| Event | Venue | Date/Time | |
| My Cousin Tiera | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
10/18/2025
7:30 PM |  |
| Hovvdy | Spirit Hall
Pittsburgh, PA | Saturday
10/18/2025
8:00 PM | |
| Smokin Betties Burlesque | Club Cafe
Pittsburgh, PA | Saturday
10/18/2025
9:00 PM | |
| Dead Side of the Peach 3 | Mr Small's Fun House
Pittsburgh, PA | Saturday
10/18/2025
9:00 PM | |
| SWIFTIES: Karaoke & Brunch | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
10/19/2025
12:00 PM | |
| Exhibition: Pittsburgh Panthers vs. Providence Friars | Petersen Events Center
Pittsburgh, PA | Sunday
10/19/2025
2:00 PM | |
| Pittsburgh Symphony Orchestra: Dalia Stasevska - Sibelius' Finlandia | Heinz Hall
Pittsburgh, PA | Sunday
10/19/2025
2:30 PM | |
| Kings of Thrash | Crafthouse Stage & Grill
Pittsburgh, PA | Sunday
10/19/2025
6:00 PM | |
| Lee Ritenour | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
10/19/2025
7:30 PM | |
| Mumford & Sons | PPG Paints Arena
Pittsburgh, PA | Sunday
10/19/2025
7:30 PM | |
| The Frights | Thunderbird Cafe
Pittsburgh, PA | Sunday
10/19/2025
8:00 PM | |
| Jensen McRae | Thunderbird Cafe
Pittsburgh, PA | Monday
10/20/2025
8:00 PM | |
| Pittsburgh Penguins vs. Vancouver Canucks | PPG Paints Arena
Pittsburgh, PA | Tuesday
10/21/2025
7:00 PM | |
| Rodney Crowell | City Winery - Pittsburgh
Pittsburgh, PA | Tuesday
10/21/2025
7:30 PM | |
| Maddox Batson | Stage AE
Pittsburgh, PA | Tuesday
10/21/2025
7:30 PM | |
| Chaparelle | Thunderbird Cafe
Pittsburgh, PA | Tuesday
10/21/2025
8:00 PM | |
| Hip Hop and R&B Bingo With Tom Swoope | City Winery - Pittsburgh
Pittsburgh, PA | Wednesday
10/22/2025
7:30 PM | |
| Chain - Band | Bottlerocket Social Hall
Pittsburgh, PA | Wednesday
10/22/2025
8:00 PM | |
| Pretty Jane | Club Cafe
Pittsburgh, PA | Wednesday
10/22/2025
8:00 PM | |
| Melvin Seals & JGB | Thunderbird Cafe
Pittsburgh, PA | Wednesday
10/22/2025
8:00 PM | |
| Jim Lauderdale | Club Cafe
Pittsburgh, PA | Thursday
10/23/2025
7:00 PM | |
| Sabrina Carpenter | PPG Paints Arena
Pittsburgh, PA | Thursday
10/23/2025
7:00 PM | |
| Texas Hippie Coalition | Crafthouse Stage & Grill
Pittsburgh, PA | Thursday
10/23/2025
7:00 PM | |
| John Mulaney | Petersen Events Center
Pittsburgh, PA | Thursday
10/23/2025
7:30 PM | |
| Blasey Does The Beatles | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
10/23/2025
7:30 PM | |
| The Toxhards | Mr Small's Fun House
Pittsburgh, PA | Thursday
10/23/2025
8:00 PM | |
| Rickie Lee Jones & Patty Griffin | Carnegie Music Hall of Oakland - Pittsburgh
Pittsburgh, PA | Thursday
10/23/2025
8:00 PM | |
| Los Straitjackets | Thunderbird Cafe
Pittsburgh, PA | Thursday
10/23/2025
8:00 PM | |
| Maddy O'Neal | Enclave - PA
Pittsburgh, PA | Thursday
10/23/2025
9:00 PM | |
| Sabrina Carpenter | PPG Paints Arena
Pittsburgh, PA | Friday
10/24/2025
7:00 PM | |
| Pittsburgh Panthers Women's Volleyball vs. North Carolina State Wolfpack | Fitzgerald Field House
Pittsburgh, PA | Friday
10/24/2025
7:00 PM | |
| Chris Redd | Bottlerocket Social Hall
Pittsburgh, PA | Friday
10/24/2025
7:00 PM | |
| Blasey Does The Beatles | City Winery - Pittsburgh
Pittsburgh, PA | Friday
10/24/2025
7:30 PM | |
| Vincent Lima | Mr Small's Theatre
Pittsburgh, PA | Friday
10/24/2025
8:00 PM | |
| Kolton Moore & The Clever Few | Thunderbird Cafe
Pittsburgh, PA | Friday
10/24/2025
8:00 PM | |
| Deuce Reunion Show | Crafthouse Stage & Grill
Pittsburgh, PA | Friday
10/24/2025
