The fair place to meet is Richmond, VA — the city closest to the midpoint of Pittsburgh and Raleigh. From the farther side that’s about 5 hr 6 min of driving.
Recommended midpoint
Richmond, VA
From Pittsburgh
5 hr 6 min
243 mi to Richmond
From Raleigh
3 hr 28 min
139 mi to Richmond
Raleigh has the shorter trip; the split is off by about 1 hr 38 min. The alternatives below can even it out. Pittsburgh and Raleigh are about 330 miles apart.
Pittsburgh and Raleigh are about 330 miles apart by road. Split the difference and you arrive near Richmond, the city closest to the halfway point between them. That puts roughly 5 hr 6 min of driving on the Pittsburgh side and 3 hr 28 min on the Raleigh side — the fairest single meeting point among the cities near the middle.
That's a half-day drive from each side, so Richmond suits an overnight or a weekend rather than a quick coffee — long enough to want a reason to stay, short enough to drive.
If Richmond doesn't have what you're after, Washington and Charlotte are also close to the midpoint and worth a look — each keeps the drive reasonably balanced between Pittsburgh and Raleigh.
Richmond is the capital city of the U.S. state of Virginia. Incorporated in 1742, Richmond has been an independent city since 1871. It is the fourth-most populous city in Virginia, with a population of 226,610 at the 2020 census. Read more →
Pittsburgh is a city in Allegheny County, Pennsylvania, United States, and its county seat. Read more →
Raleigh is the capital city of the U.S. state of North Carolina. It is the second-most populous city in the state, tenth most populous city in the Southeast, the largest city in the Research Triangle area, and the 39th-most populous city in the U.S. Read more →
City descriptions adapted from Wikipedia (CC BY-SA); photos via Wikimedia Commons, credited above.
Estimates use straight-line distance and typical road speeds; real drive times vary with route and traffic.