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This was the 32nd meeting between Maryland and Virginia Tech; entering the bowl, the Terrapins led the all-time series, 16–15. From 2004 to 2013, the Terrapins and the Hokies both competed as members of the ACC.
With a 30 to 24 win over rival West Virginia and a 62 to 0 win over (FCS) Howard, the Terps started their season 4-0. They then lost their next 3 games to Iowa, Ohio State, and Minnesota. Next, they had a 38 to 35 win over Indiana. Again they lost 3 games in a row to Penn State, Michigan State, and Michigan. Finally, with a 40 to 16 win over Rutgers, the Terps finished their season 6-6 and were able to play in a bowl game for the first time since 2016. On December 4, 2021, they accepted an invite to play in the New Era Pinstripe Bowl against Virginia Tech.
The Hokies started the season on a 1-0 start after upsetting the then #10 ranked North Carolina Tarheels. After successfully beating Middle Tennessee, the Hokies found themselves ranked at #15. Going into week 3 they faced rivals, West Virginia. After a devastating loss to the Mountaineers 27-21, the Hokies fell to 2-1 and out of the AP poll rankings. Virginia Tech then had a bounceback game against the Richmond Spiders (FCS). The Hokies came up on top 21-10 and with the win advanced to 3-1. Virginia Tech then ended up going on a 3 game losing streak, losing to Notre Dame, Pittsburgh, and Syracuse. They beat Georgia Tech the next week to increase their record to 4-4. The next week, They had a loss to Boston College to make them 4-5. They got their revenge when they beat Duke to become 5-5. After this, they lost to Miami to make them 5-6. Finally, a surprise win over rival Virginia clinched the Hokies a bowl bid. On December 4, 2021, they accepted an invite to play in the New Era Pinstripe Bowl against Maryland.