DINNER Series AT CLIFF HOUSE
As the summer cools and we move into the autumn season, we are excited to announce our dinner series. These collaborations between the Cliff House kitchen and the amazing winemakers, chefs and artisans are sure to spark conversation, delight the senses, and bring people together for a fun-filled evening of candlelight and good cheer.
Make a RESY for any of these dinners and receive an access code to book a discounted room for the night. Sauna, pool, lake, and fire pit, finished with a beautiful menu and amazing wine. Make it a glorious staycation.
ROSENTHAL BURGANDY DINNER
NOVEMBER 5TH
ROSENTHAL BURGANDY DINNER
For lovers of fine wine, the name Neal Rosenthal needs no introduction. Following our sold-out debut last year, The Cliff House returns to the cellar of importer Rosenthal Wine Merchant for a five-course dinner devoted entirely to Burgundy — from crisp Chablis to structured Côte de Nuits reds, closing with a rare pour of Crème de Framboise.
Chefs Polo Dobkin and Jon Sterrett will build the menu course by course around five Burgundian stunners that trace the region's range: Thévenet & Fils Blanc de Blancs Brut NV to open, Daniel-Étienne Defaix Chablis 1er Cru "Les Lys" 2015, Hubert Lignier Bourgogne Rouge "Grand Chaliot" 2023, Harmand-Geoffroy Gevrey-Chambertin 2022, and a Lucien Jacob Crème de Framboise NV to finish.
Thanks to our retail partner Guido's, these exceptional wines will be available for purchase and pick up in Great Barrington.
MENU
Welcome passed bite to accompany the toast
Gougeres au gruyère
Gougeres au gruyère
First Course
Smoked Trout Rillettes, sourdough, pickled shallots, and capers
Second Course
Roasted Pork Loin, vin jaune and mushroom jus, juniper and apple braised cabbage
main Course
Braised Short Ribs, brown butter polenta, herb gremolata
Dessert
Dark Chocolate, hazelnut caramel, foie gras
Thursday, November 5 — seated at 6:00 PM - Dinner Runs 6-9PM
$175 per person, plus tax & gratuity. Seating is limited.
$175 per person, plus tax & gratuity. Seating is limited.
MAKE A RESY

ROSENTHAL BURGANDY DINNER
NOVEMBER 5TH
ROSENTHAL BURGANDY DINNER
For lovers of fine wine, the name Neal Rosenthal needs no introduction. Following our sold-out debut last year, The Cliff House returns to the cellar of importer Rosenthal Wine Merchant for a five-course dinner devoted entirely to Burgundy — from crisp Chablis to structured Côte de Nuits reds, closing with a rare pour of Crème de Framboise.
Chefs Polo Dobkin and Jon Sterrett will build the menu course by course around five Burgundian stunners that trace the region's range: Thévenet & Fils Blanc de Blancs Brut NV to open, Daniel-Étienne Defaix Chablis 1er Cru "Les Lys" 2015, Hubert Lignier Bourgogne Rouge "Grand Chaliot" 2023, Harmand-Geoffroy Gevrey-Chambertin 2022, and a Lucien Jacob Crème de Framboise NV to finish.
Thanks to our retail partner Guido's, these exceptional wines will be available for purchase and pick up in Great Barrington.
MENU
Welcome passed bite to accompany the toast
Gougeres au gruyère
Gougeres au gruyère
First Course
Smoked Trout Rillettes, sourdough, pickled shallots, and capers
Second Course
Roasted Pork Loin, vin jaune and mushroom jus, juniper and apple braised cabbage
main Course
Braised Short Ribs, brown butter polenta, herb gremolata
Dessert
Dark Chocolate, hazelnut caramel, foie gras
Thursday, November 5 — seated at 6:00 PM - Dinner Runs 6-9PM
$175 per person, plus tax & gratuity. Seating is limited.
$175 per person, plus tax & gratuity. Seating is limited.
MAKE A RESY
Gemma Giannoni
DECEMBER 3RD
organic/biodynamic Italian Wine Dinner with Gemma Giannoni
In a first for The Cliff House, we're embracing all things Italy — celebrating the bounty of Italian culture with Gemma Giannoni of Giannoni Selections, the Massachusetts importer devoted to organic and biodynamic wines sourced directly from small growers across Italy.
Gemma's path to wine ran through nearly a decade as wine buyer and cheesemonger at Formaggio Kitchen Cambridge, and years spent living among the growers of Northern Italy — an education that shows in every bottle she brings home.
Alongside local legend Matt Rubiner, this evening brings together handmade pasta, exceptional cheese, and delicious Italian wine for a night devoted entirely to la dolce vita.
Gemma's path to wine ran through nearly a decade as wine buyer and cheesemonger at Formaggio Kitchen Cambridge, and years spent living among the growers of Northern Italy — an education that shows in every bottle she brings home.
Alongside local legend Matt Rubiner, this evening brings together handmade pasta, exceptional cheese, and delicious Italian wine for a night devoted entirely to la dolce vita.
MENU
Details to come.
Thursday, December 3rd — seated at 6:00 PM Dinner Runs 6-9PM
$156 per person, plus tax & gratuity. Seating is limited.
$156 per person, plus tax & gratuity. Seating is limited.
MAKE A RESY
Gemma Giannoni
DECEMBER 3RD
organic/biodynamic Italian Wine Dinner with Gemma Giannoni
In a first for The Cliff House, we're embracing all things Italy — celebrating the bounty of Italian culture with Gemma Giannoni of Giannoni Selections, the Massachusetts importer devoted to organic and biodynamic wines sourced directly from small growers across Italy.
Gemma's path to wine ran through nearly a decade as wine buyer and cheesemonger at Formaggio Kitchen Cambridge, and years spent living among the growers of Northern Italy — an education that shows in every bottle she brings home.
Alongside local legend Matt Rubiner, this evening brings together handmade pasta, exceptional cheese, and delicious Italian wine for a night devoted entirely to la dolce vita.
Gemma's path to wine ran through nearly a decade as wine buyer and cheesemonger at Formaggio Kitchen Cambridge, and years spent living among the growers of Northern Italy — an education that shows in every bottle she brings home.
Alongside local legend Matt Rubiner, this evening brings together handmade pasta, exceptional cheese, and delicious Italian wine for a night devoted entirely to la dolce vita.
MENU
Details to come.
Thursday, December 3rd — seated at 6:00 PM Dinner Runs 6-9PM
$156 per person, plus tax & gratuity. Seating is limited.
$156 per person, plus tax & gratuity. Seating is limited.
MAKE A RESY

