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Event Name: Over & Under: A Stranger Things-Inspired Pop-Up BarDate: Friday, November 21, 2025 – Saturday, February 28, 2026Location: City Kitchen Patio at Bakery Square, 145 Bakery Square Blvd, Pittsburgh, PA 15206Category: Food + BeverageCost: Free Details:Something strange is brewing in Hawkins—and it’s closer than you think. Bakery Square transforms into a Stranger Things-inspired world for Over & Under, a Read more...
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November 21, 2025, 10:00 am
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January 4, 2026, 6:00 pm
Address: 4800 Kennywood Boulevard
15122
15122
Kennywood Holiday Lights Kennywood, November 14 – January 4 There’s always something seasonal happening at Kennywood, and the holidays are no exception. It’s perfect as a family outing, or as a fun solo date to get into the Christmas spirit. You’re never too old to make a Build-a-Bear or send a letter to Santa. Find more information here! Find more Read more...
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DiAnoia’s Holiday Celebrations Locations: DiAnoia’s Eatery & Pane è Pronto, Strip District, Pittsburgh Seasonal Offerings: Available December 9 – 23, 2025 DiAnoia’s Eatery and its sister shop, Pane è Pronto, celebrate the holidays with an array of Italian specialties, from a traditional seafood feast to festive sweets and pantry staples. Feast of the Seven Fishes at DiAnoia’s Eatery A beloved prix-fixe, family-style Read more...
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Mystery after Dark: A Culinary Whodunit at The Commoner December 19, 2025–January 4, 2026 The Commoner introduces an immersive Clue-inspired dining experience this winter. The three-course prix fixe dinner invites guests to become detectives for the evening, using an Investigator’s Journal to meet suspects, uncover secrets, and solve the disappearance of the chef’s prized recipe binder. Diners who crack the Read more...
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Holiday Dinner To Go from The Fez Restaurant: The Fez Service: Pre-ordered holiday takeout meals. Order Deadline: Wednesday, December 18, 2025. Pickup Dates & Times: December 23 & 24, 2025, from 9:00 AM to 1:00 PM. Order Online: thefez.com/christmas-to-go Order by Phone: (724) 378-1810. Let The Fez handle the cooking so your holiday memories can center around the table. The restaurant is offering a convenient Takeout Menu Read more...
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Jazz & Soul Christmas Spectacular Presented by: PureSoul at City Winery Pittsburgh Date & Time: Tuesday, December 23, 2025, at 7:30 PM Venue: City Winery Pittsburgh Genre: Holiday, Jazz, Soul Experience the warmth and joy of the season with a soulful twist. PureSoul presents the Jazz & Soul Christmas Spectacular, featuring Cleveland Jones and a crew of Pittsburgh’s finest musicians. This festive concert celebrates the rich soul Read more...
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OPEK : Live at Kingfly! Host: Kingfly Spirits Date & Time: Friday, December 26, 2025, from 8:00 PM to 10:00 PM (Doors open at 7:00 PM) Location: The Loft at Kingfly Spirits, 2613 Smallman Street, Pittsburgh, PA 15222 Admission: $20 (General Admission; seating is first-come, first-served) Good to Know: This is a 2-hour, in-person concert with a no-refund policy. Category: Music, Jazz. For specific seating Read more...
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Shorty’s Santa ShopNow through December 30, 2025Shorty’s North Shore & Shorty’s Waterfront Shorty’s Santa Shop is back for its second season—and bigger, brighter, and more festive than ever. Both Shorty’s locations have transformed into full North Pole-inspired wonderlands. They are complete with thousands of twinkling lights, themed rooms, and immersive holiday photo ops. Guests can wander through Candy Cane Lane, Read more...
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HOME FOR THE HOLIDAYS Host: WELOVEPGHEVENTS Date & Time: Saturday, December 27, 2025, from 9:00 PM to 2:00 AM Location: The Reserve (5th Floor of The Distillery Complex), 59 S 2nd St, Pittsburgh, PA 15219 Admission: Ticketed (Must be 21 and older) Dress Code: Formal attire required. No exceptions. Good to Know: This is a 5-hour, in-person event. Valet parking and coat check will be available. Read more...
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Countdown Cocktails: 3-2-1 Cheers! – Wine Cocktail Mixing Class Event: Countdown Cocktails: 3-2-1 Cheers! – Wine Cocktail Mixing Class Host: Janet McKee of SanaView Date & Time: Saturday, December 27, 2025, from 2:00 PM to 4:00 PM Location: SanaView Farms, 280 Roaring Run Road, Champion, PA 15622 Admission: $50 per person (Ages 21+) Good to Know: This is a 2-hour, in-person class with free parking. Refunds Read more...