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Holiday Community Day AWAACC Friday, December 13 | 12–4 PMAugust Wilson African American Cultural Center, 980 Liberty Ave., PittsburghFree Admission Celebrate the season with an afternoon of joy, culture, and community at AWAACC’s annual Holiday Community Day. The free, family-friendly event features live music and dance, photos with Santa and Mrs. Claus, a Kwanzaa drumming and dance performance by Opoku Read more...
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Holiday Spectacular & Merry & Bright Market Date: Saturday, December 13, 2025 Time: 12:00 PM – 6:00 PM Location: SouthSide Works, Pittsburgh, PA Admission: Free & Open to All Ages Join SouthSide Works for a festive day of holiday magic. The Holiday Spectacular features the Merry & Bright Holiday Market, presented by I Made It! Market. Explore unique gifts from over 50 local vendors offering handmade and Read more...
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Whiskey and Chocolate PairingSaturday, December 13, 2025 | 3:30–5 PMIron City Distilling, 150 Ferry Street #Bldg 2, Creighton, PA Details:Savor the perfect balance of bold and sweet at Iron City Distilling’s Whiskey and Chocolate Pairing. Each pour of handcrafted whiskey will be paired with artisan chocolates from Valos Chocolates, creating a decadent tasting journey. Guests can enjoy lounge-style seating on Read more...
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Uncover Squirrel Hill Holiday Wine Walk Squirrel Hill, Forbes & Murray AvenuesDecember 13, 4–7 PM Sip your way through Squirrel Hill at this annual self-paced wine-tasting stroll. The Holiday Wine Walk invites guests to explore the neighborhood’s business district while sampling approximately 15 wines and unlocking exclusive discounts from participating shops along Forbes and Murray. Check-in begins at 5884 Forbes Read more...
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Merry & Moisturized Holiday Self-Care Party Host: Nabakindo Featured Host: Vania Gbee, Founder & Owner Date & Time: Saturday, December 13, 2025, from 5:00 PM to 8:00 PM (Doors open at 4:45 PM) Location: Nabakindo, Space #13, 100 Robinson Centre Drive, Pittsburgh, PA 15205 Admission: Ticketed (Ages: Under 18 must be accompanied by an adult 21+) RSVP Deadline: Wednesday, December 10, 2025 Good to Know: In-person, 3-hour Read more...
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Event Name: Sounds of the SeasonDate: Friday, December 13, 2025Time: 7:30 PM (VIP Holiday Cheer Hour: 6:30–7:30 PM)Location: New Hazlett Theater, 6 Allegheny Square, Pittsburgh, PA 15212Category: Music + PerformanceCost: $45 (Group discounts available); VIP tickets pay what moves you ($75–$150) Details:Celebrate the holidays at the New Hazlett Theater with Sounds of the Season, a lively evening of jazz, soul, Read more...
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Matt Light’s Ugly Sweater Party V City Winery, December 13 Pittsburgh native Matt Light returns to his hometown for an epic night of comedy. Light is known for his fast crowd work and rapport with audience members, and the Ugly Sweater Party is shaping up to be the biggest party of the winter. Find more information here! Find more events Read more...
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Chunky Knit Snowman Workshop & Hot Chocolate Bar Host: Hampton Inn Greensburg Date & Time: Multiple Dates Available Category: Holiday, Christmas Overview: Get cozy for the craft night of the season! Create your own adorable, super-soft chunky knit snowman and enjoy a festive hot chocolate bar. Join the Hampton Inn Greensburg for a cozy and creative holiday workshop. You’ll craft your own adorable Chunky Read more...
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Cookies and Cocoa with Santa Host: A&N Garden and Greenhouse Date: Saturday, December 14, 2025 Available Time Slots: 1:00-1:30 PM, 1:30-2:00 PM, 2:00-2:30 PM, 2:30-3:00 PM Location: A&N Garden and Greenhouse, 2130 Reis Run Road, Pittsburgh, PA 15237 Admission: $25.00 per child (Adults attend free; tickets not required for adults) Good to Know: This is an in-person event for children with a parent or guardian. Free Read more...
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Letters to Santa – Kids Christmas Workshop Host: Green Heiress Retreats Date & Time: Sunday, December 14, 2025, from 2:00 PM to 4:00 PM (Doors open at 1:50 PM) Location: Green Heiress Holistic Health, 209 Commercial Avenue, First Floor Studio, Aspinwall, PA 15215 Admission: Ticketed (Ages 5–12; parent or guardian must accompany child) Good to Know: This is a 2-hour, in-person workshop with a no-refund Read more...