Live Entertainment at CYC

Watch for 2024’s Live Entertainment line-up to come SOON!

(Below was 2023’s fabulous music)

Hopping Penguins | CRW 2023 Thursday Evening Live Entertainment
Hopping Penguins

Wednesday, August 16

Guy Paul Thibault | CRW 2022 Live Entertainment

Guy Paul Thibault

Guy Paul Thibault is one of Nova Scotia’s busiest singer-songwriters. He is loved by audiences as he performs both his originals and fan favourites from every genre and era. His show is known as the essence of the heart of the east coast music scene: A song, a story, a laugh and a show to remember.

Guy Paul Thibault | CRW 2022 Live Entertainment

Guy Paul Thibault

Guy Paul Thibault is one of Nova Scotia’s busiest singer-songwriters. He is loved by audiences as he performs both his originals and fan favourites from every genre and era. His show is known as the essence of the heart of the east coast music scene: A song, a story, a laugh and a show to remember.

Hopping Penguins | CRW 2023 Thursday Evening Live Entertainment

Hopping Penguins

CRW will be hopping as The Hopping Penguins make their annual return to the Chester Race Week! This high energy band all hailed from Halifax and over the years they have gone their separate ways, but every August the sea calls them home, and they get together for Chester Race Week. Playing a mix of reggae, ska, funk, dance and R&B, the place will be toe tappin’!

Hopping Penguins | CRW 2023 Thursday Evening Live Entertainment

Thursday, August 17

Terry Jagger | CRW 2023 Thursday Evening Live Entertainment

Terry Jagger

Terry is an Annapolis Valley-based musician known for his guitar skills and versatility in playing a wide range of music — Classic Rock, Rockin’ Blues, Country, Folk, and Celtic.

Terry regularly appears at various resorts, pubs and markets around the province.

Terry Jagger | CRW 2023 Thursday Evening Live Entertainment

Terry Jagger

Terry is an Annapolis Valley-based musician known for his guitar skills and versatility in playing a wide range of music — Classic Rock, Rockin’ Blues, Country, Folk, and Celtic.

Terry regularly appears at various resorts, pubs and markets around the province.

Merimac | CRW 2023 Thursday Evening Live Entertainment

Merimac

Merimac is a 4 piece group that plays Current Pop, Classic Rock, EDM/Dance, Maritime/Celtic, Country, Reggae, R&B and more!

Merimac’s high energy will have everyone stomping feet and singing along.

Merimac knows how to get the party going!

Readers Choice Award “Cover Band of the Year” —The Coast 2019

Merimac | CRW 2022 Live Entertainment

Firday, August 18

Shawn Hebb | CRW 2023 Friday Evening Live Entertainment

Shawn Hebb

Shawn Hebb is a guitarist and songwriter who has travelled the world playing a vast repertoire of great music!

Shawn Hebb | CRW 2023 Friday Evening Live Entertainment

Shawn Hebb

Shawn Hebb is a guitarist and songwriter who has travelled the world playing a vast repertoire of great music!

The Mellotones | CRW 2022 Live Entertainment

The Mellotones

Helly Hansen Chester Race Week is super excited to have the Mellotones!

Mellotones always bring a high-octane party to light up the dance floor!

The R&B Funk band is an 8-piece powerhouse, combining powerful vocals, dynamic horns and a groovy rhythm section.

You will have a blast and be entertained with soul, funk, disco and R&B!

The Mellotones | CRW 2023 Friday Evening Live Entertainment
The Mellotones

Saturday, August 19

Rec Room Jams | CRW 2023 Saturday Afternoon Live Entertainment

Rec Room Jams

Local, South Shore-based band with patio & resort-style music that will get your toes tapping and hands clapping!

Joe H Henry | CRW 2023 Saturday Evening Live Entertainment

Joe H Henry

With a voice as powerful as a freight train, Joe H Henry belts out soulful American roots with a whole lot of grit.

Joe was born to sing, gifted with a one-of-a-kind voice and a love for storytelling through song. His younger years were spent travelling from town to town with nothing but a faithful dog and a guitar, collecting life lessons and harnessing the flame of inspiration that was often masked in struggle. He eventually settled down on a homestead on North Mountain, Nova Scotia, with his wife and five children. Since the birth of his last son in early 2022, he has returned to his roots as a singer-songwriter, sharing his passion and talent with the world.

Rec Room Jams | CRW 2023 Saturday Afternoon Live Entertainment

Rec Room Jams

Local, South Shore-based band with patio & resort-style music that will get your toes tapping and hands clapping!

Dark & Stormy | CRW 2023 Saturday Evening Live Entertainment
Dark & Stormy | CRW 2023 Saturday Evening Live Entertainment

Dark & Stormy is a five-person Chester-based band formed in 2018. While firmly planted in 70s and 80s rock and pop hits, including The Eagles, Doobie Brothers, Fleetwood Mac, Bonnie Raitt and Eric Clapton, they also cover hits from the 60s and 90s rock era with The Beatles, The Romantics, Elvis Costello and more. Dark & Stormy is guaranteed to get you on your feet, dancing, and singing along to every song!

