Patrick Ledwell & Friend
2024-07-09 20:00 - 22:00, 2024-07-23 20:00 - 22:00, 2024-07-30 20:00 - 22:00, 2024-08-05 20:00 - 22:00, 2024-08-06 20:00 - 22:00, 2024-08-13 20:00 - 22:00, 2024-08-20 20:00 - 22:00, 2025-07-28 20:00 - 22:00 UTC and 6 more dates | Trailside Music Hall, 155 Kent Street, Charlottetown, Prince Edward Island, C1A 1N5, Canada
Presents the newest and the best from 15 years on stage. From Hunter River to the Halifax Comedy Festival, Patrick’s spent more than a decade and a half shaping stories from life, and plucked from the Island headlines. Every night, he’ll serve up a different smorgasbord of what’s kept PEI audiences rolling in the aisles. There’ll be graphic projections, maybe a song, and a very special musical guest each show.

“Patrick is one of the funniest people in Canada, period.” – Steve Patterson, Host CBC’s ‘The Debaters’

Comedy at Woody Point Nfld.
2024-07-12 20:00 - 22:00 | Heritage Theatre at Woody Point, 9 Back Road, Woody Point, Newfoundland, A0K 1P0, Canada
Hosted by Steve Patterson, of CBC Radio’s The Debaters, the Woody Point Comedy Festival brings waves of laughter to one of the most beautiful places in Canada. Hilarity will flow from the Woody Point Heritage Theatre and echo over Bonne Bay thanks to comedy stars Patrick Ledwell, Katie-Ellen Humphries, Nigel Lawrence, and Arthur Simeon. Musical Entertainment by the one and only Louis McDonald Trio. See you at Woody Point.

2024 Goolaholla Festival
2024-09-27 17:00 - 2024-09-28 00:00 | Rollo Bay Fiddle Grounds, 961 Veteran's Memorial Hwy, Souris, PEI, Canada
A two-day music, comedy, art and camping festival in Eastern Epekwitk (PEI). Fortunate to be part of it.

Matt Wright 'I'm Doing My Best'- Charlottetown
2024-10-25 19:30 - 21:30 | Red Shores Charlottetown, 58 Kensington Rd, Charlottetown, PEI, C1A 9S8, Canada
Join us at Red Shores Charlottetown on October 25th for Matt Wright’s “I’m Doing My Best” Comedy Tour, with Patrick Ledwell as a special guest! It’s the perfect night for comedy lovers. ?
Tickets are $35 + tax & fees– don’t wait, grab yours now and get ready for a night of laughs! (19+)

Mill River Comedy Show- Nov. 15
2024-11-15 20:00 - 22:00 | Mill River Resort, 180 Mill River Resort Rd. Route 136 Woodstock, PE, Woodstock, Prince Edward Island, C0B 1V0, Canada
The Mill River Comedy Show makes a triumphant return with two nights in the very best place— West Prince PEI. Hosted and created by Island comedian Shawn Hogan, the shows will feature Patrick Ledwell and the unforgettable Arthur Simeon, Uganda’s gift to Canadian comedy. Arthur has been featured on Kevin Hart’s LOL network and has performed nine times at the Just For Laughs comedy festival.

Mill River Comedy Show- Nov. 16
2024-11-16 20:00 - 22:00 | Mill River Resort, 180 Mill River Resort Rd. Route 136 Woodstock, PE, Woodstock, Prince Edward Island, C0B 1V0, Canada

Trailside Christmas- Ledwell & Haines Dec. 5
2024-12-05 20:00 - 22:00 | Trailside Music Hall, 155 Kent Street, Charlottetown, Prince Edward Island, C1A 1N5, Canada
This year’s yuletide shows at Trailside Music Hall promise a laughter-filled tour through the sights and sounds of the season, with music, comedy, and storytelling.
Mark Haines will delight audiences with his multi-instrumental talents, on fiddle, guitar, and piano. Patrick Ledwell is whipping up a fresh batch of holiday fun, including tips on how to Christmas shop by regifting, and how to sing carols when you don’t actually know the words.
A Trailside Christmas plays four nights from December 5 to 8, at Trailside Music Hall at 155 Kent St. in downtown Charlottetown. Tickets are $30 (plus taxes and fees). They can be purchased on-line by visiting the Trailside website at www.trailside.ca, or by contacting the Back Alley Discs box office at 902-367-3311 or in-person.

