| Event | Venue | Date/Time | |
| Pittsburgh Panthers Women's Basketball vs. Central Connecticut State Blue Devils | Petersen Events Center
Pittsburgh, PA | Monday
12/1/2025
6:00 PM |  |
| Duquesne Dukes vs. William & Mary Tribe | UPMC Cooper Fieldhouse
Pittsburgh, PA | Tuesday
12/2/2025
7:00 PM | |
| Pittsburgh Panthers vs. Texas A&M Aggies | Petersen Events Center
Pittsburgh, PA | Tuesday
12/2/2025
7:00 PM | |
| The Lemonheads | Mr Small's Theatre
Pittsburgh, PA | Tuesday
12/2/2025
7:00 PM | |
| Death Angel | Mr Small's Theatre
Pittsburgh, PA | Wednesday
12/3/2025
7:00 PM | |
| Harrison Gordon & Heart To Gold | Bottlerocket Social Hall
Pittsburgh, PA | Wednesday
12/3/2025
8:00 PM | |
| Rob Leines | Club Cafe
Pittsburgh, PA | Wednesday
12/3/2025
8:00 PM | |
| Candlelight: Tribute to Taylor Swift | Omni William Penn Hotel
Pittsburgh, PA | Thursday
12/4/2025
6:30 PM | |
| The Heavy Heavy | Thunderbird Cafe
Pittsburgh, PA | Thursday
12/4/2025
8:00 PM | |
| Pittsburgh Ballet Theatre: The Nutcracker | Benedum Center
Pittsburgh, PA | Friday
12/5/2025
7:00 PM | |
| The Elovaters | Mr Small's Theatre
Pittsburgh, PA | Friday
12/5/2025
7:00 PM | |
| They Are Gutting a Body of Water | Spirit Hall
Pittsburgh, PA | Friday
12/5/2025
7:00 PM | |
| Pittsburgh Symphony Orchestra: Manfred Honeck - Shostakovich's Fifth | Heinz Hall
Pittsburgh, PA | Friday
12/5/2025
7:30 PM | |
| Ghost-Note | Thunderbird Cafe
Pittsburgh, PA | Friday
12/5/2025
8:00 PM | |
| Dexter and The Moonrocks | Stage AE
Pittsburgh, PA | Friday
12/5/2025
8:00 PM | |
| Willa Mae | Mr Small's Fun House
Pittsburgh, PA | Friday
12/5/2025
8:00 PM | |
| Feliz Navibrah | The Original Pittsburgh Winery
Pittsburgh, PA | Friday
12/5/2025
8:00 PM | |
| Adam Conover | Bottlerocket Social Hall
Pittsburgh, PA | Friday
12/5/2025
9:30 PM | |
| Queens of Christmas Drag Brunch | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
12/6/2025
12:00 PM | |
| Pittsburgh Ballet Theatre: The Nutcracker | Benedum Center
Pittsburgh, PA | Saturday
12/6/2025
2:00 PM | |
| Duquesne Dukes vs. Stony Brook Seawolves | UPMC Cooper Fieldhouse
Pittsburgh, PA | Saturday
12/6/2025
2:00 PM | |
| Pittsburgh Ballet Theatre: The Nutcracker | Benedum Center
Pittsburgh, PA | Saturday
12/6/2025
7:00 PM | |
| New Invisible Joy | The Original Pittsburgh Winery
Pittsburgh, PA | Saturday
12/6/2025
8:00 PM | |
| Adam Conover | Bottlerocket Social Hall
Pittsburgh, PA | Saturday
12/6/2025
9:30 PM | |
| Pittsburgh Ballet Theatre: The Nutcracker | Benedum Center
Pittsburgh, PA | Sunday
12/7/2025
12:00 PM | |
| Pittsburgh Symphony Orchestra: Manfred Honeck - Shostakovich's Fifth | Heinz Hall
Pittsburgh, PA | Sunday
12/7/2025
2:30 PM | |
| Pittsburgh Panthers vs. Hofstra Pride | Petersen Events Center
Pittsburgh, PA | Sunday
12/7/2025
4:00 PM | |
| Mustard Plug | Crafthouse Stage & Grill
Pittsburgh, PA | Sunday
12/7/2025
6:30 PM | |
| The Empty Pockets | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
12/7/2025
7:30 PM | |
| The Storm Large Holiday Ordeal | The Original Pittsburgh Winery
Pittsburgh, PA | Sunday
12/7/2025
8:00 PM | |
| Mihali | Thunderbird Cafe
Pittsburgh, PA | Sunday
12/7/2025
8:00 PM | |
| J. Robbins | Mr Small's Fun House
Pittsburgh, PA | Sunday
12/7/2025
8:00 PM | |
| A Rocky Mountain Christmas - The Music of John Denver by Jim Curry | City Winery - Pittsburgh
Pittsburgh, PA | Monday
12/8/2025
7:30 PM | |
| Backhand Blue | Crafthouse Stage & Grill
Pittsburgh, PA | Monday
12/8/2025
7:30 PM | |
