If you're looking for a meeting place or a good stop around ½ or halfway between Rochester, United Kingdom and Macclesfield, you can try Northampton, United Kingdom, which is about 2 hours northwest of Rochester, United Kingdom, or about 2 hours southeast of Macclesfield.
Another possible place to stop near the midpoint is Rugby.
About ¼ or a fourth of the way, you can stop at Luton, United Kingdom. This is about 1 hour northwest of Rochester, United Kingdom.
About ¾ or three fourths of the way, you can stop at Nottingham, United Kingdom. This is about 3 hours northwest of Rochester, United Kingdom, or about 1 hour southeast of Macclesfield.
If you drive straight through without stopping at all, the total distance is 339 km. 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 3 hours, 58 minutes.