I only see three presidents as being part of the progressive era. TR, Taft and Wilson. McKinley was Guilded Age, Harding and Coolidge were Return to Normalicy and Hoover is part of the Depression Era. Thus the best would be Taft by a mile. Wilson was the worst.
The "Progressive Era" is typically measured by historians as being 1896-1932, an era that basically consisted of Republican domination of politics and a new type of political alignment--urban Republicans vs. agrarian Democrats.
Not really. The Progressive Era is typically considered the period between Teddy Roosevelt's ascension to the Presidency and the outbreak of WWI. The longest I've seen it is 1900 to 1920, but nothing I've seen includes the 1920s, which were decidedly not part of the same political era. The Progressive Era itself is just sort of a blip in the otherwise Long Gilded Age that starts in 1877 and ends in 1933.