In the downtown/southside area, STIR is good, as is Public House. Alleia is great. On the Northshore, Primo and Tremont Tavern are the favorites. I have a soft spot for the Boathouse on the river, too. I ate at Bridgeman's a few weeks ago for the first time and was pleasantly surprised.
Yes. There are a lot of places. Depends on the weather and whether or not you want food. A lot of places have enclosed decks/patios for the winter which I am not sure is any better than being indoors.
Wanderlinger plug incoming State of confusion has a great outdoor space but that's it as far as that place goes Naked river prob has best outdoor space for a brewery Basecamp is a cool spot if not freezing.....welp forecast calls for snow so prob not that
Outside of the few mentioned already, Hair of the Dog has a heated deck and a good beer selection, however they are also one of the few remaining smoking bars in town. The new Heaven & Ale (local brewery) spot on Main St. has an outdoor area as well. Also, there is a relatively new distillery in the Choo Choo called Gate 11 that makes some pretty good liquor and mixed drinks, and with Station Street being open container you can get them and wander around or chill at some of the outside tables they have set up.