What’s a holiday without some of the best holiday-themed winter cocktails in Chicago, right? It’s cold outside, and nothing beats a spiked hot chocolate or a classic hot toddy. Therefore, we’ve asked around and gathered what we think are the best holiday cocktails in Chicago this year. Cinnamon, chocolate, Jell-O, cider… so many options, I guess we’ll have to try them one by one!
Wood
3335 N Halsted St, Chicago, IL 60657
Located in Chicago’s Northalsted neighborhood, the Six-Time Michelin Bib Gourmand winner is offering the ultimate “Whiskey Hot Cider” to pair with menu items and keep you warm and cozy.
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Whiskey Hot Cider – tullamore dew irish whiskey, klug farm unfiltered apple cider, cinnamon bark, orange peel
The Press Room
1134 W Washington Blvd, Chicago, IL 60607
Located in Chicago’s West Loop neighborhood, The Press Room is the ultimate speakeasy serving sophisticated but familiar food, friendly wines and classic cocktails. This winter, diners can sip on their housemade Hot Cider while listening to live music or enjoying date night. Looking to make cocktails at home? The Press Room is now selling their Gluhwein for pick-up orders on Tock.
Sold in a 32 oz crowler for $30.00, this is the perfect at-home cocktail!
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Hot Cider – Bourbon & Calvados, cranberry bitters, lemon expression and michigan cider mulled with allspice, cinnamon, nutmeg, clove, peppercorn, sea salt and orange
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Gluhwein – Cinnamon, Clove, Cardamom, Allspice, Orange
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El Che Steakhouse & Bar
845 W Washington Blvd, Chicago, IL 60607
El Che Steakhouse and Bar is stepping up their game with brand new holiday cocktails this year, in addition to their iconic winter Spritz, which is definitely one of our favorites. So bring a friend, so you can check out both!
- Winner Winner After Dinner – Averna Amaro, Yellow Chartreuse, Coffe and Hand Whipped Cream
- La Fuerza Vermu Spritz – with housemade tonic syrup, soda and fresh rosemary
8 Crazy Nights
3441 N Sheffield Ave, Chicago, IL 60657
The Hannukah bar pop-up at The Greystone Tavern is nothing but holiday cocktails! Our favorite is the Gelt Martini, with Dorda Double Chocolate, 28 Mile Vodka, Tippy Cow Chocolate Shake in a martini glass rimmed with gold sugar or powdered sugar and a gelt coin garnish.
And don’t forget to check out the rest of the menu!
Rambler
4128 N Lincoln Ave, Chicago, IL 60618
Have you heard? Rambler is turning into Misfit Christmas this holiday season. Dedicated to recalling old memories and honoring a childhood classic, Misfit Christmas’s drink menu is equally iconic and nostalgic, transporting you into the holiday decorations you remember from the old days.
- Silver and Gold – NOLET’S Silver Gin, Mionetto Prosecco and white cranberry juice with a cranberry and rosemary garnish
Rewired Pizza Bar & Cafe
1100 W Thorndale Ave, Chicago, IL 60660
To help guests warm up and stay festive this holiday season, Rewired offers a Yulelog Fire Much with smoked peppermint chocolate sauce, espresso, and milk. It’s topped with crushed peppermint and toasted marshmallow. Guests can enjoy a non-alcohol version of the drink, or add their favorite alcohol like Journeyman Coffee Liqueur for an up-charge.
Farm Bar
1300 W Wellington Ave, Chicago, IL 60657
Who doesn’t love Farm Bar? They literally have one of the best seasonal menus all the time. However, have you checked out their seasonal cocktail menu? Because we’re loving it — from the smart word plays to the delicious taste!
- Rum Rum Reindeer – Chicago Spirits Rum, House Made Cranberry & Lemongrass Syrup, Lime, Mint, and Soda Water
- Sleigh All Day – Florence Field Gin, Pimento Dram, House Mulled Wine
- Son of a Nutcracker – RhineHall Apple Brandy, Praline Syrup, Hot Cocoa, House Whipped Cream
The Smith
400 N Clark St, Chicago, IL 60654
Located in Chicago’s River North neighborhood, The Smith is the perfect spot to enjoy a delicious meal and hot beverage before heading to holiday festivities. New to the menu this winter, diners can sip on:
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Hot Toddy – bourbon / tawny port / lemon / bitter orange / honey / cinnamon
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Spiked Hot Chocolate – bourbon / hazelnut / chocolate liqueur / coconut / whipped cream
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Hot Apple Cider – add bourbon or spiced rum (add bourbon or spiced rum +$8)
The Dearborn
145 N Dearborn St, Chicago, IL 60602
Located in Chicago’s Loop neighborhood, The Dearborn is the perfect spot to enjoy a meal and specialty cocktails before walking over to the Christkindlmarket or Maggie Daley Park to ice skate. New to the menu, diners can sip on Gluhwein or a Boozy Hot Chocolate.
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Gluhwein – mulled red wine, brandy, ruby port, lemon, orange, allspice, cinnamon, clove, star anise, golden raisins, dried apricots
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Chef Julianna’s Hot Chocolate – steamed to order, homemade marshmallows {add a dram shot of Rumchata 1oz} +5
FireLake Grill House & Cocktail Bar
221 N Columbus Dr, Chicago, IL 60601
Digging the Christmas vibe? Come check out the seasonal drink menu at FireLake — specifically, the Grinch cocktails! You can also build your own wine flight by choosing any 4 wines from their extensive list of reds, whites, and bubbles.
- Mexican Campfire – Los Vecinos Mezcal, agave, Aztec chocolate bitters, smoke
- The Grinch Sour – Tito’s, midori, triple sec, coconut cream, lime, soda (serves two)
- After Hours in Whoville – Evan Williams bourbon, blue curacao, apple cider, holiday syrup, lemon, champagne (serves two)
Replay Lincoln Park
2833 N Sheffield Ave, Chicago, IL 60657
All month long, the bar will transform its main room to replicate Hogwarts at Christmastime, with several photo opportunities with iconic characters and scenes from the popular series, such as the Great Hall, decked out in all of its festive glory, with wreaths, garland, candles, and snow. The pop up will feature thematic, seasonal drinks such as Dementor’s Kiss, Polyjuice Potion, Rowena’s Diadem, shots of Voldemalort, and more!
The Whistler
Open mic, movie nights… The Whistler has always been many Chicagoan’s favorite hangout spot. Now, you have one more reason to visit them this season — the perfect holiday drink! Keep in mind proof of vaccination and face coverings are required to enter. All events are 21+ and free to the public.
- The Spice is Right – rum, housemade pumpkin-coconut syrup, ginger liqueur, lime, cinnammon, mint.
- Warm Regards – a hot toddy-style cocktail made with rye whiskey, apple sider, maple syrup and lemon.
Houndstooth Saloon
3369 N Clark St, Chicago, IL 60657
Did you check out our list of holiday pop-ups happening around the town? Then you know Houndstooth Saloon is doing some awesome things thing this year with, of course, some of the best holiday cocktails! The lively Wrigleyville country bar has transformed into a holiday wonderland with wall-to-wall décor inspired by the film “National Lampoon’s Christmas Vacation”, so come check it out!
- Aunt Bethany’s Jell-O Mold Fishbowl – Absolut Watermelon, green Jell-O, and Aunt Bethany’s cat food
- Cousin Eddie’s Eggnog – housemade with brandy
Featured Image Credit: The Dearborn