party

Wrigleyville Halloween Crawl - Chicago's BIGGEST Halloween Party

Kellogg Private Equity & Venture Capital Conference 2026

ОЛЕКСАНДР ПОНОМАРЬОВ CHICAGO благодійний концерт Revived Soldiers Ukraine

Bad Words - In Conversation with Rioghnach Robinson

An Evening with Fiona Davis at The Book Stall

ZETEO LIVE IN CHICAGO | 'Night Flower: Inside AIPAC’s Fight for Influence'

40th Annual BMA Conference & Celebration

ACOTAR #6 Midnight Release Party

Wrigleyville Halloween Crawl - Chicago's BIGGEST Halloween Party

Kellogg Private Equity & Venture Capital Conference 2026

ОЛЕКСАНДР ПОНОМАРЬОВ CHICAGO благодійний концерт Revived Soldiers Ukraine

Online Events

How To Be Kind To Yourself - Shahroo Izadi

HBR Press Webinar: Resilient Optimism

HBR Book Webinar: Resilient Optimism

Coming Together for Multilingual Children with DLD

(WATCH ONLINE) Dr. Jonathan Sarna with Joseph Weisberg

Witch hunts and real lives

No Title, No Permission, No Problem: Harnessing the Power of Influence

Lean Global Connection 2026

How To Be Kind To Yourself - Shahroo Izadi

HBR Press Webinar: Resilient Optimism

HBR Book Webinar: Resilient Optimism

Coming Together for Multilingual Children with DLD

(WATCH ONLINE) Dr. Jonathan Sarna with Joseph Weisberg

Witch hunts and real lives

No Title, No Permission, No Problem: Harnessing the Power of Influence

Lean Global Connection 2026

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Nearby cities

Chicago

Evanston

Aurora

Oak Park

Naperville

Lisle

Rolling Meadows

Lombard

Wheaton

Oak Brook

Mokena

St. Charles

Tinley Park

Northbrook

Kenosha

Oak Lawn

Harvey

Elgin

Crystal Lake

Mount Prospect

Woodridge

Barrington

Gurnee

Joliet

Griffith

Downers Grove

Alsip

Elmhurst

Bolingbrook

River Grove

Chicago

Evanston

Aurora

Oak Park

Naperville

Lisle

Rolling Meadows