Hiking, Scrambling, Mountaineering, and Climbing

Does anyone have any leads on a walking trip with the following attributes:

• 2 nights / 3 days walking by people who are essentially city slickers but have done enough day trips that we have reasonable gear/gear confidence.
  
• Accessible from London via public transport
  
• Has accommodation (the bougier the better) on the route (so no camping)
  
• Not guaranteed miserable in late October, like some possibility of pleasancy.
  
  

Would really like to do a point to point or giant loop rather than just rent an airbnb and do 3 day walks, but if we have to we have to. Any ideas? Was thinking part of Suffolk Coastal walk but wondered if anyone else had some leads.