Christmas is a wonderful time of year in Bolsover and Chesterfield. As the lights go up and the festive music begins to drift through our towns, many older people want to take part in the season, just at a pace and in spaces that feel comfortable, familiar and friendly.
To help you plan some heart-warming December outings, we’ve gathered a selection of Christmas markets, craft fairs, carol events and gentle festive activities in Bolsover and Chesterfield.
All of these events tend to be calmer, local, and enjoyable, without the pressure of large crowds, making them perfect for older adults, whether they’re out with loved ones or supported by our caring team.
Festive Highlights in Bolsover
Carols at Bolsover Castle
11th & 18th December 2025
A beautiful, peaceful evening of traditional carols set inside the historic Riding School. It’s a charming experience for older adults who enjoy music, architecture and gentler festive moments.
Festive Fun at the Castle
Weekends, late November – 21 December 2025
Ideal for a daytime outing, with storytelling, small performances and relaxed access to the grounds. A lovely option for fresh air without too much walking.
Bolsover Angel Festival
14th – 20th December 2025
In the lead-up to the festive season, angels of all shapes and sizes will appear across Bolsover – brightening shop windows, lining the high street, and taking pride of place in a special exhibition at Hilltop Methodist Church.
Community Craft Fairs & Local Pop-Ups
Stretton Hall Christmas Market
3rd – 4th December 2025
Stretton Hall Farm are hosting their very first Christmas Market across two days from 5pm-7pm. With numerous artisan stalls, mulled wine, a hot chocolate station and live music, this is set to be an event to remember.
Carole’s Kitchen Christmas Market @ Worksop Turbine
10th December 2025
Handmade gifts, food stalls, carols, gingerbread decorating, crafts and more.
Loundsley Green Christmas Market
13th December 2025
Barkin’ Good Times All Animal Rescue is holding a Christmas Market on 13th December at Loundsley Green Community Centre. Visit them for stalls, hot drinks, festive fun and more.
Chesterfield Christmas Events
Chesterfield hosts a wide range of festive activities during December — many of them wonderfully accessible and gentle.
Chesterfield Christmas Market
Throughout December — Chesterfield Market Square
A traditional market with seasonal gifts, local produce and cosy food stalls. Weekday afternoons are quieter and perfect for calm browsing.
Chesterfield Artisan Market — Christmas Edition
21st December 2025
A special festive edition of the town’s popular artisan market, featuring handmade crafts, artisan baking, and regional makers. Ideal for anyone who enjoys slow-paced browsing and supporting local businesses.
Carol Services at Chesterfield Parish Church (The Crooked Spire)
5th December 2025
The Crooked Spire hosts gentle, traditional carol services in December — a beautiful experience for older adults who enjoy music and heritage. The church is warm, welcoming and has good seating options.
Chesterfield Canal Santa Cruises
Although Santa is the highlight for families, the canal cruises themselves are calm, scenic and restful — a peaceful way to enjoy a winter outing.
Why These Events Work Well for Older Adults
At Premier Community Home Care, we know that the right environment can make the difference between a stressful day out and an enjoyable, confidence-boosting experience.
These events are recommended because they’re:
- Accessible — good pathways, seating and facilities.
- Local — familiar surroundings reduce travel time and fatigue.
- Calm — we focus on quieter markets and community events rather than large, busy fairs.
- Meaningful — music, crafts, and community connections bring comfort and joy at Christmas.
Supporting Older Adults to Enjoy the Season
If you or someone you care for would like to experience any of these festive activities in Bolsover and Chesterfield, our team is here to help with:
- Companionship — a caring presence to enjoy the event together.
- Transport and mobility support — making the journey smooth and comfortable.
- Planning — choosing the best times (quieter hours), accessible routes and suitable events.
- Confidence-building — gentle encouragement for those who may feel anxious about going out.
Christmas is about connection, warmth and community — and with the right support, older adults can enjoy every moment.
