here’s what is on my mind…a hiking/walking tour of some sort in England or Ireland or Scotland where you might walk, say, 8 to 10 miles a day and then stay that night in an inn and then take off the next morning and so forth for a week or longer? (the kind of trip where you’re walking with a small group and your luggage is brought ahead).
(i need to plan a big trip…whether I ever go or not).
Not me opening the thread expecting it to be recommendations for a London pub crawl. 
So I have no problems with landing in London, crawling the pubs around town, and then heading out to the countryside. So i welcome all input! 
(though i’m more of a scotch drinker but i’m open to new experiences, post-world-pandemic).
Plan to spend at least one day in Oxford to see all of the pubs there. My favorites:
The White Horse
The Turf Tavern
The Bookbinders Arms
The Jericho Tavern
The Gardeners Arms (on North Parade by St. Hugh’s)
The Lamb and Flag is being closed by St. John’s College. The Eagle & Child (aka The Bird & Baby) not worth the trouble unless you are a Tolkein groupie. The Bear is ok. The Mitre looks like it isn’t being re-opened by Lincoln College.
Places further out of town like The Trout Inn famous from Inspector Morse/Lewis episodes.
Have to admit that I was quite disappointed in the lack of atmosphere in my son’s college bar (Worcester).
The best trip of this kind in England is definitely the coast-to-coast walk (Coast to Coast Walk - Wikipedia) which is a pleasant two week hike (180 miles). There are plenty of companies which will take your stuff from inn to inn each day.
The Pennine Way (Pennine Way - Wikipedia) is longer and bleaker (lots of peat bog), and has fewer pubs on route. I wouldn’t choose that despite growing up almost on the route.
The West Highland Way is a shorter 96 mile option in Scotland (West Highland Way - Wikipedia) but I think the first half is pretty boring and you are almost always looking up at the hills rather than going over them.
I LOVE The Eagle and Childe!
@SouthernHope My husband and I did a mini version of what you are planning, carrying our then-baby strapped in a baby backpack. We were in the Peak District, which I recommend highly. It feels a bit misty and wild with some very authentic untouristy villages, though Chatsworth House is there, which is the mother of stately homes. I also absolutely love the Lake District. I’d say the Peak District is a bit less commercial and feels more rural. The Lake District, IMO, probably has more to do in terms of tourist sights and there will be plenty of traffic. However, there is most definitely real, strenuous hiking in the Lake District and if you go in the height of summer, there will be a traffic jam of hikers on the most slippery and shale-y parts of the trail.
I also recommend the Yorkshire Dales (Bronte sisters country) and Exmoor and Dartmoor, which feel remote and wild but really aren’t far from anywhere. For a very different kind of pub crawl experience, go to Cornwall, which will have an olde seaside and pirate-y feel. There’s a fantastic coastal walk that will take you to Land’s End, where there is, unfortunately, a ridiculous “tourist village” with paid entry. But the coast all around there is spectacular and there some truly breatkting and magical things to see. Mousehole (pronounced Mowzle), St. Ives, Mt. St. Michaels (you can only walk out to it at low tide,) Penzance, Marazion and Sennen are all worth stopping at. There will be pubs scattered all around the area, though I suppose you will want the most charming and olde worlde ones.
Anyway, I haven’t exactly answered your question, but I hope you might at least get a better sense of the English countryside and where you might want to explore. Sounds like a fun trip!