| Pittsburgh Penguins vs. Anaheim Ducks | PPG Paints Arena
Pittsburgh, PA | Tuesday
12/9/2025
7:00 PM | |
| Straight No Chaser | Benedum Center
Pittsburgh, PA | Tuesday
12/9/2025
7:30 PM | |
| Stella Cole | City Winery - Pittsburgh
Pittsburgh, PA | Tuesday
12/9/2025
7:30 PM | |
| Pittsburgh Symphony Orchestra: Messiah | Heinz Hall
Pittsburgh, PA | Tuesday
12/9/2025
7:30 PM | |
| Highly Suspect | Stage AE
Pittsburgh, PA | Tuesday
12/9/2025
8:00 PM | |
| Hannah Juanita & Mose Wilson | Club Cafe
Pittsburgh, PA | Tuesday
12/9/2025
8:00 PM | |
| Ryan Davis and The Roadhouse Band | Bottlerocket Social Hall
Pittsburgh, PA | Wednesday
12/10/2025
8:00 PM | |
| Pittsburgh Penguins vs. Montreal Canadiens | PPG Paints Arena
Pittsburgh, PA | Thursday
12/11/2025
7:00 PM | |
| Mannheim Steamroller Christmas | Benedum Center
Pittsburgh, PA | Thursday
12/11/2025
7:30 PM | |
| Disciple of the Garden - Tribute to Soundgarden, Audioslave and Chris Cornell | Crafthouse Stage & Grill
Pittsburgh, PA | Thursday
12/11/2025
7:30 PM | |
| Koffin Kats | Mr Small's Theatre
Pittsburgh, PA | Thursday
12/11/2025
8:00 PM | |
| J Roddy Walston | Mr Small's Fun House
Pittsburgh, PA | Thursday
12/11/2025
8:00 PM | |
| Pittsburgh Ballet Theatre: The Nutcracker | Benedum Center
Pittsburgh, PA | Friday
12/12/2025
7:00 PM | |
| Robert Morris Colonials Women's Hockey vs. Long Island University Sharks | Clearview Arena
Pittsburgh, PA | Friday
12/12/2025
7:00 PM | |
| Matthew West | Amplify Church Pittsburgh East Campus
Pittsburgh, PA | Friday
12/12/2025
7:00 PM | |
| Livefromthecity | Club Cafe
Pittsburgh, PA | Friday
12/12/2025
7:00 PM | |
| Pittsburgh Symphony Orchestra: Daniel Meyer - Highmark Holiday Pops | Heinz Hall
Pittsburgh, PA | Friday
12/12/2025
7:30 PM | |
| Too Many Zooz | Mr Small's Theatre
Pittsburgh, PA | Friday
12/12/2025
8:00 PM | |
| Jay Som | Spirit Hall
Pittsburgh, PA | Friday
12/12/2025
8:00 PM | |
| Polyrhythmics | Thunderbird Cafe
Pittsburgh, PA | Friday
12/12/2025
8:00 PM | |
| Armchair Boogie | The Original Pittsburgh Winery
Pittsburgh, PA | Friday
12/12/2025
8:00 PM | |
| A Musical Christmas Carol | Byham Theater
Pittsburgh, PA | Saturday
12/13/2025
1:00 PM | |
| Pittsburgh Ballet Theatre: The Nutcracker | Benedum Center
Pittsburgh, PA | Saturday
12/13/2025
2:00 PM | |
| Pittsburgh Symphony Orchestra: Daniel Meyer - Highmark Holiday Pops | Heinz Hall
Pittsburgh, PA | Saturday
12/13/2025
2:30 PM | |
| Robert Morris Colonials Women's Hockey vs. Long Island University Sharks | Clearview Arena
Pittsburgh, PA | Saturday
12/13/2025
3:00 PM | |
| Pittsburgh Penguins vs. San Jose Sharks | PPG Paints Arena
Pittsburgh, PA | Saturday
12/13/2025
3:00 PM | |
| A Musical Christmas Carol | Byham Theater
Pittsburgh, PA | Saturday
12/13/2025
6:00 PM | |
| Pittsburgh Ballet Theatre: The Nutcracker | Benedum Center
Pittsburgh, PA | Saturday
12/13/2025
7:00 PM | |
| Avery Anna | Stage AE
Pittsburgh, PA | Saturday
12/13/2025
7:00 PM | |
| Matt Light's Ugly Sweater Party | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
12/13/2025
7:00 PM | |
| Confluence Ballet: The Jazz Nutcracker | Kelly-Strayhorn Theater
Pittsburgh, PA | Saturday
12/13/2025
7:00 PM | |
| Bumpin' Uglies & Ballyhoo! | Mr Small's Theatre
Pittsburgh, PA | Saturday
12/13/2025
7:30 PM | |
| Pittsburgh Symphony Orchestra: Daniel Meyer - Highmark Holiday Pops | Heinz Hall
Pittsburgh, PA | Saturday
12/13/2025
7:30 PM | |
| Lily Henley | The Original Pittsburgh Winery
Pittsburgh, PA | Saturday
12/13/2025
8:00 PM | |
