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Find the Best Comedy Shows in Woodstock for 2026
Woodstock is a hub for exciting live entertainment. We've analyzed our sales data to bring you the most popular comedy shows so you can easily plan your next outing.
Top Comedy Shows in Woodstock This Weekend
Planning your weekend? There are 14 comedy shows happening around Woodstock this weekend! Here are the most popular comedy shows happening in Woodstock from Thursday to Sunday. Don't miss out on the action!
| Event Name | Date | Venue | Lowest Price |
|---|---|---|---|
| Jeff Dye | May 22 | New York Comedy Club - Stamford | $116 |
| Jay Pharoah | May 22 | Levity Live Comedy Club at Palisades Center | $136 |
| Rodney Laney | May 22 | Stress Factory Comedy Club - Bridgeport | $66 |
| Jay Pharoah | May 22 | Levity Live Comedy Club at Palisades Center | $136 |
| Jeff Dye | May 22 | New York Comedy Club - Stamford | $116 |
| Early Bird Comedy Special | May 23 | New York Comedy Club - Stamford | $87 |
| Ian Fidance | May 23 | Funny Bone Comedy Club - Albany | $102 |
| Jeff Dye | May 23 | New York Comedy Club - Stamford | $105 |
| Rodney Laney | May 23 | Stress Factory Comedy Club - Bridgeport | $129 |
| Andy Gross | May 23 | The Milford Theater | $50 |
Top 2026 Summer Comedy Shows in Woodstock
Summer is the perfect time for live events in Woodstock! Check out this list of the top comedy shows happening from May through September.
| Event Name | Date | Venue | Lowest Price |
|---|---|---|---|
| Bob Marley - Comedian | Jun 12 | Colonial Theatre - Pittsfield | $122 |
| Jon Stewart | Jun 20 | Tanglewood | $99 |
| Ben Bankas | Jun 20 | Stress Factory Comedy Club - Bridgeport | $89 |
| Chris Distefano | Jun 26 | New York Comedy Club - Stamford | $136 |
| Weird Al Yankovic | Jul 21 | Tanglewood | $64 |
| Weird Al Yankovic | Jul 28 | Hartford HealthCare Amphitheater | $42 |
| Dan Soder | Jul 31 | Funny Bone Comedy Club - Albany | $92 |
| Jeff Dunham & Gabriel Iglesias | Aug 8 | Bethel Woods Center For The Arts | $45 |
| Kathleen Madigan | Sep 18 | Tarrytown Music Hall | $118 |
| Josh Johnson | Sep 19 | Palace Theatre Albany | $86 |
Cheap Things to Do in Woodstock This Weekend (Under $100)
Looking for fun in Woodstock that won't break the bank? You've come to the right place. This list features the best-selling comedy shows this weekend with tickets under $100.
| Event Name | Date | Venue | Lowest Price |
|---|---|---|---|
| Rodney Laney | May 22 | Stress Factory Comedy Club - Bridgeport | $66 |
| Early Bird Comedy Special | May 23 | New York Comedy Club - Stamford | $87 |
| Andy Gross | May 23 | The Milford Theater | $50 |
| Jay Pharoah | May 23 | Levity Live Comedy Club at Palisades Center | $78 |
| Rodney Laney | May 23 | Stress Factory Comedy Club - Bridgeport | $66 |
| Sunday Night Comedy | May 24 | New York Comedy Club - Stamford | $99 |
Top Venues in Woodstock, NY
