The fair place to meet is Philadelphia, PA — the city closest to the midpoint of Boston and Richmond. From the farther side that’s about 5 hr 41 min of driving.
Recommended midpoint
Philadelphia, PA
From Boston
5 hr 41 min
271 mi to Philadelphia
From Richmond
4 hr 20 min
207 mi to Philadelphia
Richmond has the shorter trip; the split is off by about 1 hr 21 min. The alternatives below can even it out. Boston and Richmond are about 474 miles apart.
Boston and Richmond are about 474 miles apart by road. Split the difference and you arrive near Philadelphia, the city closest to the halfway point between them. That puts roughly 5 hr 41 min of driving on the Boston side and 4 hr 20 min on the Richmond side — the fairest single meeting point among the cities near the middle.
That's a half-day drive from each side, so Philadelphia suits an overnight or a weekend rather than a quick coffee — long enough to want a reason to stay, short enough to drive.
If Philadelphia doesn't have what you're after, New York and Hartford are also close to the midpoint and worth a look — each keeps the drive reasonably balanced between Boston and Richmond.
Philadelphia, colloquially referred to as Philly, is the most populous city in the U.S. state of Pennsylvania and the sixth-most populous city in the United States. Its population was 1.60 million at the 2020 census and estimated at 1.57 million in 2025. Read more →
Boston is the capital and most populous city of the U.S. state of Massachusetts. It serves as a cultural and financial center of New England, a region of the Northeastern United States. Read more →
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 →
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.