8:30 PM | |
| Chris Redd | Bottlerocket Social Hall
Pittsburgh, PA | Friday
10/24/2025
9:30 PM | |
| Pittsburgh Blue & Gold Zone Tailgate: Pittsburgh Panthers vs. North Carolina State Wolfpack | Gameday Hospitality - Pittsburgh
Pittsburgh, PA | Saturday
10/25/2025
TBD | |
| Pure Soul Brunch | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
10/25/2025
12:00 PM | |
| Pittsburgh Panthers vs. North Carolina State Wolfpack | Acrisure Stadium
Pittsburgh, PA | Saturday
10/25/2025
3:30 PM | |
| Pittsburgh Penguins vs. Columbus Blue Jackets | PPG Paints Arena
Pittsburgh, PA | Saturday
10/25/2025
7:00 PM | |
| The 4th Witch | Byham Theater
Pittsburgh, PA | Saturday
10/25/2025
7:00 PM | |
| Pittsburgh Riverhounds SC vs. Phoenix Rising FC | Highmark Stadium - Pittsburgh
Pittsburgh, PA | Saturday
10/25/2025
7:00 PM | |
| Chris Redd | Bottlerocket Social Hall
Pittsburgh, PA | Saturday
10/25/2025
7:00 PM | |
| Tim Burton's The Nightmare Before Christmas In Concert | Heinz Hall
Pittsburgh, PA | Saturday
10/25/2025
7:00 PM | |
| The War and Treaty | Mr Small's Theatre
Pittsburgh, PA | Saturday
10/25/2025
8:00 PM | |
| Wax Jaw | Mr Small's Fun House
Pittsburgh, PA | Saturday
10/25/2025
8:00 PM | |
| Chris Redd | Bottlerocket Social Hall
Pittsburgh, PA | Saturday
10/25/2025
9:30 PM | |
| Tailgreeter Tailgate: Pittsburgh Steelers vs. Green Bay Packers | Tailgreeter All-Inclusive Tailgate - Acrisure Stadium
Pittsburgh, PA | Sunday
10/26/2025
TBD | |
| Premium Tailgate Party: Pittsburgh Steelers vs. Green Bay Packers | Premium Tailgate Tent - Pitt
Pittsburgh, PA | Sunday
10/26/2025
TBD | |
| PARKING: Pittsburgh Steelers vs. Green Bay Packers | Acrisure Stadium Parking Lots
Pittsburgh, PA | Sunday
10/26/2025
TBD | |
| Happy HallowQueen | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
10/26/2025
12:00 PM | |
| Pittsburgh Panthers Women's Volleyball vs. Wake Forest Demon Deacons | Fitzgerald Field House
Pittsburgh, PA | Sunday
10/26/2025
1:00 PM | |
| Tim Burton's The Nightmare Before Christmas In Concert | Heinz Hall
Pittsburgh, PA | Sunday
10/26/2025
2:30 PM | |
| Pittsburgh Gold Zone Tailgate: Pittsburgh Steelers vs. Green Bay Packers | Gameday Hospitality - Pittsburgh
Pittsburgh, PA | Sunday
10/26/2025
4:30 PM | |
| Future Teens | Bottlerocket Social Hall
Pittsburgh, PA | Sunday
10/26/2025
7:00 PM | |
| Grateful Shred | Thunderbird Cafe
Pittsburgh, PA | Sunday
10/26/2025
8:00 PM | |
| Samantha Bee | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
10/26/2025
8:00 PM | |
| Pittsburgh Steelers vs. Green Bay Packers | Acrisure Stadium
Pittsburgh, PA | Sunday
10/26/2025
8:20 PM | |
| Pittsburgh Penguins vs. St. Louis Blues | PPG Paints Arena
Pittsburgh, PA | Monday
10/27/2025
7:00 PM | |
| Joshua Radin | City Winery - Pittsburgh
Pittsburgh, PA | Monday
10/27/2025
7:30 PM | |
| Leith Ross | Mr Small's Theatre
Pittsburgh, PA | Monday
10/27/2025
8:00 PM | |
| The Life & Music of George Michael | Byham Theater
Pittsburgh, PA | Tuesday
10/28/2025
7:30 PM | |
| Abi Carter | City Winery - Pittsburgh
Pittsburgh, PA | Tuesday
10/28/2025
7:30 PM | |
| Jon Batiste | Heinz Hall
Pittsburgh, PA | Tuesday
10/28/2025
8:00 PM | |
| Skrilla | Spirit Hall
Pittsburgh, PA | Wednesday
10/29/2025
7:00 PM | |
| Hip Hop and R&B Bingo With Tom Swoope | City Winery - Pittsburgh
Pittsburgh, PA | Wednesday
10/29/2025
7:30 PM | |
| Cold | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
10/30/2025
7:30 PM | |
