Best events in
Winona

Events and things to do in Winona, MS, revolve around a strong sense of community and local heritage. The town's social calendar is marked by seasonal performances, annual downtown festivals, and gatherings at its central venues. From local theatre productions in a historic building to large-scale rodeo events, the scene reflects a classic, small-town American charm.

Downtown Winona's historic Front Street acts as a community hub, hosting outdoor events like the annual Crossroads Festival and the Magnolia Market.
The Montgomery County Performing Arts Center presents locally-cast productions throughout the year, including the semi-annual "Hill Fire" Folk Life Play.
For large-scale entertainment, the Montgomery County Coliseum is home to the Annual Championship Rodeo, concerts, and various trade shows.

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Events near Winona

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TUCKA ONE NIGHT IN KOSCIUSKO

Sat, Nov 14 • 7:00 PM

Attala County Coliseum

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Remi Goode + Abels & Mosley | Hush Puppy Music Coop | Greenwood, MS

Tue, Nov 17 • 7:00 PM

Zoe Coffee Co Greenwood

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Fallin For R&B (50 Shades of Brown)

Thu, Nov 26 • 8:00 AM

2315 Carrollton Ave

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Black Friday Featuring J-wonn & Mike Clark Jr.

Fri, Nov 27 • 6:00 PM

Attala County Coliseum

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TUCKA ONE NIGHT IN KOSCIUSKO

Sat, Nov 14 • 7:00 PM

Attala County Coliseum

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Remi Goode + Abels & Mosley | Hush Puppy Music Coop | Greenwood, MS

Tue, Nov 17 • 7:00 PM

Zoe Coffee Co Greenwood

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Fallin For R&B (50 Shades of Brown)

Thu, Nov 26 • 8:00 AM

2315 Carrollton Ave

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Black Friday Featuring J-wonn & Mike Clark Jr.

Fri, Nov 27 • 6:00 PM

Attala County Coliseum

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Nearby cities

Greenwood

26 miles away

Kosciusko

30 miles away

Louisville

45 miles away

Ruleville

50 miles away

Mississippi Valley State University

35 miles away

Greenwood

26 miles away

Kosciusko

30 miles away

Louisville

45 miles away

Ruleville

50 miles away

Mississippi Valley State University

35 miles away

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Gunpowder Plot - punishing the plotters

Wednesday • 7:30 PM GMT

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

Thursday • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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Physicians Financial Wellness Conference 2026

Sat, Nov 14 • 1:00 PM EST

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Debt-A-Thon 2026

Fri, Nov 27 • 9:00 AM PST

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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But That’s What They Said! Conceptual Accuracy Beyond the Words

Sat, Dec 19 • 10:00 AM PST

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Gunpowder Plot - punishing the plotters

Wednesday • 7:30 PM GMT

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

Thursday • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

Check ticket price on event

Physicians Financial Wellness Conference 2026

Sat, Nov 14 • 1:00 PM EST

Check ticket price on event

Debt-A-Thon 2026

Fri, Nov 27 • 9:00 AM PST

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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But That’s What They Said! Conceptual Accuracy Beyond the Words

Sat, Dec 19 • 10:00 AM PST

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Frequently asked questions about Winona

What are some family-friendly things to do in Winona?

Winona offers many community-focused activities perfect for families. The annual Crossroads Festival brings food and fun to downtown, while the City of Winona Recreation Park hosts youth sporting events. The Winona Christmas Parade is another beloved local tradition.

Where can I find live theatre and performing arts events in Winona?

The Montgomery County Performing Arts Center is the main venue for local theatre. It hosts seasonal productions and the semi-annual "Hill Fire" Folk Life Play, which is based on local stories. This downtown venue is a hub for community arts.

Are there many outdoor events in Winona, MS?

Yes, many of Winona's signature community events take place outdoors. Downtown's Front Street hosts the annual Crossroads Festival, and The Old Depot is the site for the Magnolia Market. The City of Winona Recreation Park also provides space for sports and recreation.

Which venue hosts large-scale events like rodeos or concerts in Winona?

The Montgomery County Coliseum is the go-to venue for major events. This multi-use complex accommodates the Annual Championship Rodeo, concerts, and trade shows. It is where the region's largest attractions are typically held.

How can I find free events to attend in Winona?

Attending downtown festivals is a great way to enjoy free local culture. The annual Crossroads Festival and the Winona Christmas Parade are popular free events for the whole community to enjoy. Browsing local markets is another way to participate without a ticket.

What is the event scene like in Downtown Winona?

Downtown Winona is the heart of community life and local events. Its historic Front Street serves as the main stage for annual festivals and markets. Venues like the Montgomery County Performing Arts Center and The Old Depot are also central to the downtown experience.

Any recommendations for a date night event in Winona?

A show at the Montgomery County Performing Arts Center makes for a great date. The venue hosts a variety of locally-cast plays, including a recurring Valentine dinner show. It offers a classic and intimate entertainment experience in a historic building.

What kind of event is unique to Winona's local culture?

The "Hill Fire" Folk Life Play is a uniquely local production. Presented semi-annually by the Montgomery County Arts Council, this play is based on local stories and heritage. It's a true reflection of the community's history and character.

Events near Winona

TUCKA ONE NIGHT IN KOSCIUSKO

Remi Goode + Abels & Mosley | Hush Puppy Music Coop | Greenwood, MS

Fallin For R&B (50 Shades of Brown)

Black Friday Featuring J-wonn & Mike Clark Jr.

TUCKA ONE NIGHT IN KOSCIUSKO

Remi Goode + Abels & Mosley | Hush Puppy Music Coop | Greenwood, MS

Fallin For R&B (50 Shades of Brown)

Black Friday Featuring J-wonn & Mike Clark Jr.

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Nearby cities

Greenwood

Kosciusko

Louisville

Ruleville

Mississippi Valley State University

Greenwood

Kosciusko

Louisville

Ruleville

Mississippi Valley State University

Online Events

Gunpowder Plot - punishing the plotters

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

Lean Global Connection 2026

The Walrus Talks at Home: Canada After America

Physicians Financial Wellness Conference 2026

Debt-A-Thon 2026

Washington Crossing the Delaware / The Crossing - Film History Livestream

But That’s What They Said! Conceptual Accuracy Beyond the Words

Gunpowder Plot - punishing the plotters

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

Lean Global Connection 2026

The Walrus Talks at Home: Canada After America

Physicians Financial Wellness Conference 2026

Debt-A-Thon 2026

Washington Crossing the Delaware / The Crossing - Film History Livestream

But That’s What They Said! Conceptual Accuracy Beyond the Words

Things to do around Winona

What are some family-friendly things to do in Winona?

Where can I find live theatre and performing arts events in Winona?

Are there many outdoor events in Winona, MS?

Which venue hosts large-scale events like rodeos or concerts in Winona?

How can I find free events to attend in Winona?

What is the event scene like in Downtown Winona?

Any recommendations for a date night event in Winona?

What kind of event is unique to Winona's local culture?