If staying downtown EMC2 and Blackstone are both gorgeous. Blackstone has a decent lounge in the basement. Both have wonderful decor and bathroom products. Blackstone is very close to the Chicago Athletic Hotel mentioned above so you could stop by there for dinner. EMC2 is closer to Mag Mile shopping and Navy Pier.

That said, I strongly suggest you consider Robey if you’ll want to venture away from downtown at all. It’s much more connected with local culture - bookstores, clothing, local restaurants, music venues, independent coffee shops - than you’ll find downtown. It’s also a straight shot on the Blue Line from O’Hare.

Avoid the loop (eg the JW) as the neighborhood mostly shuts down during the weekend.