If you're looking for a meeting place or a good stop around ½ or halfway between Columbus and Winston-Salem, you can try Beckley, WV, which is a little over 3 hours southeast of Columbus, or almost 3 hours northwest of Winston-Salem.
Other possible places to stop near the midpoint include Dupont City, Whittaker, Chelyan, Kayford, Giles, Beards Fork, and Sun.
About ¼ or a fourth of the way, you can stop at Chester, OH. This is about 1½ hours southeast of Columbus.
About ⅓ or a third of the way, you can stop at School House, WV. This is almost 2 hours southeast of Columbus.
About ⅔ or two thirds of the way, you can stop at Bluefield, WV. This is about 4 hours southeast of Columbus, or about 2 hours northwest of Winston-Salem.
About ¾ or three fourths of the way, you can stop at Pulaski, VA. This is almost 5 hours southeast of Columbus, or a little over 1 hour northwest of Winston-Salem.
If you drive straight through without stopping at all, the total distance is 378 miles. The distances shown above don't include local roads to get into each town, so if you're planning a long road trip, make sure you factor in traffic and road conditions, rest stop breaks, and interesting detours along the way. If you're in a rush, you can do the trip with zero stops, and your total travel time would be around 5 hours, 60 minutes.