| George Barrett | 11-21-2026 Saturday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| Script in Hand | 11-30-2026 Monday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| Christine Ebersole | 12-3-2026 Thursday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| Norwalk Metropolitan Youth Ballet: The Nutcrakcer | 12-5-2026 Saturday 1:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| Norwalk Metropolitan Youth Ballet: The Nutcrakcer | 12-5-2026 Saturday 6:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| A Sherlock Carol | 12-12-2026 Saturday 6:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| A Sherlock Carol | 12-13-2026 Sunday 1:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| A Sherlock Carol | 12-13-2026 Sunday 6:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| A Sherlock Carol | 12-18-2026 Friday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| A Sherlock Carol | 12-19-2026 Saturday 1:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| A Sherlock Carol | 12-19-2026 Saturday 6:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| A Sherlock Carol | 12-20-2026 Sunday 1:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| A Sherlock Carol | 12-20-2026 Sunday 6:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| Murder For Two | 3-4-2027 Thursday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| Murder For Two | 3-5-2027 Friday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| Murder For Two | 3-6-2027 Saturday 3:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| Murder For Two | 3-6-2027 Saturday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| Murder For Two | 3-7-2027 Sunday 3:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 4-20-2027 Tuesday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 4-21-2027 Wednesday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 4-22-2027 Thursday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 4-23-2027 Friday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 4-24-2027 Saturday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 4-25-2027 Sunday 3:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 4-27-2027 Tuesday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 4-28-2027 Wednesday 2:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 4-28-2027 Wednesday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 4-29-2027 Thursday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 4-30-2027 Friday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 5-1-2027 Saturday 3:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 5-1-2027 Saturday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 5-2-2027 Sunday 3:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 5-5-2027 Wednesday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 5-6-2027 Thursday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 5-7-2027 Friday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 5-8-2027 Saturday 3:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Pancake Club | 5-8-2027 Saturday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Goldsmith | 5-19-2027 Wednesday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Goldsmith | 5-20-2027 Thursday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Goldsmith | 5-21-2027 Friday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Goldsmith | 5-22-2027 Saturday 2:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-13-2027 Tuesday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-14-2027 Wednesday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-15-2027 Thursday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-16-2027 Friday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-17-2027 Saturday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-18-2027 Sunday 3:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-20-2027 Tuesday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-21-2027 Wednesday 2:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-21-2027 Wednesday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-22-2027 Thursday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-23-2027 Friday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-24-2027 Saturday 3:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-24-2027 Saturday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-25-2027 Sunday 3:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-28-2027 Wednesday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-29-2027 Thursday 7:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-30-2027 Friday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-31-2027 Saturday 3:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |
| The Legend of Georgia McBride | 7-31-2027 Saturday 8:00 PM | Westport Country Playhouse in Westport, CT | View Tickets |