Engadin - Umbrail - Livigno

Starting in St Moritz, heading east to Zernez then the Ofen/Fuon pass before dropping down to Santa Maria you could continue further to Italy and Prato for a full climb of the Stelvio from the east. For a nicer ride, shorter, much much less traffic head up from Santa Maria and climb the Umbrail pass. The most stunning part of the Stelvio is yet to come, as you descend towards Bormio. I'd been up the east side of the Stelvio before, and its impressive, but I have to say the west side was jaw dropping. Some immense rock formations rise up around you as you begin to take a wider view of the drop below. On a day like this its astounding, it really is a memorable landscape not just an altitude measurement on a signpost.
Slightly too much traffic heading up to Livigno to be a classic, but Livigno to Bormio must be an amazing ride on day like this.