Looking at last years fixtures there is a big heritage handicap at York on the Saturday before Ascot

Then at Ascot on the the Tuesday there is the Ascot Stakes (Heritage Handicap)
Wednesday Royal Hunt Cup (Heritage Handicap) 
Thursday King George V Stakes (Heritage Handicap) and the Britannia Stakes (Heritage Handicap) (Colts & Geldings)
Saturday Wokingham Stakes (Heritage Handicap)

up to you though but could easily do 4 at Ascot but depends if they move them around