The American Hotel is probably my favorite restaurant in the Hamptons. It’s not cheap — but it’s consistently good. The space feels like you’re dining in a different era. A deer head on the wall, a variety of flags and countless old paintings give it a timeless, clubby warmth.
My wife and I go for oyster night. Every Tuesday the oysters are a dollar each. You can just sit down and say, I'll take 72 oysters.
Drinks? For oysters, it’s always a gin martini — with an olive. For my wife, it’s Prosecco. The bubbles work perfectly with oysters — day or night.
45 Main St #3012, Sag Harbor, NY 11963, USA
Ian Montgomery grew from punk rocker to Seattle tech worker to global nomad, exploring Colombia and Peru where he met his wife Elizabeth before settling in the Hamptons in 2022. As COO of Dreamy Coffee Co., he has partnered with founder Lynda Sylvester to expand their premium, small-batch coffee throughout the East End and beyond. Ian’s journey reflects the brand's ethos - breaking free from conventional limits to create something exceptional that connects people across continents through dreamy coffee and shared experiences.
@theamericanhotelsagharbor / Instagram
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