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Best events in
Whittington

While the pace is relaxed, there's no shortage of events and things to do in Whittington, IL, especially for those who enjoy the outdoors and local culture. Much of the local activity centers around Rend Lake and the region's wineries, where seasonal festivals and live music draw crowds. For larger community gatherings and annual traditions, the historic public square in nearby Benton serves as the primary focal point.

The historic Benton Public Square is the heart of community life, hosting major annual parades and festivals that mark the seasons, such as the Rend Lake Water Festival.
Pheasant Hollow Winery provides a consistent destination for casual entertainment with its weekly live music schedule and its annual Cajun Festival.
Art lovers can explore regional talent at the Southern Illinois Art and Artisans Center or attend the annual Wine & Art Festival at Rend Lake.

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Events near Whittington

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Crushed Glass, Crystal, and Resin Trees Workshop primary image

Crushed Glass, Crystal, and Resin Trees Workshop

Tomorrow • 11:00 AM

715 S University Ave

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Nelson Barnett Boys and Men’s Breakfast primary image

Nelson Barnett Boys and Men’s Breakfast

Tomorrow • 10:00 AM

Boyton Street Community Center

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Cinema at The Varsity Presents: Twin Peaks primary image

Cinema at The Varsity Presents: Twin Peaks

Sunday • 7:00 PM

The Varsity Center

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Paint and Plant primary image

Paint and Plant

Fri, Nov 27 • 3:00 PM

618 Artisans

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Just Laugh Comedy Show @ Sanctuary primary image

Just Laugh Comedy Show @ Sanctuary

Sat, Nov 28 • 7:00 PM

Sanctuary Lounge SIL

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Beginner Yoga Workshop primary image

Beginner Yoga Workshop

Sat, Dec 5 • 3:00 PM + 2 more

True Nature Yoga

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SATTC Mount Vernon Office Ribbon Cutting and Open House primary image

SATTC Mount Vernon Office Ribbon Cutting and Open House

Wed, Dec 9 • 12:00 PM

329 Broadway St

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Brehm Preparatory School Puzzle Fundraiser primary image

Brehm Preparatory School Puzzle Fundraiser

Sun, Feb 7 • 1:00 PM

Brehm Preparatory School

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Crushed Glass, Crystal, and Resin Trees Workshop primary image

Crushed Glass, Crystal, and Resin Trees Workshop

Tomorrow • 11:00 AM

715 S University Ave

Check ticket price on event

Nelson Barnett Boys and Men’s Breakfast primary image

Nelson Barnett Boys and Men’s Breakfast

Tomorrow • 10:00 AM

Boyton Street Community Center

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Cinema at The Varsity Presents: Twin Peaks primary image

Cinema at The Varsity Presents: Twin Peaks

Sunday • 7:00 PM

The Varsity Center

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Paint and Plant primary image

Paint and Plant

Fri, Nov 27 • 3:00 PM

618 Artisans

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Just Laugh Comedy Show @ Sanctuary primary image

Just Laugh Comedy Show @ Sanctuary

Sat, Nov 28 • 7:00 PM

Sanctuary Lounge SIL

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Beginner Yoga Workshop primary image

Beginner Yoga Workshop

Sat, Dec 5 • 3:00 PM + 2 more

True Nature Yoga

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SATTC Mount Vernon Office Ribbon Cutting and Open House primary image

SATTC Mount Vernon Office Ribbon Cutting and Open House

Wed, Dec 9 • 12:00 PM

329 Broadway St

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Brehm Preparatory School Puzzle Fundraiser primary image

Brehm Preparatory School Puzzle Fundraiser

Sun, Feb 7 • 1:00 PM

Brehm Preparatory School

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Nearby cities

Carbondale

31 miles away

Murphysboro

33 miles away

Marion

24 miles away

Mount Vernon

16 miles away

Herrin

21 miles away

Salem

37 miles away

St. Libory

48 miles away

West City

7 miles away

Carbondale

31 miles away

Murphysboro

33 miles away

Marion

24 miles away

Mount Vernon

16 miles away

Herrin

21 miles away

Salem

37 miles away

St. Libory

48 miles away

West City

7 miles away

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The World of Bunny vs Monkey Workshop with Jamie Smart primary image