| The Local Honeys | Mr Small's Fun House
Pittsburgh, PA | Thursday
10/30/2025
8:00 PM | |
| Hirie | Mr Small's Theatre
Pittsburgh, PA | Thursday
10/30/2025
8:00 PM | |
| Robert Morris Colonials Women's Hockey vs. Penn State Nittany Lions | Clearview Arena
Pittsburgh, PA | Friday
10/31/2025
3:00 PM | |
| Haunted Fest: Levity & Daily Bread | Stage AE
Pittsburgh, PA | Friday
10/31/2025
6:00 PM | |
| The Wrecks | Mr Small's Theatre
Pittsburgh, PA | Friday
10/31/2025
7:00 PM | |
| Robert Morris Colonials vs. Niagara Purple Eagles | Clearview Arena
Pittsburgh, PA | Friday
10/31/2025
7:00 PM | |
| Akron's Real Deal | City Winery - Pittsburgh
Pittsburgh, PA | Friday
10/31/2025
7:30 PM | |
| Pittsburgh Ballet Theatre: Dracula | Benedum Center
Pittsburgh, PA | Friday
10/31/2025
7:30 PM | |
| Pittsburgh Symphony Orchestra: George Daugherty - Bugs Bunny At The Symphony | Heinz Hall
Pittsburgh, PA | Friday
10/31/2025
7:30 PM | |
| Old Neon | Mr Small's Fun House
Pittsburgh, PA | Friday
10/31/2025
8:00 PM | |
| Spooky Rave | Crafthouse Stage & Grill
Pittsburgh, PA | Friday
10/31/2025
9:00 PM | |
| Pittsburgh Ballet Theatre: Dracula | Benedum Center
Pittsburgh, PA | Saturday
11/1/2025
2:00 PM | |
| Robert Morris Colonials Women's Hockey vs. Penn State Nittany Lions | Clearview Arena
Pittsburgh, PA | Saturday
11/1/2025
5:00 PM | |
| Playboi Carti | PPG Paints Arena
Pittsburgh, PA | Saturday
11/1/2025
7:00 PM | |
| Pittsburgh Ballet Theatre: Dracula | Benedum Center
Pittsburgh, PA | Saturday
11/1/2025
7:30 PM | |
| Billy Price Band | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
11/1/2025
7:30 PM | |
| Pittsburgh Symphony Orchestra: George Daugherty - Bugs Bunny At The Symphony | Heinz Hall
Pittsburgh, PA | Saturday
11/1/2025
7:30 PM | |
| Hobo Johnson and The Lovemakers | Spirit Hall
Pittsburgh, PA | Saturday
11/1/2025
8:00 PM | |
| Katt Williams | Petersen Events Center
Pittsburgh, PA | Saturday
11/1/2025
8:00 PM | |
| Start Making Sense - Talking Heads Tribute | Mr Small's Theatre
Pittsburgh, PA | Saturday
11/1/2025
8:00 PM | |
| Lil Tecca AKA TEC | Stage AE
Pittsburgh, PA | Saturday
11/1/2025
8:00 PM | |
| Mr. Smalls Post-Halloween Party | Mr Small's Fun House
Pittsburgh, PA | Saturday
11/1/2025
9:00 PM | |
| Eazybaked | Thunderbird Cafe
Pittsburgh, PA | Saturday
11/1/2025
9:30 PM | |
| Tailgreeter Tailgate: Pittsburgh Steelers vs. Indianapolis Colts | Tailgreeter All-Inclusive Tailgate - Acrisure Stadium
Pittsburgh, PA | Sunday
11/2/2025
TBD | |
| PARKING: Pittsburgh Steelers vs. Indianapolis Colts | Acrisure Stadium Parking Lots
Pittsburgh, PA | Sunday
11/2/2025
TBD | |
| Premium Tailgate Party: Pittsburgh Steelers vs. Indianapolis Colts | Premium Tailgate Tent - Pitt
Pittsburgh, PA | Sunday
11/2/2025
TBD | |
| Pittsburgh Gold Zone Tailgate: Pittsburgh Steelers vs. Indianapolis Colts | Gameday Hospitality - Pittsburgh
Pittsburgh, PA | Sunday
11/2/2025
10:00 AM | |
| Pittsburgh Steelers vs. Indianapolis Colts | Acrisure Stadium
Pittsburgh, PA | Sunday
11/2/2025
1:00 PM | |
| Pittsburgh Ballet Theatre: Dracula | Benedum Center
Pittsburgh, PA | Sunday
11/2/2025
2:00 PM | |
| Pittsburgh Symphony Orchestra: George Daugherty - Bugs Bunny At The Symphony | Heinz Hall
Pittsburgh, PA | Sunday
11/2/2025
2:30 PM | |
| Bryan Adams, Pat Benatar & Neil Giraldo | PPG Paints Arena
Pittsburgh, PA | Sunday
11/2/2025
7:30 PM | |
| Freddy Jones Band | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
11/2/2025
7:30 PM | |
