If you're looking for a meeting place or a good stop around ½ or halfway between Rochester, United Kingdom and Winsford, you can try Northampton, United Kingdom, which is about 2 hours northwest of Rochester, United Kingdom, or about 2 hours southeast of Winsford.
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 ⅔ or two thirds of the way, you can stop at Birmingham, United Kingdom. This is almost 3 hours northwest of Rochester, United Kingdom, or a little over 1 hour southeast of Winsford.
About ¾ or three fourths of the way, you can stop at Wolverhampton, United Kingdom. This is about 3 hours northwest of Rochester, United Kingdom, or almost an hour south of Winsford.
If you drive straight through without stopping at all, the total distance is 352 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, 55 minutes.