It will be a first for Maitland Gaol when it locks up nearly 20 vehicles inside its walls this week.
Macmillans Finance is hosting its first ever Tailgate Party on Friday, showcasing a series of cars and utes inside the iconic former prison.
Creditor Advisor Laurie Anderson said the party was inspired by the firm wanting to make upgrading their fleets a little easier and a bit more fun.
"We approached all our local dealers and they've come to the party which is awesome," she said.
"It's about supporting locals. We are giving local business to local businesses, and it's great. They are all vehicles from 2019."
There will be nearly 20 vehicles on display from dealerships including Nissan, Mazda, Toyota and Ford.
"It's such a unique venue. There's not many places that we could bring vehicles in like this," Ms Anderson said.
"We will have vehicles in the main entrance, outside the dentistry and then a giant marquee.
"No one has ever done what we are doing before before."
More than 100 people will wander through Maitland Gaol on Friday night, which will be filled with the collection of vehicles - both luxury cars and utilities.
Ms Anderson added it was an opportunity to engage with people in the community in a more relaxed atmosphere.
"We want to interact with our clients and others. People are used to interacting with us on a business basis but this is bringing a different flavour of our firm," Ms Anderson said.
"It's great to be working with business owners who love what they do."
The barbecue catering service Crafty Pit will be catering the one-night event.
This event, which will run from 3.30pm to 6.30pm, is free but a ticket is a must to gain entry.
So if new cars, barbecue and cold beers at a historic venue sound like your ideal Friday - hurry.
Tickets are available until close of business on Wednesday.
Register your ticket by visiting stickytickets.com.au/85609/macmillans_finance_tailgate_party.aspx.