| Event | Venue | Date/Time | |
| Pittsburgh Penguins vs. Detroit Red Wings | PPG Paints Arena
Pittsburgh, PA | Thursday
1/1/2026
7:00 PM |  |
| Purple Madness - A Tribute To Prince | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
1/1/2026
7:00 PM | |
| Let's Groove Tonight - Earth, Wind and Fire Tribute | City Winery - Pittsburgh
Pittsburgh, PA | Friday
1/2/2026
7:30 PM | |
| Van-Uary Brunch | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
1/3/2026
12:00 PM | |
| Duquesne Dukes vs. Virginia Commonwealth Rams | UPMC Cooper Fieldhouse
Pittsburgh, PA | Saturday
1/3/2026
12:00 PM | |
| Pittsburgh Panthers vs. Clemson Tigers | Petersen Events Center
Pittsburgh, PA | Saturday
1/3/2026
12:00 PM | |
| Robert Morris Colonials vs. Sacred Heart Pioneers | Clearview Arena
Pittsburgh, PA | Saturday
1/3/2026
4:00 PM | |
| Clue - Live On Stage | Benedum Center
Pittsburgh, PA | Saturday
1/3/2026
7:30 PM | |
| Dancing Machine - Tribute to The Jacksons | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
1/3/2026
7:30 PM | |
| Pink Talking Fish & Steely Dead | Thunderbird Cafe
Pittsburgh, PA | Saturday
1/3/2026
8:00 PM | |
| Premium Tailgate Party: Pittsburgh Steelers vs. Baltimore Ravens | Premium Tailgate Tent - Pitt
Pittsburgh, PA | Sunday
1/4/2026
TBD | |
| PARKING: Pittsburgh Steelers vs. Baltimore Ravens | Acrisure Stadium Parking Lots
Pittsburgh, PA | Sunday
1/4/2026
TBD | |
| Pittsburgh Gold Zone Tailgate: Pittsburgh Steelers vs. Baltimore Ravens | Gameday Hospitality - Pittsburgh
Pittsburgh, PA | Sunday
1/4/2026
10:00 AM | |
| Clue - Live On Stage | Benedum Center
Pittsburgh, PA | Sunday
1/4/2026
6:30 PM | |
| Amber Wallin | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
1/4/2026
7:30 PM | |
| Pittsburgh Steelers vs. Baltimore Ravens | Acrisure Stadium
Pittsburgh, PA | Sunday
1/4/2026
8:20 PM | |
| Boozy Trivia Bingo | City Winery - Pittsburgh
Pittsburgh, PA | Monday
1/5/2026
7:00 PM | |
| Duquesne Dukes Women's Basketball vs. St. Bonaventure Bonnies | UPMC Cooper Fieldhouse
Pittsburgh, PA | Wednesday
1/7/2026
6:00 PM | |
| Pittsburgh Penguins vs. New Jersey Devils | PPG Paints Arena
Pittsburgh, PA | Thursday
1/8/2026
7:00 PM | |
| Pure Soul - A Tribute to Sade | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
1/8/2026
7:30 PM | |
| Robert Morris Colonials Women's Hockey vs. Syracuse Orange | Clearview Arena
Pittsburgh, PA | Friday
1/9/2026
7:00 PM | |
| The Fab Four - The Ultimate Tribute | Byham Theater
Pittsburgh, PA | Friday
1/9/2026
7:30 PM | |
| Dexter and The Moonrocks | Stage AE
Pittsburgh, PA | Friday
1/9/2026
8:00 PM | |
| Connor Parente - Album Release Party | Mr Small's Fun House
Pittsburgh, PA | Friday
1/9/2026
8:00 PM | |
| Pittsburgh Panthers vs. Syracuse Orange | Petersen Events Center
Pittsburgh, PA | Saturday
1/10/2026
12:00 PM | |
| Robert Morris Colonials Women's Hockey vs. Syracuse Orange | Clearview Arena
Pittsburgh, PA | Saturday
1/10/2026
3:00 PM | |
| Pittsburgh Penguins vs. Calgary Flames | PPG Paints Arena
Pittsburgh, PA | Saturday
1/10/2026
3:30 PM | |
| Pittsburgh Symphony Orchestra: Harry Potter and The Half-Blood Prince In Concert | Heinz Hall
Pittsburgh, PA | Saturday
1/10/2026
7:00 PM | |
| Nate Jackson | Byham Theater
Pittsburgh, PA | Saturday
1/10/2026
7:30 PM | |
| Justin Fabus | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
1/10/2026
7:30 PM | |
| The Nerd Herders | Mr Small's Fun House
Pittsburgh, PA | Saturday
1/10/2026
8:00 PM | |
