Traveling usually entails the necessity of a place to stay, be it for a night or more.
Usually a Bed and Breakfast offers the basics: free coffee/tea, free snacks, free Wi-Fi, free breakfast, (as the name unwittingly suggests) among other things.
Believe it or not, these establishments are like fruits, they are seasonal-there is a season when the deals offered by these kinds of establishments are at its best, and there is a season when no deals are offered whatsoever.
It really depends on the establishment itself.
Regardless, it is always ideal to know when the best season to check-in is.
Plan your trip(s) ahead and make reservations as early as possible.
The best way of getting the better deals is during the weekdays.
Given that these establishments are getaway locations, chances are, people usually come and check-in during the weekends when they are free from work.
Obviously, weekend is the time when it is recommended not to check-in.
Business during weekdays is much harder for them so they would try to make up for that by offering lower rates during such time.
You can always ask for a price break.
These establishments work as small operations.
This is why you can always ask for such.
If are going to stay for several days, there is usually a corresponding value but such can be negotiated with the owner.
Bringing a large group will also have ramifications on the worth of the accommodations.
Again, this can also be negotiated with the owner.
As an operator of a small business, owners usually do not want to have empty rooms.
It would be bad business for them; as such establishments need constant maintenance, which in turn costs money.
As much as possible, owners would want their rooms to be always occupied as possible.
If you brought with you a large group, you can always use it to you advantage when negotiating with the owner.
Chances are, s/he would give in to a deal, which he would deem to be reasonable for the business.
So try to make sure that when you offer him a deal, it is realistic and as much as possible, it is something that would inure to the benefit of both parties, that is, to the owner as a businessman/businesswoman, and to you as a guest.
Booking during the last-minute may also be susceptible to a good deal with an owner.
One should always know how to negotiate.