| Event | Venue | Date/Time | |
| American Tune: Simon, Croce and Taylor | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
6/18/2026
7:30 PM |  |
| Winyah | Thunderbird Cafe
Pittsburgh, PA | Thursday
6/18/2026
8:00 PM | |
| Pittsburgh Symphony Orchestra: Manfred Honeck - Appalachian Spring | Heinz Hall
Pittsburgh, PA | Friday
6/19/2026
7:30 PM | |
| Kevin Nealon | The Original Pittsburgh Winery
Pittsburgh, PA | Friday
6/19/2026
8:00 PM | |
| Theresa Caputo | Rivers Casino Event Center at The Rivers Casino - Pittsburgh
Pittsburgh, PA | Friday
6/19/2026
8:00 PM | |
| Idiosympathy X Posterchild | Mr Small's Fun House
Pittsburgh, PA | Friday
6/19/2026
8:00 PM | |
| PGH Pride In The Pit | Mr Small's Fun House
Pittsburgh, PA | Saturday
6/20/2026
3:00 PM | |
| Monster Jam | Acrisure Stadium
Pittsburgh, PA | Saturday
6/20/2026
5:00 PM | |
| Kevin Nealon | The Original Pittsburgh Winery
Pittsburgh, PA | Saturday
6/20/2026
7:00 PM | |
| Pittsburgh Symphony Orchestra: Manfred Honeck - Appalachian Spring | Heinz Hall
Pittsburgh, PA | Saturday
6/20/2026
7:30 PM | |
| A Night In Athens - The Music of R.E.M. and The B-52s | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
6/20/2026
7:30 PM | |
| Kevin Nealon | The Original Pittsburgh Winery
Pittsburgh, PA | Saturday
6/20/2026
9:30 PM | |
| Beatles Tribute Brunch: Hard Day's Night - Beatles Tribute | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
6/21/2026
12:00 PM | |
| Pittsburgh Symphony Orchestra: Manfred Honeck - Appalachian Spring | Heinz Hall
Pittsburgh, PA | Sunday
6/21/2026
2:30 PM | |
| Pittsburgh Riveters SC vs. Cleveland Force | F.N.B. Stadium - Pittsburgh
Pittsburgh, PA | Sunday
6/21/2026
7:00 PM | |
| Cocoa Brown | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
6/21/2026
7:00 PM | |
| Leftover Crack | Mr Small's Fun House
Pittsburgh, PA | Sunday
6/21/2026
7:30 PM | |
| Everything Yes | Club Cafe
Pittsburgh, PA | Sunday
6/21/2026
8:00 PM | |
| Nekromantix | Crafthouse Stage & Grill
Pittsburgh, PA | Monday
6/22/2026
7:30 PM | |
| Passion Pit | Stage AE
Pittsburgh, PA | Monday
6/22/2026
8:00 PM | |
| Kurt Vile and The Violators | Mr Small's Theatre
Pittsburgh, PA | Monday
6/22/2026
8:00 PM | |
| Young The Giant, Cold War Kids & Almost Monday | Stage AE
Pittsburgh, PA | Tuesday
6/23/2026
6:30 PM | |
| Pittsburgh Pirates vs. Seattle Mariners | PNC Park
Pittsburgh, PA | Tuesday
6/23/2026
6:40 PM | |
| Prewn | Spirit Lodge
Pittsburgh, PA | Tuesday
6/23/2026
7:00 PM | |
| Esther Rose | Bottlerocket Social Hall
Pittsburgh, PA | Tuesday
6/23/2026
7:00 PM | |
| Folk Bitch Trio | Spirit Hall
Pittsburgh, PA | Tuesday
6/23/2026
7:00 PM | |
| Sean Chambers | City Winery - Pittsburgh
Pittsburgh, PA | Tuesday
6/23/2026
7:30 PM | |
| Brandon Taz Niederauer | Crafthouse Stage & Grill
Pittsburgh, PA | Tuesday
6/23/2026
7:30 PM | |
| Alex Warren: Little Orphan Alex Live | PPG Paints Arena
Pittsburgh, PA | Tuesday
6/23/2026
7:30 PM | |
| Beautiful: The Carole King Musical | Benedum Center
Pittsburgh, PA | Tuesday
6/23/2026
7:30 PM | |
| S.G. Goodman | Thunderbird Cafe
Pittsburgh, PA | Tuesday
6/23/2026
8:00 PM | |
| Pittsburgh Pirates vs. Seattle Mariners | PNC Park
Pittsburgh, PA | Wednesday
6/24/2026
6:40 PM | |
