Upscale or downscale? Here's a range:

First choice would probably be The Last Hurrah -- by the far the best part of the Parker House
Bristol Lounge at the Four Seasons on the upscale end
Silvertones on Bromfield on the casual end
75 Chestnut down off of Charles Street -- maybe a bit too much of a walk

Unfortunately Cafe Marliave didn't survive the pandemic.