If you're looking for a meeting place or a good stop around ½ or halfway between Ashburn and Steubenville, you can try Texas Corner, PA, which is about 2 hours northwest of Ashburn, or about 2½ hours east of Steubenville.
Other possible places to stop near the midpoint include Ott Town, Charlesville, Burning Bush, Gahagen, Indian Lake, and Shanksville.
About ¼ or a fourth of the way, you can stop at Nova, PA. This is about 1 hour north of Ashburn.
About ⅓ or a third of the way, you can stop at Ridersville, WV. This is a little over 1 hour northwest of Ashburn.
About ⅔ or two thirds of the way, you can stop at Greensburg, PA. This is about 3 hours northwest of Ashburn, or about 1½ hours east of Steubenville.
About ¾ or three fourths of the way, you can stop at Plum, PA. This is about 3½ hours northwest of Ashburn, or about 1 hour east of Steubenville.
If you drive straight through without stopping at all, the total distance is 267 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 4 hours, 29 minutes.