Durgin Park (1827) is much older than Jacob Wirth's (1868), and only one year younger than Union Oyster House (1826).
And I at least don't think Jacob Wirth's, Union Oyster House, or Warren Tavern are much worth patronizing, at least for their food. They are cool places to see and maybe have a drink, but that's about it. No culinary epiphanies to be experienced at these, sorry to say.
-Regina's for pizza.
-Modern or Maria's for pastries
-Neptune Oyster and Daily Catch for seafood; Daily Catch for calamari
-Salumeria Italiana, Italian grocer
-Peach Farm for seafood
-Tamarind Bay for Indian
-Algiers and Casablanca have been in the Square for a while
-Bartley's for burgers
-Clio and Uni (expensive); Clio is French and Uni is sushi
-Eastern Standard; food is solid, drinks are the draw
-Locke Ober; traditional Boston fare (expensive)
-Durgin Park; traditional Boston fare
-Chacarero; Chilean sandwiches, open for lunch
Allston Rock City:
-Reef Cafe; Lebanese food
-Yi Soon Bakery for buns
Cambridge outside Harvard Sq:
-O Cantinho Portuguese food
Here's a google map of these places
Two of my friends favorites things to do when he visits Boston.
Pizzeria Regina in the North End, then Mike's or Modern Pastry for dessert.
If the Red Sox are in town, Yawkey Way outside of Fenway Park for some sausage. Even if he doesn't go to the game, he loves hanging out on Yawkey Way.
I'm guessing you mean Lansdowne Street / Ted Williams Way, home of the Sausage Guy. Yawkey Way is closed, with access only by ticket holders, during Sox games.
Of course, there's also La Verdad on Lansdowne St now. I thought it interesting that it got a rave from the Herald today. I wonder if the quality and consistency that Schaffer wrote about had anything to do with the fact that he was recognized on each visit. My own experiences have been good to okay, but far more variable. Bring back the second tortilla!
#1-B&G Oysters for oysters and seafood. casual atmosphere, amazing food.
#2-The Butcher Shop for cheese plates, charcuterie, beef, salad and a pasta dish or two. The menu is new this week. Be sure to try the tater tots, they're selling like hot cakes.
These two restaurants are located across the street from each other on the corner of Tremont and Waltham streets, in my opinion, the hottest corner in the South End.
#3- Franklin Cafe' on Shawmut Ave. Very good food at a very decent price.
#4- Anchovies on Columbus Ave. Comfort-food Italian @ very good price.
#5- Beehive for after-dinner drinks and live music(mostly jazz). Don't eat there.
#1- Neptune Oyster for full raw bar and some of the most creatvie, fresh, local seafood you've ever had. Great daily specials. Go early and Friday and Saturday evenings. They're also open for lunch and straight thru 'till dinner. Mid-afternoon is a treat there.
Enjoy your visit.
BBG, Great rec's top to bottom - especially Neptune. (Just go there.) On balance, they are significantly less gritty than Bukowski's.
On the"more bukowski's" tip:
El Pelon Taqueria in Fenway on Peterborough - closest I have had to Baja style mexican in beantown.
The Delux Cafe on Chandler St in South End - divey, divey, divey - but one of the best menus given kitchen size in Boston.
Taiwan Cafe in Chinatown - Beyond the incomperable Basil & Braised Eggplant be adventurous as you can but be careful. It is as authentic as it can be, so some things don't translate well to american plates. Seriously though, the Basil and Eggplant is one of the best dishes I ever eat.
Audubon Circle on Beacon near the Boston Brookline border (almost) cool chic neighborhood pub with excellent potstickers, burger, and ribeyes.
Dok Bua on Harvard just outside of Coolidge Corner in Brookline (toward Alston) has the best Thai/SE Asian in Boston. Try the larb and tell them you want it spicy.
Pizzeria Regina in the North End and the North End only. No other PR pies live up to the pies at the North End location. Wait for a table too. It is worth it. As an aside,try the torrone at Modern Pastry and skip Mike's. Mike's relies too much on reputation nowadays.
and my favorite
River Gods on River Street between, well, the river and Central Square. It incorporates the best aspects of all of the above - especially the atmosphere and food.
Now, if you want truly amazing dining experience and have a bit of coin to spare, go to Oishii for transcendent Sushi and Japanese food. Every time they produced a meal that was surprising. Tough to do when you know what to expect, right?