If you're looking for a meeting place or a good stop around ½ or halfway between Ashburn and Montvale, you can try Wilmington, DE, which is about 2 hours northeast of Ashburn, or about 2½ hours southwest of Montvale.
Another possible place to stop near the midpoint is Chester.
About ⅓ or a third of the way, you can stop at Essex, MD. This is a little over 1 hour east of Ashburn.
About ⅔ or two thirds of the way, you can stop at Trenton, NJ. This is about 3 hours northeast of Ashburn, or about 1½ hours southwest of Montvale.
About ¾ or three fourths of the way, you can stop at Edison, NJ. This is about 3½ hours northeast of Ashburn, or almost an hour southwest of Montvale.
If you drive straight through without stopping at all, the total distance is 277 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, 21 minutes.