| Beautiful: The Carole King Musical | Benedum Center
Pittsburgh, PA | Wednesday
6/24/2026
7:30 PM | |
| Trombone Shorty And Orleans Avenue | Stage AE
Pittsburgh, PA | Wednesday
6/24/2026
8:00 PM | |
| Circles Around the Sun | Thunderbird Cafe
Pittsburgh, PA | Wednesday
6/24/2026
8:00 PM | |
| Pittsburgh Pirates vs. Seattle Mariners | PNC Park
Pittsburgh, PA | Thursday
6/25/2026
12:35 PM | |
| Pop Baby | Crafthouse Stage & Grill
Pittsburgh, PA | Thursday
6/25/2026
7:30 PM | |
| TS Madison | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
6/25/2026
7:30 PM | |
| Beautiful: The Carole King Musical | Benedum Center
Pittsburgh, PA | Thursday
6/25/2026
7:30 PM | |
| Handsome Jack & Canyon Lights | Club Cafe
Pittsburgh, PA | Thursday
6/25/2026
8:00 PM | |
| Earlybirds Club | Stage AE
Pittsburgh, PA | Friday
6/26/2026
6:00 PM | |
| Pittsburgh Pirates vs. Cincinnati Reds | PNC Park
Pittsburgh, PA | Friday
6/26/2026
6:40 PM | |
| Demetri Martin | Carnegie Music Hall of Oakland - Pittsburgh
Pittsburgh, PA | Friday
6/26/2026
7:30 PM | |
| Joe Grushecky and The Houserockers | City Winery - Pittsburgh
Pittsburgh, PA | Friday
6/26/2026
7:30 PM | |
| Beautiful: The Carole King Musical | Benedum Center
Pittsburgh, PA | Friday
6/26/2026
7:30 PM | |
| Them Dirty Roses | Thunderbird Cafe
Pittsburgh, PA | Friday
6/26/2026
8:00 PM | |
| Brownie Mary's Kelsey & Co. | The Original Pittsburgh Winery
Pittsburgh, PA | Friday
6/26/2026
8:00 PM | |
| Jazz Favorites Brunch: Etta Cox | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
6/27/2026
12:00 PM | |
| Beautiful: The Carole King Musical | Benedum Center
Pittsburgh, PA | Saturday
6/27/2026
1:00 PM | |
| Pittsburgh Pirates vs. Cincinnati Reds | PNC Park
Pittsburgh, PA | Saturday
6/27/2026
4:05 PM | |
| Beautiful: The Carole King Musical | Benedum Center
Pittsburgh, PA | Saturday
6/27/2026
6:00 PM | |
| Insane Clown Posse | Stage AE
Pittsburgh, PA | Saturday
6/27/2026
7:00 PM | |
| Pittsburgh Riveters SC vs. Steel City FC | F.N.B. Stadium - Pittsburgh
Pittsburgh, PA | Saturday
6/27/2026
7:00 PM | |
| Off Campus x Heated Rivalry Trivia | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
6/27/2026
7:30 PM | |
| The Pitts Comedy Showcase | Mr Small's Fun House
Pittsburgh, PA | Saturday
6/27/2026
8:00 PM | |
| The DVE Comedy Festival | Byham Theater
Pittsburgh, PA | Saturday
6/27/2026
8:00 PM | |
| Of Montreal | Mr Small's Theatre
Pittsburgh, PA | Saturday
6/27/2026
8:00 PM | |
| Slumber Party Movie Brunch: The Princess Diaries 2 - Royal Engagement | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
6/28/2026
12:00 PM | |
| Pittsburgh Pirates vs. Cincinnati Reds | PNC Park
Pittsburgh, PA | Sunday
6/28/2026
1:35 PM | |
| Beautiful: The Carole King Musical | Benedum Center
Pittsburgh, PA | Sunday
6/28/2026
2:00 PM | |
| Beautiful: The Carole King Musical | Benedum Center
Pittsburgh, PA | Sunday
6/28/2026
7:00 PM | |
| Catch 22 | Crafthouse Stage & Grill
Pittsburgh, PA | Sunday
6/28/2026
7:00 PM | |
| K. Trevor Wilson | City Winery - Pittsburgh
Pittsburgh, PA | Sunday
6/28/2026
7:30 PM | |
| Souled American | Spirit Lodge
Pittsburgh, PA | Monday
6/29/2026
7:00 PM | |
| Caroline Romano | Crafthouse Stage & Grill
Pittsburgh, PA | Monday
6/29/2026
