I have Raynaud's as well, and I never travel without at least two pairs (usually more) than the knit stretchy "magic" gloves that you can get in many places for £1-2 per pair; I usually treat myself to a dozen or so pairs each year, and keep a dry bag full of them in the extra kit bag that just stays in the car boot. I wear them year round; only on the warmest days am I not sporting a pair. In the winter, those knit gloves rarely, if ever, come off during an outing; they allow enough dexterity to do most things, get in and out of my rucksack, tie shoes, etc., and even eat, and they're usually are enough to keep the Raynaud's at bay. Swap them for a clean / dry pair as necessary (hence why I often carry more than two pairs).
In the winter, I wear cheap-ish ski gloves over them, that are fairly waterproof, at least in non-extreme conditions. They're usually available sometime during the year at Lidl for around £5 or so, and I'll buy multiple pairs of them as well. They seem to last forever, and a single pair has lasted me more than one season. I just throw all the gloves -- both knit and heavier ones -- in the washing machine with the rest of my kit.
Gloves are one of the things that seem to get dropped, lost, or blown away most often, and I've always been reluctant to spend more on them than the prices mentioned above. If I splashed out £45 or $50 or even more on a pair, I'd be certain to lose at least one of them on its first outing.