I tour in Australia. For $1000 AUD I tour for anywhere between 4 to 6 weeks. The longest trip was 2747 km on the paved road between Perth and Peterborough, SA. I did that in 30 days at a cost of $1K (July-Aug 2015). A more remote tour was July-Aug 2006 when I also spent $1K and rode 2100 km mostly on dirt roads between Cairns and Darwin.
It appears costs are greater in Canada/USA but I had low costs because I usually wild camped and cooked many meals on my SIGG Tourist stove.
Thanks for providing more details about your trip. If I were touring on Canada/USA I would camp as much as possible and take $100/day hoping to spend only for food etc. Camping would be ad-hockery but I would pay if I had to - still cheaper than a hotel/motel.
BUT if I could stay in a motel on a rest day, I would certainly consider that as the physical and psychological benefits of occasional comforts have many benefits. Travelling in the rain would add to the expenses and slow me down, methinks - but I don't have much experience with that in my Australian travels.