Things to do in Chepstow
22 upcoming events in Chepstow across 3 categories. Top venues: CADW: Chepstow Castle, The Drill Hall, Mackenzie Hall. From £5.
22 activities
22 activities
Bar Night+ Drinks Live Music Food - Featuring Borderlines
Mackenzie Hall, Chepstow
Pen, Ink & Watercolour with Jim Steele
The Drill Hall, Chepstow
Robin of Sherwood 42nd Anniversary Event!
St Pierre Marriott Hotel, Chepstow
Evening of Mediumship with Nikki Kitt
The Drill Hall, Chepstow
Chube / Dave Jones Stratospheric
The Drill Hall, Chepstow
SheKoyokh
The Drill Hall, Chepstow
UB40 ft. Ali Campbell Live After Racing Chepstow Racecourse
Chepstow Racecourse, Chepstow
The Big Brockweir Summer Party 2026
Mackenzie Hall, Chepstow
Romeo & Juliet - Chepstow Castle
CADW: Chepstow Castle, Chepstow
2Rude - The Small Fakers - A Band Called Malice
CADW: Chepstow Castle, Chepstow
As December Falls & Guests
CADW: Chepstow Castle, Chepstow
The Ultimate Eagles
CADW: Chepstow Castle, Chepstow
The Legends Series
CADW: Chepstow Castle, Chepstow
Scarlet Rebels
CADW: Chepstow Castle, Chepstow
Wishbone Ash
CADW: Chepstow Castle, Chepstow
The UK Monsters of Rock
CADW: Chepstow Castle, Chepstow
Emilio Santoro as Elvis
CADW: Chepstow Castle, Chepstow
Jools Holland's Boogie Woogie & Blues Spectacular
CADW: Chepstow Castle, Chepstow
Jools Holland and His Rhythm & Blues Orchestra
CADW: Chepstow Castle, Chepstow
Experience the Beatles at Chepstow Drill Hall
The Drill Hall, Chepstow
Circu5 at Summer's End Festival
The Drill Hall, Chepstow
Dick Whittington - Chepstow 2026
The Drill Hall, Chepstow
Showing 1–22 of 22 activities