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Best Of

Cosimo's Trattoria

Map120 Delafield St.
Poughkeepsie, NY 12601
  • Food & Drink
  • Calamari
  • Cosmo
  • Italian Cuisine
  • Wood Fired Pizza


Calamari reigns supreme at this casual yet sophisticated Valley chain with outposts in Poughkeepsie, Middletown, Newburgh, and Woodbury. Delicately fried to achieve just the right balance of crispy crust and tender squid, the rings are packed with herbs and presented with a generous serving of pomodoro sauce for dunking. Easily one of the most popular items on the menu, the portions of the dish are gargantuan; split it among a party of three or four, or keep it all to yourself and make a meal of it. If you still have room for dinner, Cosimo’s puts a stellar New World twist on regional Tuscan fare, has an extensive wine list, and even a gluten-free menu. So what are you waiting for? Mangia!

Best of Hudson Valley History

2015 Readers' Pick — Best Pasta

2012 Editors' Pick — Best Calamari
2011 Editors' Pick — Best Wood-Fired Pizzas
2010 Readers' Pick — Best Italian Cuisine
2009 Readers' Pick — Best Cosmo

Additional Information:

Best of Hudson Valley Winners: 2009
County: Dutchess
Pick: Editors' Picks
Readers' Picks
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