The World of Bunny vs Monkey Workshop with Jamie Smart

Tomorrow • 10:00 AM GMT

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This Little World: a New History of Tudor and Stuart England primary image

This Little World: a New History of Tudor and Stuart England

Wednesday • 7:30 PM GMT

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The Claude Code Security Summit primary image

The Claude Code Security Summit

Wednesday • 9:00 AM EST

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The Walrus Talks at Home: Canada After America primary image

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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Physicians Financial Wellness Conference 2026 primary image

Physicians Financial Wellness Conference 2026

Sat, Nov 14 • 1:00 PM EST

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Corn as a partner and gift giver: Voices of respect primary image

Corn as a partner and gift giver: Voices of respect

Wed, Nov 18 • 10:00 AM CST

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How to Choose a (New) Career Fast

Thu, Dec 3 • 1:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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The World of Bunny vs Monkey Workshop with Jamie Smart primary image

The World of Bunny vs Monkey Workshop with Jamie Smart

Tomorrow • 10:00 AM GMT

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This Little World: a New History of Tudor and Stuart England primary image

This Little World: a New History of Tudor and Stuart England

Wednesday • 7:30 PM GMT

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The Claude Code Security Summit primary image

The Claude Code Security Summit

Wednesday • 9:00 AM EST

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The Walrus Talks at Home: Canada After America primary image

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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Physicians Financial Wellness Conference 2026 primary image

Physicians Financial Wellness Conference 2026

Sat, Nov 14 • 1:00 PM EST

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Corn as a partner and gift giver: Voices of respect primary image

Corn as a partner and gift giver: Voices of respect

Wed, Nov 18 • 10:00 AM CST

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How to Choose a (New) Career Fast primary image

How to Choose a (New) Career Fast

Thu, Dec 3 • 1:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Frequently asked questions about Whittington

Where can I find live music events near Whittington?

Pheasant Hollow Winery is a top spot for regular live music. The winery hosts performers every Friday night and Sunday afternoon and also holds the annual Pheasant Hollow Cajun Festival, a major music event focused on Cajun and Zydeco sounds.

What are some family-friendly events in the Whittington area?

Benton's public square hosts many great family-friendly events throughout the year. Annual traditions like the Benton Dogwood Festival, Rend Lake Water Festival, and Christmas on the Square feature parades, carnivals, and community activities perfect for all ages.

Are there art events or galleries around Whittington?

Yes, the region has a notable arts scene centered on local creators. The Southern Illinois Art and Artisans Center showcases regional crafts, and the annual Wine & Art Festival at Rend Lake combines local wineries with artist exhibitions.

What kind of food and drink events happen near Whittington?

Wine is central to the local food and drink scene. Pheasant Hollow Winery offers tastings and music events, while the annual Wine & Art Festival at Rend Lake brings together regional wineries, live music, and food vendors for a two-day celebration.

What are some popular outdoor events?

Many local gatherings take full advantage of the area's natural setting. The Rend Lake Water Festival kicks off the summer, and the Franklin County Fairgrounds hosts large community events. The festivals at Pheasant Hollow Winery also have an outdoor focus.

Any recommendations for a date night in the Whittington area?

An evening at Pheasant Hollow Winery is a popular date night choice. Visitors can enjoy local wine and listen to live music on Friday nights or Sunday afternoons. For a more active date, consider attending one of the annual festivals in Benton.

What role does Benton play in the local events scene?

Benton's historic public square acts as the region's main hub for community events. It's the location for major annual celebrations like the Dogwood Festival and Christmas on the Square, drawing people from Whittington and surrounding areas for parades and markets.

Where are indoor shows like comedy or concerts held?

The Benton Civic Center is the primary indoor venue for the area. It hosts a variety of performances, including concerts, comedy shows, and theatrical productions, providing entertainment options regardless of the weather.