If you're going to spend the whole winter in a pool, you need SOMETHING to make it fun. If you have a bunch of money to spend on putting your tanks together as doubles, why not? You can't get into much trouble in a pool.
On the other hand, have you set yourself some major goals in your singles rig? Can you do an air-share and not change depth or trim? Can you do an air-sharing ascent and nail every stop to within 3 feet? Can you do a mask-off ascent with the same criteria? Can you shoot a bag from 15 feet in midwater without changing depth? There's lot of stuff you can work on to challenge yourself without spending the money on doubling up your tanks, particularly if you don't need doubles for any diving you have been doing.
I just started diving doubles. They're heavy and a nuisance to cart around, and hard on my neck to wear on land. But when I got them trimmed out, they are SOOOO stable and comfortable in the water. If I can find a configuration that trims out well, and that I can reasonably carry around, I'll probably dive doubles most of the time. Ken's right that DIR protocols are ALL built for doubles, and you don't realize that so much until you get there.
No reason not to play in the pool, if you have money burning a hole in your pocket. But it's not a cheap step up.