It was founded by promoter Jim Hawkins in December 1998 with the first event taking place February 6, 1999 in Kingwood, West Virginia at the Camp Dawson Armory all ACCW champions were recognized as MDW title holders.

A third title was added at the end of the year, the MDW Light Heavyweight Championship, won by Joey Austin with his victory over Bobby Kane on December 13, 1997 in Buckhannon.

[5] Hawkins was able to build a strong following, partly due to his ability to bring in older veterans from the old Georgia and Carolina territories, and the promotion proved popular in Pennsylvania and West Virginia.

[6] Hawkins served in several roles aside from promoting which included, as part of his in-ring persona "Gentleman Jim", a ring announcer, manager and occasional wrestler.

Shortly thereafter, Punchy McGee became the first MDW Tri-State Heavyweight Champion when he defeated "Pitbull" Bob Brown in Nutter Fort, West Virginia on March 13, 1999.

The idea to involve the promotion came from the Band Boosters vice president whose brother, Spider Crowley, suggested that wrestling events would bring in a large audience.

[8] Another show was held at a community center in Nitro, West Virginia where 17-year-old "Sensational" Steve Smith, working as part of MDW's security and ring crew, was profiled by The Charleston Gazette.

Allanov & Zubov defeated The Premier Players in the opening round, Zero Tolerance in the semi-finals and Jack Miller & Kid Apollo in the finals to win the tournament in what would be the last MDW Mileground Armory show.

[13][14][15] On August 11, 2006, Trent "Switchblade" Zimmerman was present with Demolition Ax at the Capitol Wrestling Legends Fanfest at the Doubletree Hotel in Rockville, Maryland.

[16] On March 4, 2007, Mason-Dixon Wrestling held a fundraiser with the Preston County Literacy Volunteers at the Craig Civic Center in Kingwood, West Virginia.

Demolition Ax, The Stro and The Cuban Assassin appeared on the show while Bob Keller & Shane Shadows beat Tee Time Anthony & Roughhouse Matthews for the MDW Tag Team titles.