I live in theBorders. We've had a very very WET winter the ground is still sodden depite the recent dry period. There may be a few patches of snow on the tops but not much. The whole of that area is VERY rough ground underfoot…. the worst Tussock grass (arm pit high) I've ever had to deal with. On paths of course will be OK but cutting across country will a bog snorkling hell hole. Have a great time .
Just to add some more info. as I've just finished booking our hols in Harris/Lewis and Uists.
The Calmac "Hopscotch" deals don't operate in the summer….. but the ferry fares are pretty inexpensive now anyways.
If 'biking it' - cycle south to north to maximise the chances of a tail wind. (been there, done that, got the medal )
If booking Self catering accomodation do it as early as you can, there is a limited supply and by this time of year the most desirable places are fully booked for the summer months. Same applies to Orkney. Shetland has Bods.
Orkney from the south of UK……flying is probably the way to go. Next best is the overnight ferry from Aberdeen…….NB catering on ferry is very poor deal - take a picnic.
We had no problems with midges in Orkney or Shetland ….. might have had something to do with the wind .