Marion County Indiana Holy Cross Wine and Cheese Festival
On a July Saturday on Indianapolis’s near Eastside, the Sturm Esplanade fills with wine glasses, cheese boards and neighbours as the Holy Cross Wine and Cheese Festival takes over the green in the middle of the Holy Cross neighborhood. The organiser’s own pages print the name two ways, Holy Cross Wine & Cheese Festival and Holy Cross Wine and Cheese Festival, and both forms belong to the same gathering: a neighborhood association’s summer celebration built around tastings, live music, food trucks and a cheese competition that now sends its winning chef onward to a national stage. Indianapolis is the Marion County seat, and the festival sits a short distance from downtown, on the esplanade along Sturm Avenue near Arsenal Tech High School.

About the Festival
The Holy Cross Wine and Cheese Festival is run by the Holy Cross Neighborhood association of Indianapolis, which sells its tasting tickets through OnTap Tickets. That point matters, because the name can mislead a first-time reader: despite the words Holy Cross, this is a neighborhood event presented by the residents’ association, not a parish fundraiser and not a church festival of any kind. A listing layer frames the gathering as an outgrowth of the Holy Cross Neighborhood’s quality-of-life work and describes it as honouring the legacy of Kelly Wensing, and that framing is worth keeping in view, since the festival reads less like a commercial food fair and more like a community project that happens to pour wine. The documented editions cluster on single Saturdays in the second half of July: 20 July 2024, 26 July 2025 and 25 July 2026, each one on the Sturm Esplanade. Both printed name forms appear across the organiser’s own pages, the ampersand version on some and the spelled-out version on others, and the ticketing runs through OnTap Tickets under either spelling. The setting does much of the work either way: an open esplanade along Sturm Avenue that the association treats as its front yard for one Saturday each summer.
Quick Facts
| Item | Detail |
| Published names | Holy Cross Wine & Cheese Festival; Holy Cross Wine and Cheese Festival |
| Host city | Indianapolis, the Marion County seat |
| Venue | Sturm Esplanade, Sturm Avenue, Holy Cross neighborhood, near Arsenal Tech High School |
| Organiser | Holy Cross Neighborhood association, Indianapolis |
| Ticketing | OnTap Tickets |
| Documented editions | 20 July 2024; 26 July 2025; 25 July 2026 |
| Organiser’s edition counts | Third annual in 2025; fourth annual in 2026 |
| Grounds admission | Free in the 2025 and 2026 organiser layers |
| Tasting tickets | One ticket per wine sample, two per bar drink, four per cheese box |
| Cheese competition | Cheese Wars, staged as Cheese Wars: Nacho Showdown in 2026 |
History
The festival’s own organiser supplies the only edition counts the record supports, and they are tidy ones: the association billed its 26 July 2025 gathering as the third annual festival and its 25 July 2026 gathering as the fourth annual. Those billings say a first edition preceded them, and a 2024 edition is indeed documented, but the honest way to tell the story is to stop there rather than convert the organiser’s numbering into a founding-year claim. The 2024 edition, held on 20 July, appears in a listing layer under the billing “Indy’s Annual Wine and Cheese Spectacular,” with wine and cheese vendors, exhibits, children’s activities, live music and food. That same 2024 layer lists two special passes, a Grilled Cheese Throwdown judging pass at thirty dollars and a sommelier experience pass at fifty dollars, figures that belong to that year and that layer alone. By 2025 the shape had sharpened: around three dozen vendors, a silent auction, and a cheese throwdown under the name Cheese Wars. By 2026 the throwdown had grown a subtitle and a prize with national reach, which the What to Expect section below takes up. A young festival, then, but one whose own paperwork already shows it settling into a recognisable annual form. The middle edition is also where the festival’s competitive streak first shows in print: the 2025 organiser layer pairs its vendor rows with a silent auction and introduces both Cheese Wars, as a mac-and-cheese throwdown, and a sommelier-led Somm Experience, elements that read like experiments in 2025 and fixtures by 2026.