Trailside Christmas- Ledwell & Haines Dec. 6
2024-12-06 20:00 - 22:00 | Trailside Music Hall, 155 Kent Street, Charlottetown, Prince Edward Island, C1A 1N5, Canada

Trailside Christmas- Ledwell & Haines Dec. 7
2024-12-07 20:00 - 22:00 | Trailside Music Hall, 155 Kent Street, Charlottetown, Prince Edward Island, C1A 1N5, Canada

Trailside Christmas- Ledwell & Haines Dec. 8
2024-12-08 20:00 - 22:00 | Trailside Music Hall, 155 Kent Street, Charlottetown, Prince Edward Island, C1A 1N5, Canada

Small Halls: Opening Night 2025
2025-06-13 19:30 - 21:30 | Historic St. Mary’s Church, 1374 Hamilton Road, Kensington, Prince Edward Island, C0B1M0, Canada
The 2025 season launch of the Festival of Small Halls returns home to Historic St. Mary’s with ‘Shakin’ The Shingles.’ Hosted by PEI’s Patrick Ledwell, the evening features a truly stacked line up from home and away. 2023 ECMA Songwriter of the Year Kellie Loder is back from Newfoundland. The night will feature the electrifying string foursome The Fretless, and rounding out the bill is PEI traditional trio Inn Echo, riding the high of their first JUNO nomination.

Small Halls: The Best Medicine Comedy Show 2025
2025-06-16 19:30 - 21:30 | Florence Simmons Performance Hall, 140 Weymouth Street, Charlottetown, Prince Edward Island, C1A 4Z1, Canada
A Small Halls favourite, The Best Medicine Comedy Show is coming back to Florence Simmons Hall! Hosting the evening is PEI’s Shawn Hogan, welcoming Ugandan-Canadian Arthur Simeon featured on ‘Just For Laughs’ and Kevin Hart’s LOL Network. Returning to Small Halls for a third season is Martha Chavez. This Nicaraguan-Canadian has toured comedy club circuits in Canada, USA, and Latin America. PEI’s Patrick Ledwell will headline and needs no introduction to Island audiences. ‘One of the funniest people in Canada. Period’ from CBC’s The Debaters host Steve Patterson, Patrick will remind us all that laughter really is the best medicine.

Comedy Night Victoria by the Sea
2025-07-07 19:30 - 21:30, 2025-07-08 19:30 - 21:30 | Victoria Playhouse, 20 Howard Street, Victoria by the Sea, Prince Edward Island, C0A 1J0, Canada
This July 7 and 8, the Victoria Playhouse invites audiences to roll in the aisles, in a brand new way. The Playhouse will host the debut of “Comedy Night Victoria by the Sea,” a two-night-only festival celebrating stand-up comedy and storytelling tradition.
Island comedian Patrick Ledwell is bringing this idea to the Victoria stage, and inviting some of his best storytelling friends to join him for the inaugural edition. Both nights will feature as headliner Steve Patterson, award-winning stand-up comedian and host of the long-running hit “The Debaters.” Patterson is famous for keeping audiences across Canada engaged with heartfelt stories, incredible off-the-cuff wit, and original songs.
Patrick Ledwell will kick off both shows with a new opening set. Ledwell will share and showcase the brand of honest and smart comedy that has brought him from PEI venues to national stages, with regular appearances on “The Debaters.”
Both shows will be hosted by much-loved CBC voice, Matt Rainnie, who has recently hung up his microphone on ‘Mainstreet’ and is looking forward to bringing his storytelling in new directions.
“Comedy Night Victoria by the Sea” runs two nights only, July 7 and 8. Tickets can be purchased on-line by visiting the Victoria Playhouse website at www.victoriaplayhouse.com

Saint Andrews Comedy Festival 2025
2025-09-12 18:00 - 19:30 | Kingsbrae Arts Centre, 220 King Street, Saint Andrews, New Brunswick, E5B 1Y8, Canada
Thrilled to be part of the third Saint Andrews Comedy Festival at the beautiful KIRA (Kingsbrae International Residence for the Arts & Amphitheatre). Performing as part of night one September 12, with tour-de-force Derek Seguin. Join us under the night sky, to fill the Kingsbrae Gardens with laughter, and then book in for Brent Butt the next night, September 13.

The Debaters! Charlottetown 2025
2025-09-18 19:30 - 22:00 | Confederation Centre of the Arts, 145 Richmond Street , Charlottetown, PEI, C1A 1J1, Canada
Now celebrating its 20th season on CBC Radio, The Debaters is the hit show where comics go toe-to-toe in a battle of laughs and logic. Hosted by Steve Patterson, The Debaters is a laugh-filled mix of sharply crafted comedic rants and hilarious adlibs. So thrilled to be part of this amazing show that is part stand-up, part quiz show, and part comedy competition– with the live audience picking the winners!

2025 Goolaholla Festival
2025-09-26 17:00 - 2025-09-28 00:00 | Rollo Bay Fiddle Grounds, 961 Veteran's Memorial Hwy, Souris, PEI, Canada