Dark & Stormy | CRW 2023 Saturday Evening Live Entertainment
Dark & Stormy | CRW 2023 Saturday Evening Live Entertainment
Dark & Stormy

Wednesday, August 16

Guy Paul Thibault | CRW 2022 Live Entertainment

Guy Paul Thibault

Guy Paul Thibault is one of Nova Scotia’s busiest singer-songwriters. He is loved by audiences as he performs both his originals and fan favourites from every genre and era. His show is known as the essence of the heart of the east coast music scene: A song, a story, a laugh and a show to remember.

Guy Paul Thibault | CRW 2022 Live Entertainment

Guy Paul Thibault

Guy Paul Thibault is one of Nova Scotia’s busiest singer-songwriters. He is loved by audiences as he performs both his originals and fan favourites from every genre and era. His show is known as the essence of the heart of the east coast music scene: A song, a story, a laugh and a show to remember.

Hopping Penguins | CRW 2023 Thursday Evening Live Entertainment

Hopping Penguins

CRW will be hopping as The Hopping Penguins make their annual return to the Chester Race Week! This high energy band all hailed from Halifax and over the years they have gone their separate ways, but every August the sea calls them home, and they get together for Chester Race Week. Playing a mix of reggae, ska, funk, dance and R&B, the place will be toe tappin’!

Hopping Penguins | CRW 2023 Thursday Evening Live Entertainment

Thursday, August 17

Terry Jagger | CRW 2023 Thursday Evening Live Entertainment

Terry Jagger

Terry is an Annapolis Valley-based musician known for his guitar skills and versatility in playing a wide range of music — Classic Rock, Rockin’ Blues, Country, Folk, and Celtic.

Terry regularly appears at various resorts, pubs and markets around the province.

Terry Jagger | CRW 2023 Thursday Evening Live Entertainment

Terry Jagger

Terry is an Annapolis Valley-based musician known for his guitar skills and versatility in playing a wide range of music — Classic Rock, Rockin’ Blues, Country, Folk, and Celtic.

Terry regularly appears at various resorts, pubs and markets around the province.

Merimac | CRW 2023 Thursday Evening Live Entertainment

Merimac

Merimac is a 4 piece group that plays Current Pop, Classic Rock, EDM/Dance, Maritime/Celtic, Country, Reggae, R&B and more!

Merimac’s high energy will have everyone stomping feet and singing along.

Merimac knows how to get the party going!

Readers Choice Award “Cover Band of the Year” —The Coast 2019

Merimac | CRW 2022 Live Entertainment

Firday, August 18

Shawn Hebb | CRW 2023 Friday Evening Live Entertainment

Shawn Hebb

Shawn Hebb is a guitarist and songwriter who has travelled the world playing a vast repertoire of great music!

Shawn Hebb | CRW 2023 Friday Evening Live Entertainment

Shawn Hebb

Shawn Hebb is a guitarist and songwriter who has travelled the world playing a vast repertoire of great music!

The Mellotones | CRW 2022 Live Entertainment

The Mellotones

Helly Hansen Chester Race Week is super excited to have the Mellotones!

Mellotones always bring a high-octane party to light up the dance floor!

The R&B Funk band is an 8-piece powerhouse, combining powerful vocals, dynamic horns and a groovy rhythm section.

You will have a blast and be entertained with soul, funk, disco and R&B!


Saturday, August 19

Rec Room Jams | CRW 2023 Saturday Afternoon Live Entertainment

Rec Room Jams

Local, South Shore-based band with patio & resort-style music that will get your toes tapping and hands clapping!

Joe H Henry | CRW 2023 Saturday Evening Live Entertainment

Joe H Henry

With a voice as powerful as a freight train, Joe H Henry belts out soulful American roots with a whole lot of grit.

Joe was born to sing, gifted with a one-of-a-kind voice and a love for storytelling through song. His younger years were spent travelling from town to town with nothing but a faithful dog and a guitar, collecting life lessons and harnessing the flame of inspiration that was often masked in struggle. He eventually settled down on a homestead on North Mountain, Nova Scotia, with his wife and five children. Since the birth of his last son in early 2022, he has returned to his roots as a singer-songwriter, sharing his passion and talent with the world.

Rec Room Jams | CRW 2023 Saturday Afternoon Live Entertainment

Rec Room Jams

Local, South Shore-based band with patio & resort-style music that will get your toes tapping and hands clapping!

Dark & Stormy | CRW 2023 Saturday Evening Live Entertainment
Dark & Stormy | CRW 2023 Saturday Evening Live Entertainment

Dark & Stormy is a five-person Chester-based band formed in 2018. While firmly planted in 70s and 80s rock and pop hits, including The Eagles, Doobie Brothers, Fleetwood Mac, Bonnie Raitt and Eric Clapton, they also cover hits from the 60s and 90s rock era with The Beatles, The Romantics, Elvis Costello and more. Dark & Stormy is guaranteed to get you on your feet, dancing, and singing along to every song!

Dark & Stormy | CRW 2023 Saturday Evening Live Entertainment