Roy Chubby Brown Tribute 'Chubby gc' And Gary Gobstopper Chubby gc
Roy Chubby Brown Tribute 'Chubby GC' and Gary Gobstopper perform stand-up comedy at Grassmoor WMC.
THECITYBRIEF
Chesterfield
What's On in Chesterfield – Events This Week & Things To Do
Chesterfield right now: 5 events this week · across 1 venues · 3 categories
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You know the Crooked Spire, that 228-foot twisted landmark that's been puzzling people since 1362. It's one of those things that makes Chesterfield uniquely yours. But between the market stalls, the medieval Shambles, Poolsbrook's woodland trails, and everything happening in town, it's easy to miss what's actually worth your time.
Social media overwhelms you with noise. We don't. The City Brief brings Chesterfield's best, events, openings, local spots, straight to your inbox each week. No scrolling. No algorithm. Just what matters to your neighbourhood.
A peek inside recent issues
Events in Chesterfield This Weekend
Chesterfield Music Festival 2026 - a Great Family Day Out!
Chesterfield Music Festival offers a day of live music, family activities, and summer entertainment.
Events in Chesterfield This Week
Level 3 Eal Award in Electrical Installation Inspection Testing Certification…
A Level 3 EAL Award course covers electrical installation inspection, testing, certification, and reporting.
Understanding Bursary: a Parent Information Session
A parent information session about bursary understanding at Chesterfield university campus.
Romeo And Juliet at Thistle Park
Outdoor theatre production of Romeo and Juliet performed at Thistle Park on July 21st.
Roy Chubby Brown Tribute 'Chubby gc' And Gary Gobstopper Chubby gc
Roy Chubby Brown Tribute 'Chubby GC' and Gary Gobstopper perform stand-up comedy at Grassmoor WMC.
Chesterfield Music Festival 2026 - a Great Family Day Out!
Chesterfield Music Festival offers a day of live music, family activities, and summer entertainment.
Explore Events by Category
Looking for something specific in Chesterfield?
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Upcoming Events by Category
Culture & Arts
Spider-man: Brand New Day
Spider-Man: Brand New Day film screening at Cineworld Chesterfield.
Fitness & Outdoors
First Aid at Work (Faw) Course - Chesterfield
A comprehensive 3-day HSE-aligned First Aid at Work course is held at Ringwood Hall Hotel & Spa.
Food & Drink
The Great Chesterfield Feast
A free weekend festival at New Square offers international street food, live music, and family activities.
Nightlife & Music
Roy Chubby Brown Tribute 'Chubby gc' And Gary Gobstopper Chubby gc
Roy Chubby Brown Tribute 'Chubby GC' and Gary Gobstopper perform stand-up comedy at Grassmoor WMC.
Chesterfield Music Festival 2026 - a Great Family Day Out!
Chesterfield Music Festival offers a day of live music, family activities, and summer entertainment.
Psychic Night With The Amazing Eileen Proctor
Psychic Eileen Proctor hosts a live reading event at The Little Castle in Chesterfield.
Shopping & Markets
Chesterfield Record Fair - August
Browse vinyl, CDs, DVDs, and rock/pop memorabilia at the Chesterfield Record Fair.
Chesterfield Artisan Market - August
Explore handmade and artisan products at the Chesterfield Artisan Market.
Peddler Market Chesterfield - August
Chesterfield Peddler Market features local food vendors, traders, and live entertainment.
Featured Places in Chesterfield
Food & Drink
Cafe NellieCafe Nellie on Church Street is a local cafe in Chesterfield, surrounded by a mix of old and new buildings.
View Info →Coffee Bar
St Thomas' Church Coffee BarSt Thomas' Church Coffee Bar is a coffee bar on Chatsworth Road in Chesterfield.
View Info →Hotel And Pub
The Portland HotelThe Portland Hotel is a hotel and pub on West Bars in Chesterfield.
View Info →Chesterfield Places And Events Guides
Things to do in Chesterfield
Chesterfield offers a range of activities throughout the year. Whether you’re looking for things to do or checking events, the town provides regular markets, live music, theatre performances, and outdoor pursuits. The weekly market at the town centre runs on Mondays, Fridays, and Saturdays, with over 200 stalls offering fresh produce, crafts, and antiques. Seasonal festivals and cultural events reflect the town’s history and community. Look out for the Chesterfield Market, a tradition dating back to 1165.
Chesterfield’s neighbourhoods each offer different settings. Brampton is known for its community spirit and local pubs, while The Shambles, with its medieval streets, provides independent shops and cafés near the Market Hall. Poolsbrook Country Park and Queen's Park cater to outdoor interests, with walking trails and recreational facilities. The town centre, around Rykneld Square and Irongate, hosts cultural venues like the Pomegranate Theatre and places to eat and drink. Areas like Tapton and St Helena’s connect to the Chesterfield Canal for walks and cycling. Explore historic Sutton Scarsdale Hall or the Victorian Clay Cross tunnel entrance.
This site helps you search for events this week and this weekend. Browse by category, Food & Drink, Family & Kids, Nightlife & Music, Culture & Arts, Fitness & Outdoors, and Shopping & Markets, to find activities. Use the venue finder to discover local spots or check local guides for neighbourhood suggestions. Updated listings help you plan and make the most of your time in Chesterfield. Consider events at Bolsover Castle, or a Peak Rail Steam Train Ride for a heritage experience.
Common Chesterfield Questions
Where can I find live music in Chesterfield?
Chesterfield offers regular live music across several venues. The Pomegranate Theatre hosts theatrical and musical events, and local musicians perform in pubs across neighbourhoods like Brampton and Irongate. Browse our Nightlife & Music section to discover current performances and venues.
Which Chesterfield venues host the most events?
Bolsover Castle and Barrow Hill Roundhouse are among Chesterfield's most active venues, offering cultural performances and heritage experiences. The Pomegranate Theatre regularly programmes theatrical and musical events, and Chesterfield Market Hall hosts food and shopping events. The Crooked Spire Church and surrounding town centre spaces also feature cultural programming. Visit our venues section for full schedules.
What food and drink events are on in Chesterfield?
Chesterfield's Food & Drink category features events ranging from market activities to restaurant tastings. Chesterfield Market operates Monday, Friday, and Saturday with over 200 stalls, a focal point for food enthusiasts. The Shambles, a cluster of independent shops and cafés, offers year-round dining. Browse our Food & Drink section for current events and markets.
How often are Chesterfield event listings updated?
Our Chesterfield event listings are continuously updated to reflect new and recurring activities. The site features regular events including the weekly Chesterfield Market, seasonal festivals, and theatre programming. You can browse this week's and this weekend’s listings for current information, or explore our categories and venue pages. Check back regularly as new events are added.
What are the most popular event categories in Chesterfield?
Chesterfield’s popular event categories are Family & Kids, Culture & Arts, Food & Drink, Nightlife & Music, Fitness & Outdoors, and Shopping & Markets. Family events attract visitors to Queen's Park and Bolsover Castle, whilst Culture & Arts programming spans theatres and historic landmarks. Food & Drink events centre on Chesterfield Market and independent venues, and Nightlife & Music showcases pubs and festivals. Browse our category pages to explore what’s on and find events matching your interests.