Cleveland knows how to do the holidays right! From elegant winter cocktails to Instagram-ready holiday scenes, these season pop-ups are serving up festive cheer. Check out the must-visit spots below.
Griswold’s Holiday Bar
Step into Griswold’s Holiday Pop-Up Bar, inspired by National Lampoon’s Christmas Vacation, where the lights are bright, the vibes are festive, and the drinks are full of holiday cheer. Sip on seasonal favorites like rich, creamy eggnog and a menu of creative cocktails with names that’ll make any Christmas Vacation fan grin. For the full Griswold experience, upgrade any drink and enjoy it served in our iconic moose mug for an additional cost. It’s the perfect spot to celebrate all the fun, chaos, and magic of the season!
Old School Pizza and Wings, 445 Avon Belden Rd. Avon Lake, OH, 440.961.0892, oldschoolpizzaandwings.com/banquet-center-in-avon-lake
Rollhouse Pop Up Christmas Bars
Step into the spirit of the season at Rollhouse’s Pop-Up Christmas Bars: where holiday magic meets high-energy fun. These limited-time experiences transform our lounges into festive wonderlands, complete with twinkling lights, decoration overload, and holiday cocktails. Perfect for friends’ night out, office parties, or a post-bowling treat, our Christmas bars deliver cozy vibes with a modern twist. Snap a photo with over-the-top décor, sip a seasonal drink, and celebrate the most wonderful time of the year, Rollhouse style. This is Our House at its most festive.
Rollhouse, Multiple Locations in Mentor, Solon, Parma, and North Olmstead, therollhouse.com
Southern Cheer— Southern Tier Brewing Co.
Step into the holiday spirit at Southern Cheer, our magical Christmas pop-up bar! The Southern Tier Cellar has been completely transformed into a cozy, spirited winter wonderland, decked from floor to ceiling with twinkling lights, holiday décor, and all the festive touches that make the season bright.
Sip your way through our menu of holiday-inspired cocktails, crafted to warm you up and bring out your inner elf. Whether you’re gathering with friends, hosting a seasonal celebration, or simply looking for a cheerful night out, Southern Cheer is the perfect place to celebrate the most wonderful time of the year.
Southern Tier Brewing Co., 811 Prospect Ave E, Cleveland, OH, 440.484.4045, cleveland.stbcbeer.com/southerncheer
Elf’ed Up— Thirsty Cowboys
Get Elf’d Up This Holiday Season! Escape the everyday and dive headfirst into Medina’s most festive and fun holiday pop-up bar! Elf’d Up transforms the Thirsty Cowboy into a dazzling winter wonderland overflowing with holiday cheer.
Indulge in naughty and nice themed cocktails, enjoy the spectacular decorations, and make unforgettable memories. It’s the perfect spot for your office party, date night, or just to get your spirits bright. Don’t wait—this seasonal spectacle won’t last long!
Thirsty Cowboys, 2743 Medina Rd. Medina OH, 330.722.5400, thirstycowboys.com
St. Nick’s Social Club— Society Speakeasy
Step into the timeless magic of St. Nick’s Social Club, where Christmas nostalgia meets 1920s glamour. Your journey begins as you stroll past the warm glow of Santa and Mrs. Claus’s private quarters, catching a charming peek through the window display as they unwind with a cozy nightcap—an intimate moment that sets the tone for the enchantment ahead.
From there, descend through the Golden Hallway, its shimmering walls guiding you deeper into the world of old-school holiday elegance. At the bottom awaits a red-hued 1920s Christmas lounge, a dazzling blend of vintage charm and festive spirit. Sip on expertly crafted cocktails, mingle under the glitz and twinkling lights, and let the spirit of Christmas—sweep you into a celebration unlike any other.
Society Lounge, 2063 E 4th Street, Cleveland, OH, 216.930.2655, societycleveland.com
Holly Dolly Rooftop Xmas Bar— Jolene’s Honky Tonk
Welcome to Holly Dolly Rooftop Xmas Bar, the only rooftop Christmas bar on East Fourth—and a holiday haven straight out of Dolly’s wildest, pinkest dreams. Perched high above the city, this one-of-a-kind honky-tonk transforms the skyline into a glittering country-Christmas playground. Up here, the air is crisp, the lights are bright, and everything is dipped in Dolly-inspired pink sparkle. Think tinsel, neon, rhinestones, and a whole lot of heart. It’s Christmas the way Dolly would’ve wanted it: big, bold, warm, and wonderfully over-the-top.
Sip festive cocktails under the stars, two-step between twinkling lights, and soak in the only rooftop holiday experience of its kind. At Jolene’s, every night is a little bit country, a little bit Christmas, and entirely unforgettable. Pull up those boots and head on up—Jolene’s Honky Tonk is where the season goes to shine.
Jolene’s Honky Tonk, 2038 E 4th St, Cleveland, OH, 216.205.4368, @jolenescle
Office Christmas Party— Danny’s Breakroom
Step into Danny’s Breakroom, Tremont’s laid-back holiday hideaway where the office Christmas party gets all the fun—without any of the stuffiness. No cubicles, no awkward small talk, no corporate memos… just the good parts: the laughter, the snacks, the spiked punch, and the kind of cheer HR could never approve.
Designed like the breakroom everyone wished they had, this festive hangout blends nostalgic office vibes with playful holiday energy. Think mismatched mugs, retro appliances, tinsel-draped bulletin boards, and a vibe that feels like someone finally let loose after 5 p.m. Grab a cheeky holiday cocktail, swap stories around the “water cooler,” and celebrate the season in a space where the copy machine never jams and the fun never clocks out. Welcome to Danny’s Breakroom—where the holiday party is relaxed, ridiculous, and just right.
Danny’s On Professor, 2258 Professor Ave, Cleveland, OH
Santa’s Secret —Seeing Double
Check out Santa’s Secret at Seeing Double for fun energy, festive vibes & holiday spirits flowing all month! If you haven’t visited Seeing Double’s Santa’s Secret Christmas Pop-up Bar yet, you’re missing out!
They just released a new food and cocktail menu — showcasing handcrafted martinis and fresh seasonal cocktails you won’t find anywhere else!
Seeing Double, 26880 Brookpark Ext, North Olmsted OH, 440.641.1267 seeingdoublecle.com
XMAS Bar— HI 5
XMAS Bar is back and brighter than ever, taking over the HI 5 space with wall-to-wall lights, cheeky seasonal cocktails, over-the-top décor, and even great sports viewing for fans who like their game days wrapped in tinsel. Upstairs, Winter Lodge transforms the Glamper space into a cozy, ski-inspired hideaway with a heated outdoor rooftop, warm cocktails, twinkle lights, and weekend daytime après parties that bring all the mountain vibes without leaving the city. Together, XMAS Bar and Winter Lodge create the ultimate holiday destination.
HI 5, 1052 Old River Rd, Cleveland, OH, 216.644.8884, xmasbar.com/cleveland
STEAK Cleveland
STEAK Cleveland isn’t just a restaurant—it’s where your Christmas party goes to level up, loosen up, and fully give in to the holiday hangries. This bold, butcher-chic Tremont hotspot delivers serious steak with zero stuffiness, plus bottomless fries, addictive bites, and a vibe that practically shouts let’s celebrate. Think festive energy, sizzling plates, and the kind of indulgence that makes your group instantly jolly. If you want a Christmas party that’s fun, flavorful, and delightfully over-the-top, STEAK Cleveland brings the cheer, the charm, and the char-grilled magic.
STEAK Cleveland, 2179 W 11th St, Cleveland, OH, steakcle.com