I know the resort has a shuttle from the airport, but do they have a shuttle to the area restaurants? I am heading there in January. Any recommendations as to what area/room to request?
I‘ll echo what Travelhacker said above. The location in town makes most of Aspen walkable, even in winter. The town tries to keep the sidewalks clear during the winter months, but there are always spots that are slippery here and there. The main lift for the in town slope is a block away (suggest you are decent at the blue runs if you are going to ski in town). The property does have a suburban and a golf cart to help folks get around town and the airport. The bus station (literally across the street) will give you a free ride in town and all the way over to Snowmass (particularly nice when there is bad traffic during the busy periods).
I was going to suggest eating at the Red Onion, but it may have closed. The BBQ place (Hickory House Ribs) on the way into town is good. Brunelleschi Pizza is good. CP burger is ok, but close... and a fun place to sit while playing mini golf (summer) or ice skating (winter). Paradise Bakery and Butcher’s Block are ”do not miss” kind of good.
Regarding rooms, the property has a pecking order that I have not seen at any other HRC property. Basically, first is owned unit/weeks (like all HRC properties), then Aspen owners using points have first dibs. Then other Hyatt owners, guests of Hyatt owners, and finally Interval reservations. While I have gotten general area room requests, I have never (in a dozen visits) gotten the exact room I have requested. Lucky number 13 in a few months. Anyway, in general, arriving on a Saturday, first and third floors. Arriving on a Sunday, second and fourth floors. In the front of the property, great view of town and mountain, but noise from the bus station is a problem. Other parts face the pool or fire pit. Would strongly avoid first floor in the back as it faces a brick retaining wall... though it is very quiet, so you might like that.
Feel free to ask questions. I love this property.