| Matt Light's Ugly Sweater Party | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
12/13/2025
10:00 PM | |
| A Musical Christmas Carol | Byham Theater
Pittsburgh, PA | Sunday
12/14/2025
11:00 AM | |
| Pittsburgh Ballet Theatre: The Nutcracker | Benedum Center
Pittsburgh, PA | Sunday
12/14/2025
12:00 PM | |
| Confluence Ballet: The Jazz Nutcracker | Kelly-Strayhorn Theater
Pittsburgh, PA | Sunday
12/14/2025
2:00 PM | |
| Pittsburgh Symphony Orchestra: Daniel Meyer - Highmark Holiday Pops | Heinz Hall
Pittsburgh, PA | Sunday
12/14/2025
2:30 PM | |
| Pittsburgh Penguins vs. Utah Mammoth | PPG Paints Arena
Pittsburgh, PA | Sunday
12/14/2025
3:00 PM | |
| A Musical Christmas Carol | Byham Theater
Pittsburgh, PA | Sunday
12/14/2025
4:00 PM | |
| Pittsburgh Ballet Theatre: The Nutcracker | Benedum Center
Pittsburgh, PA | Sunday
12/14/2025
4:30 PM | |
| Mary Fahl | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
12/14/2025
7:30 PM | |
| Premium Tailgate Party: Pittsburgh Steelers vs. Miami Dolphins | Premium Tailgate Tent - Pitt
Pittsburgh, PA | Monday
12/15/2025
TBD | |
| PARKING: Pittsburgh Steelers vs. Miami Dolphins | Acrisure Stadium Parking Lots
Pittsburgh, PA | Monday
12/15/2025
TBD | |
| Tailgreeter Tailgate: Pittsburgh Steelers vs. Miami Dolphins | Tailgreeter All-Inclusive Tailgate - Acrisure Stadium
Pittsburgh, PA | Monday
12/15/2025
TBD | |
| Pittsburgh Gold Zone Tailgate: Pittsburgh Steelers vs. Miami Dolphins | Gameday Hospitality - Pittsburgh
Pittsburgh, PA | Monday
12/15/2025
4:30 PM | |
| Pittsburgh Steelers vs. Miami Dolphins | Acrisure Stadium
Pittsburgh, PA | Monday
12/15/2025
8:15 PM | |
| Pittsburgh Penguins vs. Edmonton Oilers | PPG Paints Arena
Pittsburgh, PA | Tuesday
12/16/2025
7:00 PM | |
| The Supersuckers & Scott H. Biram | Crafthouse Stage & Grill
Pittsburgh, PA | Tuesday
12/16/2025
7:00 PM | |
| Holiday Brass Spectacular | Heinz Hall
Pittsburgh, PA | Tuesday
12/16/2025
7:30 PM | |
| Jody Nardone Trio: A Charlie Brown Christmas - A Tirbute to Vince Guaraldi | City Winery - Pittsburgh
Pittsburgh, PA | Tuesday
12/16/2025
7:30 PM | |
| JD McPherson | Thunderbird Cafe
Pittsburgh, PA | Tuesday
12/16/2025
8:00 PM | |
| A Classic Holiday | The Original Pittsburgh Winery
Pittsburgh, PA | Wednesday
12/17/2025
7:30 AM | |
| Pittsburgh Panthers vs. Binghamton Bearcats | Petersen Events Center
Pittsburgh, PA | Wednesday
12/17/2025
7:00 PM | |
| Primer 55 | Crafthouse Stage & Grill
Pittsburgh, PA | Wednesday
12/17/2025
7:00 PM | |
| John Doyle & Cathie Ryan | City Winery - Pittsburgh
Pittsburgh, PA | Wednesday
12/17/2025
7:30 PM | |
| Pittsburgh Panthers Women's Basketball vs. St. Francis (PA) Red Flash | Petersen Events Center
Pittsburgh, PA | Thursday
12/18/2025
6:00 PM | |
| Primitive Man | Thunderbird Cafe
Pittsburgh, PA | Thursday
12/18/2025
8:00 PM | |
| K3ETH | Mr Small's Fun House
Pittsburgh, PA | Thursday
12/18/2025
8:00 PM | |
| Scarhaven | Club Cafe
Pittsburgh, PA | Thursday
12/18/2025
8:00 PM | |
| A Musical Christmas Carol | Byham Theater
Pittsburgh, PA | Friday
12/19/2025
7:00 PM | |
| Pittsburgh Ballet Theatre: The Nutcracker | Benedum Center
Pittsburgh, PA | Friday
12/19/2025
7:00 PM | |
| Pittsburgh Symphony Orchestra: Daniel Meyer - Highmark Holiday Pops | Heinz Hall
Pittsburgh, PA | Friday
12/19/2025
7:30 PM | |
| Big Laughs Year End Showcase | Mr Small's Fun House
Pittsburgh, PA | Friday
12/19/2025
8:00 PM | |
| Zoot - A Jazz & Comedy Showcase | Bottlerocket Social Hall
Pittsburgh, PA | Friday
12/19/2025
8:00 PM | |
