Spread of elegant dishes including salads, appetizers, and cocktails garnished with olives at Cypress and Oak, Frankfort, KY

Cocktail & Wine Menu

Cypress & Oak’s Classic and Creative Options

Join us for a cocktail experience as elevated as the cuisine at Cypress & Oak. Whether you’re toasting a special occasion, unwinding after work, or catching up with friends during happy hour, our bar offers the best gathering spot in downtown Frankfort, KY.

Browse our menu showcasing a diverse array of cocktails, from timeless classics like the Old Fashioned and Manhattan to creative, seasonal options designed to surprise and delight. Signature drinks include the Fall Back, a Sazerac-style creation with sherry and allspice dram, and the Apple Pie-ball, a whimsical blend of apple brandy and pie crust flavors.

For those seeking alternatives, we also offer a curated selection of non-alcoholic beverages, wines, and beers. Pair your meal with a thoughtfully crafted drink or savor the richness of a perfectly poured bourbon as a nightcap.

Cocktails

Rabo-de-galo cocktail with a plated meal in a dimly lit setting at Cypress & Oak, a steakhouse in Frankfort, KY

Featured Cocktails $15


Fall Back

Sazerac Rye, Foro sweet vermouth, PX sherry, allspice dram, Peychaud’s

Old Fashioned Field Party

Wild Turkey 101, Lapsang, sorghum, Brucato Woodlands Amaro

Apple Pie-Ball

Buffalo Trace, Lairds’ apple brandy, pie crust, clarified lemon, Becherovka, bubbles, ala mode whip

Mull It Over

Red wine, eau de vie, ginger, orange, spice

Black Tai Affair

Castle & Key Bourbon, pecan orgeat, gran gala, lime, Hamilton Pot Still Black Rum float

Cocktail glass with three olives on a skewer, served alongside golden fried snacks and green dipping sauce at Cypress & Oak

Steakhouse Martinis $14


Classic

Castle & Key Roots of Ruin dry gin, dry vermouth, orange bitters, Castelvetrano Olives
Bleu Cheese stuffed Castelvetrano Olives +3

50/50

Castle & Key Rise, blanc vermouth, twist

Savory

Castle & Key Harvest, dry vermouth, umami brine, truffle oil, pickled green bean, cheese curd, country ham

Espresso

Wheatley Vodka, espresso, Borghetti, simple

House Classics


Old Fashioned
Manhattan
Boulevardier
Negroni
Daiquiri
French 75
Moscow Mule
Gimlet
Margarita

Featured Non-Alcoholic


Seasonal Soda

Fresh cranberry, ginger, Orange blossom water

Lavender Lemonade

Pecan Latte

Hot or iced, house pecan orgeat

Hopwtr

Special Effects Hoppy Amber

Wine

White


2023 Rapido Pinot Grigio  12/42
Venezie, Italy

2023 Kruger Rumpf dry Riesling  15/52
Nahe, Germany

2023 Domaine Paul Buisse Sauvignon Blanc  13/45
Touraine, France

2022 Raeburn Chardonnay,  13/45
Sonoma, USA

Red


2023 Comtesse Marion Pinot Noir  12/42
Pay d’oc, France

2022 Cline Ancient Vines Zinfandel  12/42
Contra Costa County, USA

2022 Mary Taylor Anjou  13/45
Rouge, France

2022 Matthew Fritz Cabernet Sauvignon  13/45
North Coast, USA

2021 Scattered Peaks Cabernet Sauvignon  19/66
Napa Valley, USA

Sparkling


2023 Zonin Prosecco  10/35
 Italy

Rosé


2023 Roseblood d’estoublon  15/52
Provence, France

Beer

Bottle Beer


Budweiser  $5
Bud Light  $5
Michelob Ultra  $5

Draft Beer


Country Boy IPA  $7
Sig Luscher Pilsner  $7
Sig Luscher KY Common  $9