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Call for Reservations: 860-567-3885
Refined, Modern American Classics
Three Decades of Gracious Dining Excellence
For over 30 years, West Street Grill has set the standard for refined hospitality and inventive cuisine in the Litchfield Hills. Founded by James O’Shea and Charles Kafferman in 1990, the restaurant brings together the warmth of Irish hospitality, the charm of a private club, and the spirit of modern American dining. With a menu rooted in elevated French and Italian traditions, infused with global flair, our intimate dining room has welcomed guests from across Connecticut, New York, and the Berkshires. Whether you're here for a relaxed lunch or a celebratory dinner, you’ll find an experience defined by grace, creativity, and an unwavering dedication to excellence.
Three Decades of Gracious Dining Excellence
For over 30 years, West Street Grill has set the standard for refined hospitality and inventive cuisine in the Litchfield Hills. Founded by James O’Shea and Charles Kafferman in 1990, the restaurant brings together the warmth of Irish hospitality, the charm of a private club, and the spirit of modern American dining. With a menu rooted in elevated French and Italian traditions, infused with global flair, our intimate dining room has welcomed guests from across Connecticut, New York, and the Berkshires. Whether you're here for a relaxed lunch or a celebratory dinner, you’ll find an experience defined by grace, creativity, and an unwavering dedication to excellence.
Farm Fresh Dining
West Street Grill embraced the farm-to-table philosophy long before it became a culinary buzzword. When the restaurant first opened, James O'Shea would personally drive to New York's vegetable and fish markets to source the freshest ingredients available. This dedication to quality ingredients remains central to the restaurant's identity, with fresh fish delivered daily and locally sourced produce featured prominently.
Ask our Customers
Julia Bareika
We had lunch on Mother’s Day they were very accommodating I went with my baby and the wait staff was fantastic helped me warm a bottle for my girl, very attentive we had a delicious lunch my mom hubby and I enjoyed every bite of our meal We will definitely be back
Ann Russo
This little gem on the main drag in Litchfield is worth the drive! From the owner James’ warm (and humorous!) greeting to the delightful amuse-bouche, the food prepared with such care, and friendly yet professional wait staff, our visit was just perfect! We live about 40 minutes away and are already planning our next time there!
PT
We had an amazing Mother’s Day lunch at West Street Grill in Litchfield. The branzino was outstanding, the smoked salmon Benedict was perfect, and the Mexican shrimp cocktail with peasant bread was a great start. Service was warm and attentive - easily one of the best restaurants in Litchfield.
Jairo Soria
Wonderful experience. Food was out of this world! The Chocolate lava cake is a must have. James is an amazing person treats everyone like family. Would highly recommend. It deserves a Michelin star.
Farm-to-Table Pioneer Before the Trend
West Street Grill embraced the farm-to-table philosophy long before it became a culinary buzzword. When the restaurant first opened, James O'Shea would personally drive to New York's vegetable and fish markets to source the freshest ingredients available. This dedication to quality ingredients remains central to the restaurant's identity, with fresh fish delivered daily and locally sourced produce featured prominently.
In the Spotlight
