I would suggest that you start in a different place, so rather than thinking about where to go, look at your interests. If you are keen on art you could then look to see what exhibitions there might be happening, and choose to visit the city or town, so that you put that at the centre and then work out what fits in with that so that you choose a b/b that works well. Personally I prefer to just do b/b as you then have freedom to do as you please and not have to be back for a meal at a set time.
Do you belong to a group or club. where you might find a weekend class, or cours, that you could go to? So, for example, if you are a card player there are whist and bridge weekends advertised so that you would have your interest and feel relaxed knowing the sort of thing that would be happening and a chance to find out if it suits you.
I used to go to a very good folk music weekend, where there were classes for beginners and intermediates and more experienced where you had the chance to learn something new, improve and at the end we had a concert which allowed everyone to be part of, at their own level. It ended with a band made up of good players who didnt get a chance to play with others at home and everyone enjoyed their time, it was very good to learn something new and you made new friends and found out about other groups and met up with people of a similar interest.
Do you enjoy looking at gardens ? I have had the national garden book or as we tend to call it the Yellow book for many years. Buy the book from any bookshop, it sets out the gardens openings county by county and they are usually open on sunday and sometimes you have a group or a whole village opening their gardens for the charity. Then simply look through to see if there is something that appeals to you, and then book a B/B in the area and I am sure you will find it very interesting, whatever plants appeal to you. I have had this for about 30 years and never tire of seeing many and varied gardens, with of course the enjoyment of seeing them at their best , yet not having had to do the work. You can often buy plants, there will sometimes be homemade teas and of course other interested gardeners. You could actually buy the book and look up what is nearby and see if there is a garden you could visit without even staying away to begin with.
You will be glad of your car as many of the gardens can be in villages and off the beaten track. When I was ill, looking up gardens to visit when I was better cheered me up and I have met interesting people = including Carol Klein - and I still have many many gardens I want to visit. A tip with this book look at the counties either side of the one you intend to visit as sometimes the garden in the next county can be nearer and open on the same day than the next . I live in Yorkshire so of course this can often happen. Just look back and think of things that you enjoyed and perhaps no longer do, and I am sure if you think back you will remember wanting to visit somewhere, and now is your chance.
Or you could just decide to put some things in a bag and either stick a pin in a map and go to where it ends up or perhaps follow the canals to a destination if you are in the east midlands. You are not winning the lottery , but if you could look at it as being told you can go where you like, be as free as a bird and for once not have to fit in with anyone else, it would look different and you might feel that you are very lucky to be able to do as you please. (and when you sit in a cafe enjoying your choice of meal at your own pace, and look across at the family where one is wanting to leave and another is glued to their phone and someone doesnt like what they are eating, you will think how lucky you are to be in the company of someone you get on with!!) If you tell us what your interests are I am sure there will be lots of suggestions
