Crested Butte is great. Its ride out of the cabin if you know guys with cabins up there
. Otherwise there are some nice places to stay in town. The ski area some nice hotels too.
It is not as developed as many other places, but the riding is great. I lived in Gunnison (30 minutes away) for college, then worked in Crested Butte for a year. Big terrain with an awesome avalanche center! There are several trailheads, Kebler Pass being the most popular with the fewest restrictions on where you can ride and lots of variety. Heading up toward Paradise Divide then into Poverty Gulch (drive out Slate River Road) gets you into some less popular but still awesome riding. There's a nice sled swallowing ravine getting into Baxter Basin
. They usually get all the snow that the Mesa does with more vertical. A cat skiing operation by Lake Irwin posts pretty honest snow reports that are relevant to the riding areas (unlike the main ski area, they are very dry compared to the backcountry):
http://winter.irwincolorado.com/ Few years back I talked to some guys that came in from what I thought was an area with great riding, they said they think the long drive is worth it for the lack of people and the incredible terrain. They said the CB backcountry is like a mini BC for them.
It is a haul from Denver, especially if the roads are ****ty, and the nearest Doo dealer is 90ish miles. There is a Cat dealer and a Poo/Yami dealer in Gunnison.
The lodging on the Mesa makes that area very appealing. I've never heard a bad thing about the riding there, or the accommodations. I ride the Snowies these days, and while fun, the Western Slope just doesn't get that nasty (constant) wind that the Front Range of the Rockies gets.