We reckon on about a 6 to 10dB loss of signal just for being in the roof, but the losses can go higher depending on position in the loft, obstructions and the channels being attenuated. The losses increase too when the roof is wet because water is good at stopping signals. a lot more. To put the numbers in perspective, 6dB is a halving of the signal power level.
You and I live about the same distance from the Winter Hill transmitter, although in different directions. Winter Hill is my local transmitter too.
I have a Log Periodic on my roof. I use it as my reference aerial for comparing the performance of other aerials. It's unamplified and the line of sight to the transmitter is excellent. There are no trees or buildings or hills in the way. I get all the Muxes except for the very low power MEN Mux which is broadcasting to central Manchester.
The signal difference across all the received Muxes is +/- 2dB. That's really very very good. It means that there's none that are too strong or too weak relative to each other. The signal strength at my TV is an average of about 61dB, and again that's another very good result. I can afford to lose 12-16dB quite easily and still get perfect reception. In other words I could use a passive splitter and take two or three extra feeds off this signal without any issue.
The thing with loft installs is it's very much suck and see. You've got pretty strong signal in the general area. If the house has good line of sight to the transmitter then that definitely helps. The flip side could be you're on the wrong side of a pair of semis so your aerial is looking through the dividing wall and next doors roof too. Worst case you live in a mid terrace and your aerial is point through half the roofs in you street

Then there's the position in the loft itself. Go for the middle and equidistant from the opposing surfaces and you'll be in with a shout of reasonable results. Too close to the wrong side of a gable wall or water tank or the roof tiles themselves and you could knock off a further 6dB of signal. You have to experiment.
A Log Periodic like mine, combined with a 0-10dB variable (adjustable) mast head amp should see you right. I'd always go with a remote power amp rather than something powered from a socket in the loft. It's safer that way. If you want I can put together a package of aerial + amp + connecting cables & plugs. I can let you borrow a decent semi-pro meter too so you can get the aerial location nailed.