| Event | Venue | Date/Time | |
| Adrienne Iapalucci | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Saturday
7/12/2025
7:00 PM |  |
| Rick Wakeman | The Bardavon 1869 Opera House
Poughkeepsie, NY | Wednesday
7/30/2025
8:00 PM | |
| Kevin Farley | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Friday
8/1/2025
7:00 PM | |
| Kevin Farley | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Saturday
8/2/2025
7:00 PM | |
| Mary Chapin Carpenter & Brandy Clark | The Bardavon 1869 Opera House
Poughkeepsie, NY | Saturday
8/9/2025
7:00 PM | |
| Geoffrey Asmus | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Thursday
8/21/2025
8:00 PM | |
| Yannis Pappas | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Friday
8/22/2025
7:00 PM | |
| Yannis Pappas | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Friday
8/22/2025
9:30 PM | |
| Yannis Pappas | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Saturday
8/23/2025
7:00 PM | |
| Yannis Pappas | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Saturday
8/23/2025
9:30 PM | |
| Marist Red Foxes vs. Bucknell Bison | Tenney Stadium at Leonidoff Field
Poughkeepsie, NY | Saturday
9/6/2025
TBD | |
| Elizabeth Gilbert | The Bardavon 1869 Opera House
Poughkeepsie, NY | Wednesday
9/10/2025
7:00 PM | |
| Harland Williams | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Thursday
9/11/2025
7:00 PM | |
| Harland Williams | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Thursday
9/11/2025
9:30 PM | |
| Harland Williams | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Friday
9/12/2025
7:00 PM | |
| Harland Williams | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Friday
9/12/2025
9:30 PM | |
| Bingo Loco | Majed J. Nesheiwat Convention Center
Poughkeepsie, NY | Saturday
9/13/2025
7:30 PM | |
| Gary Gulman | The Bardavon 1869 Opera House
Poughkeepsie, NY | Saturday
9/13/2025
8:00 PM | |
| Cowboy Junkies | The Bardavon 1869 Opera House
Poughkeepsie, NY | Friday
9/19/2025
8:00 PM | |
| Tammy Pescatelli | Laugh It Up! Comedy Club at Mahoney's Irish Pub
Poughkeepsie, NY | Saturday
9/20/2025
7:00 PM | |
| The Wallflowers | The Bardavon 1869 Opera House
Poughkeepsie, NY | Sunday
9/21/2025
8:00 PM | |
| Nurse Blake | The Bardavon 1869 Opera House
Poughkeepsie, NY | Friday
9/26/2025
7:00 PM | |
| Gabriel Iglesias | Majed J. Nesheiwat Convention Center
Poughkeepsie, NY | Friday
9/26/2025
8:00 PM | |
| Tom Segura | Majed J. Nesheiwat Convention Center
Poughkeepsie, NY | Saturday
9/27/2025
8:00 PM | |
| Robert Cray Band | The Bardavon 1869 Opera House
Poughkeepsie, NY | Thursday
10/2/2025
7:30 PM | |
| Marist Red Foxes vs. San Diego Toreros | Tenney Stadium at Leonidoff Field
Poughkeepsie, NY | Saturday
10/4/2025
TBD | |
| Bored Teachers Comedy Tour | Majed J. Nesheiwat Convention Center
Poughkeepsie, NY | Saturday
10/4/2025
7:30 PM | |
| David Sedaris | The Bardavon 1869 Opera House
Poughkeepsie, NY | Saturday
10/4/2025
8:00 PM | |
| Marist Red Foxes vs. Drake Bulldogs | Tenney Stadium at Leonidoff Field
Poughkeepsie, NY | Saturday
10/25/2025
TBD | |
| A.J. Croce | The Bardavon 1869 Opera House
Poughkeepsie, NY | Saturday
10/25/2025
7:30 PM | |
| Hot Tuna | The Bardavon 1869 Opera House
Poughkeepsie, NY | Wednesday
10/29/2025
7:30 PM | |
| Gabby's Dollhouse Live! | Majed J. Nesheiwat Convention Center
Poughkeepsie, NY | Tuesday
11/4/2025
6:00 PM | |
| Marist Red Foxes vs. Stetson Hatters | Tenney Stadium at Leonidoff Field
Poughkeepsie, NY | Saturday
11/8/2025
TBD | |
| Marist Red Foxes vs. Davidson Wildcats | Tenney Stadium at Leonidoff Field
Poughkeepsie, NY | Saturday
11/15/2025
TBD | |
| Jim Gaffigan | Majed J. Nesheiwat Convention Center
Poughkeepsie, NY | Saturday
12/13/2025
8:00 PM | |
| Killers of Kill Tony: Ari Matti, Hans Kim, Martin Phillips & David Jolly | Majed J. Nesheiwat Convention Center
Poughkeepsie, NY | Friday
12/26/2025
7:00 PM | |
