| Bob Schneider | 10-23-2026
Friday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| PureSoul - Michael Jackson's Thriller | 10-27-2026
Tuesday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Hocus Pocus Drag Dinner | 10-28-2026
Wednesday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Oz Noy Trio | 10-29-2026
Thursday
6:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Kofi B | 11-4-2026
Wednesday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Robbie Fulks & Heather Maloney | 11-11-2026
Wednesday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Daniel Lanois Trio | 11-14-2026
Saturday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Abby Lee Spills The Tea | 11-20-2026
Friday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Spellbinder Magic and Hip Hop Brunch | 11-22-2026
Sunday
12:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Jungle Love | 11-25-2026
Wednesday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Demola | 11-27-2026
Friday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Howie Day | 12-6-2026
Sunday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Strawberry Fields Ultimate Beatles Brunch Concert | 12-27-2026
Sunday
12:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Valerie June | 3-17-2027
Wednesday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
