Advice for ANY baseball bar visit - be in the door by 4 if you can be. That will give you time to get your food and brew, digest it, and get to the park in plenty of time.
The baseball bars in Boston near Fenway are -
- Cask'n'Flagon, probably the oldest continuously running bar in Fenway's immediate district. It began life as a bar as the Pennant Grill, then became Oliver's in the early 70s, then "the Cask".
- Boston Beer Works - a brew pub, serves pub food -- oversize hamburgers, salads, wraps, fish and chips, Cuban sandwiches, pizza, nothing all that fantastic, but not bad. They usually have around 15-17 different brews - that were freshly brewed, on premises. If you're coming in from out of town, do take note that this place does not serve "Bud Light", as far as I know. And most of the brews here, beers, ales, porters, are stronger in alcohol content than what you'd find in an American supermarket.
- The Baseball Tavern, Boylston Street. A block from Fenway. This probably is the most "authentic" baseball bar in the area. Pictures, some memorabilia, decent pub food -- and the best fried seafood platters in town, last I checked. If you want clams, or scallops, and a 'Gansett, this is the place. Modest prices, and reportedly (I heard) the original McGreevy's bar is on one of the upper floors here.
- Jerry Remy's - Boylston Street. Never been there, I'll let others comment.
A bit away -
- McGreevy's, Boylston Street, near the Prudential Center. While it purports to be "Boston's oldest sports bar", this attempts to be a 21st century replica of the famous "Third Base" bar in the South End. "Third Base" was run by a man named McGreevy, and it was located near the Huntington Avenue Grounds and the South End Grounds -- which were the original parks for the Red Sox and Braves, respectively. "Third Base" lost a lot of its support when the Red Sox abandoned Huntington Avenue in 1912 for Fenway, and the Braves moved out of the area in mid-1914. And Prohibition did it in, in 1919. Now, it's a nice place, with a lot of Red Sox memorabilia and baseball trappings, but it's not near the park, and IMHO it lacks the earthiness and game-day atmosphere of the above four places. Food is comparable to the above places (can't comment on Remy's, however), and I've been there a few times and liked it, but not as much as the BBW or BT.
-The Dugout, Commonwealth Avenue (south of Kenmore square by a few blocks). A downstairs bar that you walk into -- nothing fancy. Very earthy. It was frequented by Pinky Higgins, and some other Red Sox personnel in the 30s, 40s, and 50s. Certainly Braves fans popped in there as well.
Beer, pizza, and I don't know what else.
Too far away - and catering to tourists
- Cheers. A mile or two away from Fenway. As McGreevy would say, 'nuf ced.