Directly in front of the massive, bubbling tank, there's a circular oyster bar with wooden stools surrounding it. A small white plaque on the wall commemorates the 1826 installation of said bar. Crammed into every nook and cranny in this brightly-lit, nautically-themed dining room, there is a history lesson or a fact about the restaurant or the city. That type of symbiosis is similar at Hayes’s restaurant-market operations — The Garrison and Dandy’s Handy Store/Thoroughfare. He opened The Garrison, his minimalist-chic restaurant in the old Sparhawk Mill in Yarmouth just before the pandemic hit, and then, when dining there temporarily dried up, he kept his business alive by buying and rebuilding the store.
History of the Union Oyster House
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Originally, it went by the moniker Atwood’s Oyster House but would end up changing names a couple of times. And, as if that wasn’t enough history for one spot, during the Revolutionary days, you’d often find the Adams, Hancock, and Quincy ladies, along with their neighbors, hanging out in the Capen House, busily sewing and patching up clothes for the colonists. So, when folks today chow down on their seafood delights, they’re doing so in the very place where Federal troops got their “war wages” from the official pay-station.
A Trip to America's Oldest Restaurant, Union Oyster House
But like him, rather than taking their credentials in a fancy direction, the team here leans into its unique environment and shines a big light on the individual ingredients it meticulously selects. And in their case, also those they find in the lands and farms around the restaurant, and the things they create not just on their dining tables, but on the store shelves. Porter Square institution Christopher’s has been closed since the start of the pandemic, but now it’ll get new life—along with its adjacent tiny live-music venue, Toad—under exciting new ownership.

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Core flavors include peanut butter brownie honeycomb, lemon poppyseed muffin, marionberry cheesecake, Sicilian pistachio, and more, not to mention one of the best vanilla ice creams on the market, per a review from The New York Times’ “Wirecutter” section. Steeped in history, German restaurant and beer hall Jacob Wirth (home to decades of piano singalongs!) operated from 1868 until its closure following a 2018 fire. It had actually been put up for sale earlier that year—and now, finally, new owners are working on reopening it. The new movie “Challengers” was mostly filmed in Eastern Massachusetts, but if locals aren't getting a sense of deja vu when they see it, that's deliberate. It also means that Boston-based location manager Mark Fitzgerald did his job well in picking dozens of local filming locations to fill in for well-known places all over the country. When your entire MO is celebrating fisherman and the ocean’s bounty, a stellar oyster selection should clearly follow suit.
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The oysters kicked things off, and I have to give credit where it’s due – they were as fresh as a sea breeze. A dollop of horseradish and cocktail sauce, and they were as delicious as you’d expect from a renowned oyster house. And, naturally, I couldn’t resist ordering a little bit of everything – clam chowder, oysters, crabcakes, and a lobster roll. When you’re at a place like the Union Oyster House, you’ve got to go big or go home. And if that’s not enough historical intrigue for you, consider the Kennedy’s enduring love affair with this place.
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This cozy seafood spot has an extensive raw bar menu that's sure to impress. The wine list is extensive, crammed with oyster-friendly varieties. On the way back down the stairs to the first level dining room, one passes by a booth that commemorates that the Union Oyster House popularized the toothpick in dining establishments. Walking down the steps, one passes a picture of Rose Carey, the county's first waitress.
Several painted white plaques point out more historical facts, and a museum-like glass structure houses artifacts from some of Boston's most famous moments in sports. The Union Oyster House is the oldest restaurant in Boston and the oldest restaurant in continuous service in the U.S. Â the doors have always been open to diners since 1826. His favorite booth "The Kennedy Booth" has since been dedicated in his memory. The first stirrings of the American Revolution reached the upper floor of the building in 1771, when printer Isaiah Thomas published his newspaper "The Massachusetts Spy," long known as the oldest newspaper in the United States.
”Being where we are gives us the most direct access to food from all of the farms around us,” says co-owner Jasper Ludwig, who grew up close by in Newcastle and used to come to the store as a kid. After moving out west for college, meeting her partner, Brian Haskins, and opening a similar restaurant-market in Arizona that focused on sustainable foods, Ludwig decided to do the same in Alna with Haskins. I've done a few movies with Mark [Wahlberg], done a bunch of [Adam] Sandler films.
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Later, in 1796, Louis Philippe, who was king of France from 1830 to 1848, lived in exile on that second floor. 1826 marked the end of Capen's Dry Goods Store and the beginning of Atwood and Bacon's establishment.The new owners installed the fabled semi-circular Oyster Bar  where the greats of Boston paused for refreshment. It was at the Oyster Bar that Daniel Webster, a constant customer, daily drank his tall tumbler of brandy and water with each half-dozen oysters, seldom having less than six plates.
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Finally, in 1826, the Union Oyster House as we know it today was established. Lots of Boston’s movers and shakers have been regulars over the years including Daniel Webster, John F. Kennedy and even Leonardo DiCaprio while he was shooting The Departed. This place is a one-of-a-kind gem, and I particularly enjoyed being seated upstairs, where the ambiance was a touch quieter, and you could soak in the proximity to the iconic JFK booth. The oysters, without a doubt, stole the show during our meal, whereas the other dishes didn’t leave a lasting impression.