Hotel/Motel Tips

[wanderlust82]

I am looking for some tips on getting the lowest hotel/motel prices for a night.
I have already looked into a choice hotel membership for a stay 2 nights get one free deal.

Is my best bet while traveling large chains or small local places. Should I try and stay outside of major cities, will it be cheaper?

I know that later check ins usually carry a discount but how late, should I target for 7pm or 10pm or even later? Are there any other major chains that offer discounted memberships?

I will be on the road for a few months and in between some camping and friends houses I plan on spending atleast 30 nights in hotels/inns/motels.

Thanks!
Wanderlust82