Devised by Cheltenham Borough Council, the Cheltenham Circular Walk follows a route of approx 26 miles and gives wonderful views of the Cotswolds escarpment. The walk starts and ends at Pittville Park and passes Cheltenham Racecourse and Dowdeswell Reservoir.
The Cheltenham Circular Caching Challenge of more than 100 caches follows this walk. It starts at Cheltenham Race Course with #1, and the caches are numbered clockwise. But you could of course start and stop anywhere along the route.
If you can't manage it in a day, then why not stay around the area. Cheltenham Borough Council have a tourist information office that will help you.
Good luck!
This unusual post box deserves a cache of its own. You're looking for a cache that blends in with its surroundings.