A little less than an inch narrower, yeah. I wanted a taller aspect sidewall, and Goodyear is making both the Wrangler AT Adventure with Kevlar and the DuraTrac for the Defender in that size. I'm running the AT Adventure, which performs great in everything but deep mud and is a good all-around 3-season tire IMO.
The 275/55-20 was a fine size, but I was running Cooper Discoverer AT3's on there which weighed several pounds more per tire, so the ride quality and fuel economy were suffering, plus they were noisy. The sidewall is the same height as the 255/60-20, but the aspect is taller on the 255 width...probably doesn't make that much difference, but a 60-series makes me feel better offroad than a 55-series, and a more square tire profile handles airing down a little better. I'd be comfortable dropping my GY's to around 28-30 psi without risking losing a bead. I run them 34 front / 37 rear everyday and they handle great.