As featured in
The house on West Street
A Private-Club Feel, Without the Membership
James O'Shea and Charles Kafferman opened West Street Grill in 1990 with a simple idea: Irish hospitality, a room that feels like your own club, and a kitchen rooted in French and Italian technique. Fresh fish arrives daily and local farms fill the menu: farm fresh dining, for over 35 years.
Come for lunch on the patio facing the Green, or settle into the mural room for a long dinner. James will likely greet you at the door.
Since 1990
A Tradition of Gracious Hospitality
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.
From the Market
Farm Fresh Dining
West Street Grill was sourcing from local farms and markets 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. That dedication to quality remains central to the restaurant’s identity, with fresh fish delivered daily and locally sourced produce featured prominently.
From the kitchen
Built on the Morning's Market
The menu shifts with what the fishmonger and the farms bring in. A few plates from recent seasons:
Our guests
Worth the Drive
“This little gem on the main drag in Litchfield is worth the drive! From the owner James' warm (and humorous!) greeting…”
“We had an amazing Mother's Day lunch at West Street Grill in Litchfield. The branzino was outstanding…”
“Wonderful experience. Food was out of this world! The chocolate lava cake is a must have…”
Make a Weekend of It
Stay Nearby, Dine With Us
Private dining & events
The Mural Room, for Your Evening
Rehearsal dinners, milestone birthdays, holiday parties and business dinners, with passed hors d'oeuvres and a menu planned with the chef.
Hours
- Mon – Tue
- Closed
- Wed – Fri
- 11:30–2:30 · 5:30–9
- Sat – Sun
- 11:30–3 · 5:30–9
Reservations by Phone
Reader's Choice Award
Voted the Best of Litchfield County
Litchfield Magazine's readers named West Street Grill a winner in The Best of Litchfield County. Thank you to every guest who voted.
Reservations by Phone
860-567-3885Lunch Wed – Sun from 11:30
Dinner Wed – Sun from 5:30
Closed Monday & Tuesday