Holywell St, Chesterfield S41 7SA.
Step into the Winding Wheel Theatre - a beautiful Grade II‑listed landmark that’s been part of Chesterfield’s story since 1923. Originally a cinema and now a buzzing entertainment hub, the venue features three stunning spaces: the Auditorium, Ballroom and Function Room, each with its own charm.
Our events programme has something for everyone. Enjoy the sparkle of quality shows, big nights of stand‑up comedy, powerful concerts, inspiring talks and a wide range of community favourites. Whatever you love, the Winding Wheel Theatre is the perfect place to experience unforgettable live entertainment.
Top Comedians
Get ready for big laughs at the Winding Wheel Theatre! Our Main Auditorium regularly welcomes top comedians from around the UK and beyond, bringing unforgettable nights of stand‑up to Chesterfield. With big names, buzzing audiences and a brilliant atmosphere, it’s the perfect place to enjoy live comedy at its best.
Live Music
Enjoy unforgettable live music nights at the Winding Wheel Theatre! From incredible tribute acts to feel‑good favourites, our Main Auditorium comes alive with brilliant performances, nostalgic hits and great crowds. It’s the perfect place to sing along, relive iconic moments and enjoy a brilliant night of live music in Chesterfield.
Unmissable Talks
From well‑known celebrities to exciting emerging speakers, our events cover a wide range of topics and stories. It’s the perfect place to discover new ideas, hear incredible experiences and enjoy an evening that leaves you thinking long after the lights go up.
Drinks & Snacks
Make your visit even sweeter with a stop at one of our bars! Depending on the event, you’ll find the Stage Bar, Auditorium Bar, Circle Bar or Ballroom Bar open and serving drinks, coffee, snacks, sweets and ice creams - perfect for pre‑show and interval treats.
Venue Hire
Create your perfect event in our beautiful Grade II listed venue. Choose the Ballroom, Function Room or Main Auditorium - or combine all three for a full‑venue experience. With flexible facilities and kitchen space, it’s ideal for wedding receptions, celebrations, conferences and award ceremonies.
Explore the Winding Wheel's History
From its 1923 cinema beginnings to becoming one of Chesterfield’s best‑loved venues, the Winding Wheel Theatre has over 100 years of fascinating stories. Take a look back at how this iconic Grade II listed building has evolved.