What to Expect
A visitor arriving on the Sturm Esplanade finds an outdoor tasting festival rather than a seated dinner. Across the documented editions the programme mixes wine and cheese vendors with food and, by 2026, food trucks as well; the organiser counted over three dozen local and artisan vendors that year. Music runs through the day: the 2025 edition listed DysFUNKtion Brass, Beatty & The Bayonets and DJ Sinclair Williams, and the 2026 edition brought back the same pairing of brass band and guitar duo alongside DJ Sinclair Williams. A silent auction appears in both the 2025 and 2026 organiser layers. The centrepiece for competitive eaters and cooks is Cheese Wars, which began in the record as a mac-and-cheese throwdown in 2025 and returned in 2026 as Cheese Wars: Nacho Showdown, a component a World Food Championships-affiliated layer dates to 25 July 2026; its winning chef receives a Golden Ticket to the World Food Championships. Alongside the contest, sommelier-led tasting sessions run under the Somm Experience name: a sommelier led the session in 2025, and in 2026 sommelier Jan Bugher led a version titled Somm Experience: Bubbles & Bites. Children’s activities were part of the 2024 listing, so families have appeared in the festival’s own descriptions from the first documented edition onward. That earliest documented edition was broader in one respect: the 2024 listing mentions exhibits alongside the wine and cheese vendors, so the esplanade that year held displays as well as pours. Food in 2024 came from the festival’s own food offering, and food trucks join the organiser’s description only in the 2026 layer, a small sign of the event widening its table.
Planning Your Visit
The documented pattern is a single Saturday in late July on the Sturm Esplanade in the Holy Cross neighborhood, so the practical planning is mostly about how the tasting system works once you arrive. Entry to the festival grounds is free, according to both the 2025 and the 2026 organiser layers. What costs money is the tasting itself, and it runs on tickets rather than on cash per pour. In the organiser’s system, one ticket buys a wine sample, two tickets buy a bar drink, and four tickets buy a cheese box featuring Tulip Tree Creamery products. The tickets themselves are sold in packages, and the package prices vary by year, so the sensible approach is to buy a package sized to how much tasting you actually plan to do rather than expecting a single per-ticket price. Anyone remembering the 2024 special passes should note those were that year’s listing: a thirty-dollar Grilled Cheese Throwdown judging pass and a fifty-dollar sommelier experience pass, neither of which the later organiser layers repeat. Because the festival occupies an open esplanade near Arsenal Tech High School, it is best approached as an outdoor afternoon in a residential neighborhood, with the courtesy toward the surrounding streets that a neighborhood-run event implies. The sessions sold under the Somm Experience name repay a little planning rather than a chance encounter, since a sommelier leads them and their themes change by year: the 2026 version, Bubbles & Bites, was led by Jan Bugher. Arriving with a rough count of intended samples in mind also helps, because single-ticket pours accumulate quietly across an afternoon.
For a useful comparison, see the Madison County Indiana Pendleton Fall Festival for another county festival.
A Sample Day at the Festival
A day shaped by the documented 2026 edition might begin with a slow circuit of the esplanade’s vendor rows, counting over three dozen local and artisan stalls before committing to any purchases. Late morning could go to a first cheese box, four tickets spent on Tulip Tree Creamery products, and a single-ticket wine sample alongside it. Midday belongs to the music: DysFUNKtion Brass for the horns, Beatty & The Bayonets for the guitars, DJ Sinclair Williams in between. The afternoon’s fixed point is Cheese Wars: Nacho Showdown, where the crowd gathers to watch a chef earn the Golden Ticket to the World Food Championships. A seat at the Somm Experience: Bubbles & Bites, led in 2026 by sommelier Jan Bugher, suits anyone who wants the tasting slowed down and explained. A final pass through the silent auction and a food truck supper rounds out the shape the 2026 organiser layer describes.
How It Differs From the South Bend Dinner
The name invites one confusion, and it is worth clearing away directly. A Holy Cross parish dinner is held in South Bend, in Saint Joseph County, and it has nothing to do with this festival. That event belongs to a parish; the Indianapolis gathering belongs to a neighborhood association. The Holy Cross Wine and Cheese Festival takes its name from the Holy Cross neighborhood of Indianapolis, the community whose association organises it, staffs it and sells its tasting tickets. Anyone searching for a church supper in South Bend and landing on wine samples on the Sturm Esplanade, or the reverse, has mixed up two unrelated events that merely share two words. Keeping the distinction in mind also explains the festival’s character: its framing as quality-of-life work for a neighborhood, rather than fundraising for a congregation, runs through everything the organiser publishes about it.

A Visitor’s Checklist
- Keep the date to a single late-July Saturday, matching the documented 2024, 2025 and 2026 pattern.
- Head for the Sturm Esplanade in the Holy Cross neighborhood, near Arsenal Tech High School.
- Remember that walking the grounds costs nothing in the organiser’s recent layers.
