If you are there during the Celtic Colours festival from Oct. 6 - 14 many accommodations may be fully booked.
So going East to West would be going counter clockwise around the trail something like this: https://goo.gl/maps/ERUtMARteh82
You could perhaps stay in or near Baddeck on the Bras D'Or Lake.
My preference would be to start with the Ceilidh Trail and then go clockwise, spending your one night in Belle Cote to Cheticamp. These are on the ocean and you have a chance for great sunsets. Take some time on the Ceilidh Trail. Check out the Celtic Music Interpretive Centre in Judique, the Red Shoe Pub in Mabou, the Glenora Inn and distillery in that area and the wonderful beach and boardwalk in Inverness.
Your map would look like this: https://goo.gl/maps/zKxehktuvjs
Here are the links to the relevant Top Questions for your trip:
http://bit.ly/2ltXQbm Planning your trip
http://bit.ly/2mfOrsd Trip Reports
We returned a few days ago from driving the Cabot Trail. Visitor center in Port Hastings suggested we head to Port Hood and up to Cheticamp so that the driver has good views and you are on the inside lane around the island so that passengers don't have issues with looking down cliffs into the ocean. Since it was September (and misty and rainy) and we found very few restaurants and places to stay open. We drove the west side of the island from Port Hastings to Ingonish before we found a place to stay and an open restaurant for dinner (around 7 pm). Also gas stations are sparse and there is lots of road construction. The Dancing Moose near Ingonish has a great breakfast. Had dinner at the Coastal Restaurant and Pub near Ingonish - good food too.
Thanks for that information, Ann622.
That was a long drive to find a place to stay. We always advise booking ahead, but people can also call 1 800 565 0000