| Woodland Creatures | The Original Pittsburgh Winery
Pittsburgh, PA | Saturday
1/10/2026
8:00 PM | |
| AFC Wild Card Home Game: Pittsburgh Steelers vs. TBD (Date: TBD - If Necessary) | Acrisure Stadium
Pittsburgh, PA | Sunday
1/11/2026
TBD | |
| Pittsburgh Symphony Orchestra: Harry Potter and The Half-Blood Prince In Concert | Heinz Hall
Pittsburgh, PA | Sunday
1/11/2026
2:30 PM | |
| The Carole King & James Taylor Story - Tribute Show | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
1/11/2026
7:30 PM | |
| Real Estate | Mr Small's Theatre
Pittsburgh, PA | Monday
1/12/2026
8:00 PM | |
| Duquesne Dukes vs. Dayton Flyers | UPMC Cooper Fieldhouse
Pittsburgh, PA | Tuesday
1/13/2026
7:00 PM | |
| Pittsburgh Penguins vs. Tampa Bay Lightning | PPG Paints Arena
Pittsburgh, PA | Tuesday
1/13/2026
7:00 PM | |
| Duquesne Dukes Women's Basketball vs. George Washington Colonials | UPMC Cooper Fieldhouse
Pittsburgh, PA | Wednesday
1/14/2026
6:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Wednesday
1/14/2026
7:30 PM | |
| Brian Aubert | Crafthouse Stage & Grill
Pittsburgh, PA | Wednesday
1/14/2026
8:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Thursday
1/15/2026
1:00 PM | |
| Pittsburgh Panthers Women's Basketball vs. Florida State Seminoles | Petersen Events Center
Pittsburgh, PA | Thursday
1/15/2026
6:00 PM | |
| Tantric | Crafthouse Stage & Grill
Pittsburgh, PA | Thursday
1/15/2026
6:30 PM | |
| Pittsburgh Penguins vs. Philadelphia Flyers | PPG Paints Arena
Pittsburgh, PA | Thursday
1/15/2026
7:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Thursday
1/15/2026
7:30 PM | |
| Boogie T | Enclave - PA
Pittsburgh, PA | Thursday
1/15/2026
9:00 PM | |
| Pittsburgh Symphony Orchestra: Dima Slobodeniouk - Sibelius' Second | Heinz Hall
Pittsburgh, PA | Friday
1/16/2026
7:30 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Friday
1/16/2026
7:30 PM | |
| Jim Krenn | The Original Pittsburgh Winery
Pittsburgh, PA | Friday
1/16/2026
8:00 PM | |
| Dinosaur World Live | Byham Theater
Pittsburgh, PA | Saturday
1/17/2026
11:00 AM | |
| Dinosaur World Live | Byham Theater
Pittsburgh, PA | Saturday
1/17/2026
2:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Saturday
1/17/2026
2:00 PM | |
| Raheem DeVaughn | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
1/17/2026
6:00 PM | |
| Pittsburgh Penguins vs. Columbus Blue Jackets | PPG Paints Arena
Pittsburgh, PA | Saturday
1/17/2026
7:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Saturday
1/17/2026
7:30 PM | |
| Pittsburgh Panthers vs. Louisville Cardinals | Petersen Events Center
Pittsburgh, PA | Saturday
1/17/2026
8:00 PM | |
| Don't Panic | Mr Small's Fun House
Pittsburgh, PA | Saturday
1/17/2026
8:00 PM | |
| Raheem DeVaughn | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
1/17/2026
9:00 PM | |
| AFC Divisional Home Game: Pittsburgh Steelers vs. TBD (Date: TBD - If Necessary) | Acrisure Stadium
Pittsburgh, PA | Sunday
1/18/2026
TBD | |
| Wicked | Benedum Center
Pittsburgh, PA | Sunday
1/18/2026
1:00 PM | |
| Pittsburgh Panthers Women's Basketball vs. Southern Methodist (SMU) Mustangs | Petersen Events Center
Pittsburgh, PA | Sunday
1/18/2026
1:00 PM | |
| Pittsburgh Symphony Orchestra: Dima Slobodeniouk - Sibelius' Second | Heinz Hall
Pittsburgh, PA | Sunday
1/18/2026
2:30 PM | |
| Maysa | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
1/18/2026
5:00 PM | |
| Aries Spears | Byham Theater
Pittsburgh, PA | Sunday
1/18/2026
5:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Sunday
1/18/2026
6:30 PM | |
| Everything Yes | Club Cafe
Pittsburgh, PA | Sunday
1/18/2026
8:00 PM | |
| Maysa | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
1/18/2026
8:30 PM | |
| United We Dance - The Ultimate Rave Experience | Enclave - PA
Pittsburgh, PA | Sunday
1/18/2026
9:00 PM | |
| Duquesne Dukes vs. St. Louis Billikens | UPMC Cooper Fieldhouse
Pittsburgh, PA | Tuesday
1/20/2026
7:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Tuesday
1/20/2026
7:30 PM | |
| Stephen Kellogg and The Homecoming | The Original Pittsburgh Winery
Pittsburgh, PA | Tuesday
1/20/2026
8:00 PM | |
| Duquesne Dukes Women's Basketball vs. Dayton Flyers | UPMC Cooper Fieldhouse
Pittsburgh, PA | Wednesday
1/21/2026
6:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Wednesday
1/21/2026
7:30 PM | |
| Glenn Jones | City Winery - Pittsburgh
Pittsburgh, PA | Wednesday
1/21/2026
7:30 PM | |
| Lettuce | Mr Small's Theatre
Pittsburgh, PA | Wednesday
1/21/2026
8:00 PM | |
| Najee | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
1/22/2026
6:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Thursday
1/22/2026
7:30 PM | |
| Joe Jordan | Thunderbird Cafe
Pittsburgh, PA | Thursday
1/22/2026
8:00 PM | |
| Found Footage Film Festival | Bottlerocket Social Hall
Pittsburgh, PA | Thursday
1/22/2026
8:00 PM | |
| Najee | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
1/22/2026
9:00 PM | |
| Robert Morris Colonials vs. Holy Cross Crusaders | Clearview Arena
Pittsburgh, PA | Friday
1/23/2026
7:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Friday
1/23/2026
7:30 PM | |
| Pittsburgh Symphony Orchestra: Petr Popelka & Josef Spacek - Spacek Plays Dvorak | Heinz Hall
Pittsburgh, PA | Friday
1/23/2026
7:30 PM | |
| Heather Maloney & Hayley Reardon | Club Cafe
Pittsburgh, PA | Friday
1/23/2026
8:00 PM | |
| Beach Boise | Mr Small's Fun House
Pittsburgh, PA | Friday
1/23/2026
8:00 PM | |
| Donora | The Original Pittsburgh Winery
Pittsburgh, PA | Friday
1/23/2026
8:00 PM | |
| Pittsburgh Panthers vs. North Carolina State Wolfpack | Petersen Events Center
Pittsburgh, PA | Saturday
1/24/2026
12:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Saturday
1/24/2026
2:00 PM | |
| Duquesne Dukes Women's Basketball vs. Saint Joseph's Hawks | UPMC Cooper Fieldhouse
Pittsburgh, PA | Saturday
1/24/2026
2:00 PM | |
| Robert Morris Colonials vs. Holy Cross Crusaders | Clearview Arena
Pittsburgh, PA | Saturday
1/24/2026
7:00 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Saturday
1/24/2026
7:30 PM | |
| Hip Hop and R&B Bingo With Tom Swoope | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
1/24/2026
7:30 PM | |
| Pittsburgh Symphony Orchestra: Petr Popelka - Bartok Concerto For Orchestra | Heinz Hall
Pittsburgh, PA | Saturday
1/24/2026
7:30 PM | |
| AFC Championship Game: Pittsburgh Steelers vs. TBD (If Necessary) | Acrisure Stadium
Pittsburgh, PA | Sunday
1/25/2026
TBD | |
| Wicked | Benedum Center
Pittsburgh, PA | Sunday
1/25/2026
1:00 PM | |
| Pittsburgh Panthers Women's Basketball vs. Duke Blue Devils | Petersen Events Center
Pittsburgh, PA | Sunday
1/25/2026
2:00 PM | |
| Pittsburgh Symphony Orchestra: Petr Popelka & Josef Spacek - Spacek Plays Dvorak | Heinz Hall
Pittsburgh, PA | Sunday
1/25/2026
2:30 PM | |
| Wicked | Benedum Center
Pittsburgh, PA | Sunday
1/25/2026
6:30 PM | |
| Night Moves | Spirit Lodge
Pittsburgh, PA | Sunday
1/25/2026
7:00 PM | |
