10 Cheltenham & Cotswolds events to boost your wellbeing in 2025

It's time to shake off those winter blues and start looking after our mental and physical wellbeing. Check out our roundup of organised runs, treks and bike rides taking place in and around Cheltenham in 2025, and the most rejuvenating classes and well-being events guaranteed to help you feel your best again!

Best Organised Runs Taking Place in Cheltenham

Cheltenham Parkrun & Junior Parkrun

Not only is running great for cardiovascular health, but it can have an incredible impact on your mental well-being as well, lowering cortisol levels while promoting clarity and a peaceful mind. 

Parkrun Cheltenham is a free, fun and friendly 5k weekly event. Providing a positive and inclusive atmosphere where there is no time limit and no one finishes last. You can walk, jog, run, volunteer, spectate or just join in for the post-run coffee. It’s up to you. Make friends, and work out the stress of the workweek, all for free!

Junior runners also have the opportunity to get outdoors and run a free 2k, dedicated to 4 - 14-year-olds.

When: Weekly on Saturdays (adults) and Sundays (juniors) at 9 am. 

Where: Pittville Park Cheltenham, GL50 4SH

More details: Cheltenham Parkrun & Cheltenham Junior Parkrun

Run Cheltenham

Looking to step up your weekly park run to something a bit more demanding? Run Cheltenham is the sporting challenge for you. This annual event offers a series of closed-road races that are fun and engaging experiences for people of all ages and abilities. You’ll get all the benefits of running along with the sense of pride that only a finished race can bring. 

There are three races to choose from, all starting at the Cheltenham Racecourse and all on the same day. There's the famous 13.1 mile Cheltenham Half Marathon through the beautiful Regency town centre. The Cheltenham 10k, on the other hand, is for those runners who want to experience the best of the Regency town without the longer 13.1-mile distance, while The MOKI Community Mile is the perfect introductory distance of 1.1 miles to push first-time runners and families.

When: All three running events Sunday 21 September 2025

Where: Cheltenham Racecourse and town centre

More details: Run Cheltenham

Cheltenham Running Festival

This event offers the opportunity to run a chip-timed 5k, 10k or Half Marathon around the famous Cheltenham Racecourse in support of The RunThrough Foundation! Unlike the Run Cheltenham event above, the course route is purely on the Cheltenham Racecourse track. Each mile will be accurately marked out. There will be plenty of helpers to keep you (quite literally) on track and encourage you to the finish line. 

When: All three running events Sunday 8 June 2025

Where: Cheltenham Racecourse

More details: Cheltenham Running Festival

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Recommended Cheltenham Bike Rides & Charity Treks

Cotswolds 100 Sportive

Prefer the feel of cycling shoes to running trainers? The Cotswolds 100 Sportive has got you covered. 

Like Run Cheltenham, the event will be starting at the Cheltenham Racecourse, with two ride lengths to choose from - 166 and 104 kilometres. Taking in a large swath of the stunning Cotswolds Area of Outstanding Natural Beauty (AONB), the route is not overly tough and is set to be a relaxed day in the saddle to help everyone enjoy cycling at its finest. 

When: Saturday 24 May 2025

Where: Cheltenham Racecourse

More details: Cotswolds Sportive

Cheltenham's Three Peak Challenge

Prefer a slower pace to soak in the beauty around you? We have just the event! The annual Cheltenham's Three Peaks Challenge is a one-day 30km trek across Cleeve Hill, Leckhampton Hill and Crickley Hill, organised by and in aid of Aim Up.

It's a fabulous way to raise money for a worthwhile local charity whilst experiencing the glorious countryside on our doorstep. You can enjoy this adventure safe in the knowledge you are on a fully recced 22-mile route with markers to guide you, and checkpoint volunteers pointing you in the right direction so you are unlikely to get lost. 

When: Saturday 14 June 2025

Where: Well Close House, Lansdown Parade,  GL50 2LH

More details: Cheltenham's Three Peaks Challenge

Trek26 Cotswolds

Another opportunity to experience an adventure in the Cotswolds whilst raising money for charity and boosting your fitness. Join Alzheimer's Society for an epic 13 or 26-mile trek this summer. Both routes will start and finish at Postlip Farm, Cheltenham just outside Cheltenham.

The routes will take you under the bridges of the Gloucestershire Warwickshire Steam Railway and through the picturesque village of Gotherington, before heading up Cleeve Hill and into the Cotswolds AONB. 

When: Saturday 5 July 2025

Where: Start and finish at Postlip Farm, Cheltenham, GL54 5AQ

More details: Trek26 Cotswolds

Ride For Ryder - The Sportive 2025

Our local charity, Sue Ryder Care at Leckhampton Court Hospice, invites cyclists to get on their bikes for Ride for Ryder - The Sportive 2025. One of the longest-running and best-loved charity cycling events in the Cotswolds. Enjoy some of the most stunning routes the countryside has to offer while raising vital funds for local families needing expert and compassionate care.

This year's event has five beautiful routes to choose from, from 40 to 160km, offering something for all abilities.

When: Sunday 6 July 2025

Where: Starts from Dean Close School, GL51 6HE

More details: Ride For Ryder

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Yoga Retreats & Wellbeing Events in and Around Cheltenham

Soul Circus

Soul Circus is a well-being festival where music, yoga and holistic therapies meet glittery festival fun and DJ after-parties in the rural Cotswolds countryside.

In the day wake up your body with sunrise yoga sessions and aerial classes led by master teachers, and move your mind with transformational astral projection, lucid dreaming and mindfulness workshops.

At night, dance beneath the stars as DJs set the skies alight with thrilling shows and exhilarating music, enjoy locally sourced and nutritious produce in the market kitchen or simply admire the festival's stunning surroundings from your lakeside Jacuzzi.

When: 14-17 August 2025

Where: Hollow Farm, Elmore, Gloucestershire, GL2 3SG

More details: Soul Circus

Cotswold Yoga Retreat & Wellbeing Holiday

The Yoga & Wellbeing Retreats at Notgrove Holidays are designed to nourish, awaken, heal and renew. Set on the idyllic 1,500-acre private Notgrove Estate in the beautiful Cotswold countryside, it’s the perfect place to reflect and unwind.

The three-day and three-night retreat includes energising morning yoga, crystal sound baths, group Reiki, mindful countryside walks and much more.

There are three retreats to choose from in 2025, the Spring retreat with Jo Fellow is already fully booked, but there are still spaces for the Summer and Autumn weekends with holistic therapist Sadie Brewin.

When: 16-18 May & 3-5 October 2025

Where: Notgrove Estate, Gloucestershire, GL54 3BT

More details: Cotswold Yoga Retreat and Wellbeing Holiday

The Cheltenham Mind Body Spirit Wellbeing Show

The Cheltenham Mind Body Spirit Show is a well-being extravaganza set at Pittville School. The event features a wide range of professional, qualified holistic therapists, readers, and wellbeing & self-help experts. 

Need some advice or guidance? Want to buy yourself something nice or get a gift for a loved one? Or find out about your past and what the future holds for you? Maybe you just fancy treating yourself to a nice, relaxing Me-Day, it's all here at the Mind Body Spirit Wellbeing Show.

When: 1 March & 4 October 2025

Where: Pittville School, Albert Rd, Cheltenham GL52 3JD

More details: Cheltenham Mind Body Spirit Wellbeing Show

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