A Vintage Holiday Experience is a festive holiday pop-up for all ages at FLOCK Food Truck Park. Enjoy Brunchin’ with Santa every Sunday from 10 a.m. to 2 p.m., now through Dec. 21, complete with a cheerful photo opportunity with Santa, a special brunch menu from Byrdies Food Truck, and the signature house-made hot cocoa piled high with marshmallows. On Wednesdays, stop by for the weekly launch of the deliciously cozy holiday drink menu, including cocktails and mocktails, along with free holiday trivia through Dec. 17 (Wednesdays only). Reservations are strongly encouraged, but walk-ins are welcome when seating is available for this nostalgic blast from Christmas past.

Old Bakery Beer Company is known for its rotating menus and top-tier vibes, and the holiday season is no exception. With the Ginger Snap Old Fashioned to the unique Rosemary Highball and Peppermintini, you’ll be in the Christmas spirit with just one sip of these festive holiday cocktail creations. If you’re wondering, “Where’s the holiday beer?” don’t miss the Tannenbaum India Pale Ale with rosemary or the Peppermint Porter. These seasonal brews will have you happily hopping along to the Christmas vibes as you shop the Holiday Market every Saturday through Christmas.

Tony’s Steakhouse and Bar has you covered with holiday sips perfect for a festive date night or prebatched cocktails that will make you the hostess with the mostess. If you’re opting for a night out, prepare to experience the 12 Pours of Christmas—an indulgent tasting of one-ounce whiskey pours from Santa’s Sleigh Selects, North Pole Rarities, Winter Warmers and limited editions. Once those have you feeling merry and bright, be sure to grab a prebatched cocktail like the White Christmas Martini for your next holiday gathering.

EXO Nail Bar and Lounge is hosting a one-of-a-kind Friends-themed experience that brings the beloved show to life. Enjoy food that tastes like Monica made it, signature drinks like How You Brewin’ and The Smelly Cat that nod to Rachel, Joey, and Phoebe, and an immersive setup featuring the original couch, original clothing worn on the show, and “the door” with the iconic peephole that instantly recalls Ross and Chandler. Book your tickets now through Dec. 31. And don’t forget about the Holiday Armadillo!

Santa is ready to ride his Sleigh right into Sleigh 51! Bin 51 has let the North Pole experts deck out their cozy bar to create equal parts bar and Christmas wonderland. And it's packed with festival fun and old-fashioned holiday enjoyment. No reservations, no cover just let the spirit of Christmas float you and yours to the place that does has it all.

Off the Record at The Ink House Holiday Happy Hour is back for another merry season! If you’re looking for a mid-week pick-me-up, The Ink House has you covered. Their beloved Holiday Happy Hour series returns for another year of spirited celebrations, cozy gatherings, and seasonal surprises that make Tuesday nights feel truly magical. Enjoy festive cocktails, live music, and themed fun — from Bingo Night to a Holiday Market Night. No reservations needed, just swing by and soak up the cheer. Get ready to rock around the Christmas tree all evening!

Chava’s Mexican Restaurant has officially brought back their fan-favorite Cranberry Margarita! It’s the perfect sip after a long day of holiday shopping — or grab a batch to-go and be the star of your next festive gathering. Cheers!

The hidden gem that is The Wooden Nickel has made a list — and checked it twice — when crafting its dazzling, fun, and festive holiday drink menu. From classics like I Triple Dog Dare Ya and Sugar Cookie to fresh, playful twists on favorites like Santa-gria, there’s something merry and bright for everyone 21+ on this spirited lineup!

During the month of December, the Bloody Bucket Saloon transforms into the Holly Jolly Bucket Saloon, decking the halls and turning this classic cowboy bar into a full-on Christmas cowboy wonderland! Each drink is crafted with care, perfectly spiced, and loaded with holiday cheer. This festive pop-up is open every Friday and Saturday night, plus Sunday afternoons, through Jan. 4. Grab your boots, gather your crew, and come soak up the holly jolly fun!

When out on the river there arose such a clatter everyone looked outside to see just what was the matter! Turns out it’s just the excitement at The Grafton Pub as The Polar Patio returns for the holidays! Enjoy festive live music, cheerful holiday drinks, and Christmas decor that instantly puts you in the spirit. Don’t let the chilly temps keep you away, cozy fire pits and toasty cocktails will keep you warm all evening long. Santa has already saved you a seat, so no reservations needed! The Polar Patio opens Saturday, Dec. 6 and runs through Jan. 4. Bundle up, bring your holiday cheer, and join the fun!

The Evergreen Soirée is alive and thriving at Manhattan’s Socialhouse! This popular local hang out has a love for Christmas that is truly evergreen, and the sparkling holiday pop-up proves it. Sip your way through festive cocktails, enjoy delicious small plates, and soak in an atmosphere where the vibes are high and the Christmas spirit is even higher.
Reservations are strongly recommended for this fabulous celebration, taking place every Friday and Saturday throughout December. Step inside and let the holiday magic take over!