- Buy a tasting ticket package on arrival, since individual package prices change by year.
- Budget one ticket for each wine sample you plan to try.
- Set aside two tickets for any bar drink.
- Save four tickets for a cheese box built around Tulip Tree Creamery products.
- Leave room in the afternoon for the Cheese Wars competition.
- Catch at least one set from each of the day’s music acts.
- Browse the silent auction before the final hour.
- Treat the surrounding residential streets gently when arriving and leaving.
Beyond the Esplanade
The facts available about this festival stay close to home, and the Beyond picture is correspondingly modest. The Holy Cross neighborhood sits on Indianapolis’s near Eastside, with Arsenal Tech High School as the landmark the organiser’s layers name beside the venue. The listing layer that calls the festival an outgrowth of the neighborhood’s quality-of-life work suggests the gathering is one visible piece of a wider local effort rather than a standalone attraction, and its description of the event honouring the legacy of Kelly Wensing gives the afternoon a commemorative thread that a purely commercial tasting would not have. Beyond that, the record does not support claims about the surrounding district, and none are made here.
Why This Festival Matters to Its Neighborhood
A wine and cheese festival could belong to any promoter, but this one belongs to a neighborhood association, and that ownership shapes its significance. The organiser’s own edition counts, third annual in 2025 and fourth annual in 2026, trace a young event that residents have chosen to repeat and refine: adding food trucks, keeping the silent auction, and tying its cheese competition to the World Food Championships so that a cook on an Indianapolis esplanade can win a route onto a national stage. The ticket system keeps the grounds themselves open and free to enter, which fits an event described as quality-of-life work: the whole neighborhood can walk in, and only the tasting is metered. For the Holy Cross neighborhood, the festival is both a fundraiser-shaped gathering and a statement that the association can stage the near Eastside’s most distinctive summer afternoon on its own green. There is also the matter of the prize’s reach. A Golden Ticket to the World Food Championships, awarded for a nacho showdown on a neighborhood esplanade, connects this small association event to a far larger competitive cooking world without moving it off its own ground.

Frequently Asked Questions
Is there a charge simply to walk onto the festival grounds?
No charge applies to entering the grounds in the organiser’s recent layers: both the 2025 and the 2026 pages describe admission to the festival grounds as free. Money enters the picture only when you start tasting, through the ticket system described below.
How does the tasting ticket system work?
Each wine sample costs one ticket, each bar drink costs two tickets, and each cheese box featuring Tulip Tree Creamery products costs four tickets. The tickets are sold in packages, and because package prices vary by year, the organiser’s ticket counts are the stable part of the system.
Who actually runs this festival?
The Holy Cross Neighborhood association of Indianapolis runs it, with ticketing handled through OnTap Tickets. It is a neighborhood association event through and through, not a parish or church festival, whatever the Holy Cross name might suggest at first glance.
What is Cheese Wars, and what does its winner receive?
Cheese Wars is the festival’s cheese competition, staged as a mac-and-cheese throwdown in 2025 and as Cheese Wars: Nacho Showdown in 2026. The 2026 winner receives a Golden Ticket to the World Food Championships, as a World Food Championships-affiliated layer records.
What to Expect From the Next Marion County Indiana Holy Cross Wine and Cheese Festival
How often is Marion County Indiana Holy Cross Wine and Cheese Festival held?
The documented rhythm is one edition each year: the organiser itself billed 2025 as the third annual festival and 2026 as the fourth annual, with a further edition documented in 2024. That yearly cadence is the organiser’s own count, and the next edition would extend it.
When is the next Marion County Indiana Holy Cross Wine and Cheese Festival?
Every documented edition has fallen on a single Saturday in the second half of July: 20 July 2024, 26 July 2025 and 25 July 2026. A following edition would be expected in that same late-July Saturday window, though only the organiser’s own pages can confirm an actual date.
Will the dates change?
The day of the week has not shifted across the documented record: all three editions were Saturdays, sliding only within July itself, from the twentieth to the twenty-sixth to the twenty-fifth. A bigger move would be a departure from everything the organiser has published so far.
Closing
The Holy Cross Wine and Cheese Festival is a small event with an unusually clear paper trail: an organiser that counts its own editions, prices its tastings in tickets rather than dollars at the gate, and sends its cheese champion onward to a national competition. Set on the Sturm Esplanade by the neighborhood association whose name it carries, it stands as a tidy example of a community inventing a tradition and then, year by year, writing it down.