| Location Line Dancing Presents: Heroes Hoedown | 5-21-2026
Thursday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| SoleTies Live | 5-22-2026
Friday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Bud Break: Spring Wine Festival | 5-23-2026
Saturday
11:00 AM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Hillbilly Hippie - Tribute to Lainey Wilson | 5-29-2026
Friday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| PureSoul - The Music of Marvin Gaye | 6-7-2026
Sunday
12:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Tribute to Demon Hunters - Family Friendly Live DJ Brunch | 6-14-2026
Sunday
12:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Kevin Farley & Jason McLaren | 6-17-2026
Wednesday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Junior Brown | 6-18-2026
Thursday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Lyle Lovett | 6-26-2026
Friday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Lyle Lovett | 6-27-2026
Saturday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Billy Bragg | 6-30-2026
Tuesday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Hip Hop and R&B Bingo With Tom Swoope | 7-3-2026
Friday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Hip Hop and R&B Bingo With Tom Swoope | 7-4-2026
Saturday
12:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Lady Bunny | 7-5-2026
Sunday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Karen Rontowski | 7-9-2026
Thursday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Suzie Toot | 7-16-2026
Thursday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| DizzyFish and The Uptown Horns | 7-17-2026
Friday
7:00 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Stella Cole | 7-26-2026
Sunday
6:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| David Nail | 9-9-2026
Wednesday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Dave Davies | 10-6-2026
Tuesday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
| Bob Schneider | 10-23-2026
Friday
7:30 PM | City Winery - Hudson Valley in Montgomery, NY | View Tickets |
