The trail will be a little wet early in the week. Not as bad as the C&O but decent tires with some tread may be needed. Your 32 tire should be okay. Maybe upgrade the rear to 32 as well if you can (there are bike shops in Cumberland). There is a lot of pea gravel and packed dirt on the trail.
You will probably find a few stretches with no cell service. Restaurants can be hard to find between Frostburg and Meyersdale and from Meyersdale to Confluence. Take snacks. Water is not hard to find but you should carry enough for 5+ hours of cycling.
The foliage should be really nice. If you are doing hotels then Meyersdale and Connellsville will be your goals for taking 2 nights to do it. But that will put you at about 50 miles a day. Should be a good trip if you can stay dry on Sunday.