Hot Buttered Rum at Three Dots and a Dash's River North Pole

‘Tis The Season For A Chicago Holiday Cocktail Stroll

Start a new tradition with these festive sips around town

Looking for a new holiday cocktail experience? The first annual Chicago Holiday Cocktail Stroll, presented by Three Dots and a Dash, has officially kicked off, and it’s your perfect excuse to hit all the city’s most festive bars and destinations! Check out the delicious seasonal sips that await as you make your way through a winter wonderland of cocktails at some of the city’s most iconic bars. Download a handy map here, then gather your party crew for a holiday adventure that’s merry, bright and boozy!

Ready to kick off your Chicago Holiday Cocktail Stroll? Make a reservation at Three Dots and a Dash.

Stop #1: Tom & Jerry at Miller’s Pub

Perhaps the most iconic location on Three Dots’ first-ever Chicago Holiday Cocktail Stroll, stop by Miller’s Pub (@millerspub), open in the Loop since 1935, to get cozy with a mug of their signature holiday cocktail, the Tom & Jerry. This warm and frothy egg batter drink, spiked with rum and brandy, has been served using the same recipe and method for decades and never disappoints. It’s old school holiday nostalgia in a cup and we are here for it.
Visit Miller’s Pub at 134 S. Wabash

Stop #2: Glühwein at The Christkindlmarket (Loop)

Next stop, Chicago’s quintessential outdoor holiday drinking experience: Christkindlmarket (@thechristkindlmarket)! Stroll from stall to stall, mug of Glühwein in hand, shopping festive goods with lively music and cheer in the air, with the city and twinkling lights as the backdrop. It’ll turn any night out into a laughter-filled winter adventure.
Visit The Christkindlemarket in The Loop at Daley Plaza, 50 W. Washington

Stop #3: Hot Buttered Rum at Three Dots and a Dash

River North Pole has returned to Three Dots and a Dash with a whole host of festive cocktails, including an all-time holiday fave, the Hot Buttered Rum, made with Saint Lucia Aged Rum, house Caribbean Overproof Rum Blend, Nordic butter, baking spices, and topped with spiced cream. Served in a limited-edition souvenir mug, you can enjoy this warming delight for $15, plus tax, or take home the mug too, for $21, plus tax. (Snag one and try the recipe for all your holiday parties!)
Make a reservation at Three Dots and a Dash at 435 N. Clark St. (in the alley)

Stop #4: Tom & Jerry at Sparrow

Don your holiday best (this is not the place for those ugly sweaters…) for the next stop on the Chicago Holiday Cocktail Stroll, Sparrow (@sparrowchicago) in Gold Coast, where you can expect vintage vibes and classic cocktails, including their very own signature Tom & Jerry. This swanky little winter indulgence, which they describe as a “warm and fluffy blend of holiday spiced Tom & Jerry batter, rum and brandy, topped with nutmeg, served in a classic mug,” makes the coziest nightcap.
Visit Sparrow at 12 W. Elm

Stop #5: Christmas In Your Mouth Martini at Butch McGuire’s

Chicago’s O.G. of over-the-top holiday decor, the final, must-visit stop on the Chicago Holiday Cocktail Stroll is Butch McGuire’s (@butchmcguires) in Gold Coast. The Windy City’s “original singles bar” known for its burgers, wings and beers, has also bottled up holiday spirit with their famous seasonal concoction, “Christmas In Your Mouth.” Stop by to sip the Christmas In Your Mouth Martini, then snag a bottle to bring to your next holiday party.
Visit Butch McGuire’s at 20 West Division Street