7:30 PM | |
| Babatunde HipHopera | City Winery - Pittsburgh
Pittsburgh, PA | Monday
6/29/2026
7:30 PM | |
| Lionel Richie & Earth, Wind and Fire | PPG Paints Arena
Pittsburgh, PA | Tuesday
6/30/2026
7:30 PM | |
| Elijah Scott | Crafthouse Stage & Grill
Pittsburgh, PA | Wednesday
7/1/2026
7:30 PM | |
| Hamilton Karaoke & Sing-Along | City Winery - Pittsburgh
Pittsburgh, PA | Wednesday
7/1/2026
7:30 PM | |
| Widow and Friends | Mr Small's Fun House
Pittsburgh, PA | Thursday
7/2/2026
8:00 PM | |
| Noah Kahan | PNC Park
Pittsburgh, PA | Friday
7/3/2026
6:30 PM | |
| Omar Hakim | City Winery - Pittsburgh
Pittsburgh, PA | Friday
7/3/2026
7:30 PM | |
| Derek Hough | Heinz Hall
Pittsburgh, PA | Friday
7/3/2026
8:00 PM | |
| Makeout Reef | Mr Small's Fun House
Pittsburgh, PA | Friday
7/3/2026
8:00 PM | |
| Sierra Sellers | The Original Pittsburgh Winery
Pittsburgh, PA | Friday
7/3/2026
8:00 PM | |
| Red, White, Rose: 4th of July Day Party | City Winery - Pittsburgh
Pittsburgh, PA | Saturday
7/4/2026
12:00 PM | |
| Pittsburgh Riverhounds SC vs. Brooklyn FC | F.N.B. Stadium - Pittsburgh
Pittsburgh, PA | Saturday
7/4/2026
7:00 PM | |
| Nemophila | Crafthouse Stage & Grill
Pittsburgh, PA | Saturday
7/4/2026
8:00 PM | |
| Uncle Sam Jam | Thunderbird Cafe
Pittsburgh, PA | Saturday
7/4/2026
8:00 PM | |
| Pittsburgh Thunderbirds vs. Minnesota Wind Chill | F.N.B. Stadium - Pittsburgh
Pittsburgh, PA | Sunday
7/5/2026
2:00 PM | |
| The Fretliners | The Original Pittsburgh Winery
Pittsburgh, PA | Sunday
7/5/2026
8:00 PM | |
| Boozy Trivia Bingo With Kat De Lac | City Winery - Pittsburgh
Pittsburgh, PA | Monday
7/6/2026
7:00 PM | |
| Pittsburgh Pirates vs. Atlanta Braves | PNC Park
Pittsburgh, PA | Tuesday
7/7/2026
6:40 PM | |
| The Strike | Thunderbird Cafe
Pittsburgh, PA | Tuesday
7/7/2026
7:00 PM | |
| Mean Girls | Benedum Center
Pittsburgh, PA | Tuesday
7/7/2026
7:30 PM | |
| Mob Wives | City Winery - Pittsburgh
Pittsburgh, PA | Tuesday
7/7/2026
7:30 PM | |
| Benson Boone | PPG Paints Arena
Pittsburgh, PA | Tuesday
7/7/2026
8:00 PM | |
| The Deslondes | The Original Pittsburgh Winery
Pittsburgh, PA | Tuesday
7/7/2026
8:00 PM | |
| Ella Mai | Stage AE
Pittsburgh, PA | Wednesday
7/8/2026
6:30 PM | |
| Pittsburgh Pirates vs. Atlanta Braves | PNC Park
Pittsburgh, PA | Wednesday
7/8/2026
6:40 PM | |
| AJ McQueen | City Winery - Pittsburgh
Pittsburgh, PA | Wednesday
7/8/2026
7:30 PM | |
| Mean Girls | Benedum Center
Pittsburgh, PA | Wednesday
7/8/2026
7:30 PM | |
| Gooseberry | Club Cafe
Pittsburgh, PA | Wednesday
7/8/2026
8:00 PM | |
| Pittsburgh Pirates vs. Atlanta Braves | PNC Park
Pittsburgh, PA | Thursday
7/9/2026
12:35 PM | |
| Robopocalypse - The Musical! | City Winery - Pittsburgh
Pittsburgh, PA | Thursday
7/9/2026
7:30 PM | |
| Mean Girls | Benedum Center
Pittsburgh, PA | Thursday
7/9/2026
7:30 PM | |
| Awaken - Yes Tribute | Crafthouse Stage & Grill
Pittsburgh, PA | Thursday
7/9/2026
7:30 PM | |
| Pittsburgh Symphony Orchestra: The Music of Arcane | Heinz Hall
Pittsburgh, PA | Thursday
7/9/2026
7:30 PM | |
| Hannah Juanita | Club Cafe
Pittsburgh, PA | Thursday
7/9/2026
8:00 PM | |
| Pittsburgh Pirates vs. Milwaukee Brewers | PNC Park
Pittsburgh, PA | Friday
7/10/2026
6:40 PM | |
