i've been goin to estes for over 30 years now, it gets my vote.
this time of year its kinda quiet but on the upside , no lines at restaraunts !
lots of good places to eat like "smokin daves" best BBQ anywhere, for breakfast eat at "the egg & i" for burgers eat at "penelopes"
as for somewhere to stay try http://www.mcgregormountainlodge.com/
its really nice and also close to rocky mountain national park
hope you have fun, we wont get there till may this year