It's time to shake off those winter blues and start looking after our mental and physical wellbeing. Check out our roundup of the best organised runs, treks and bike rides taking place in and around Cheltenham in 2024 and the most rejuvenating classes and wellbeing events, guaranteed to help you feel your best again! 

Best Organised Runs Taking Place in Cheltenham

Runners enjoying organised runs in Cheltenham

Cheltenham Parkrun

Not only is running great for cardiovascular health, it can have an incredible impact on your mental wellbeing as well, lowering stress 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!

When: Weekly on Saturdays at 9am. 

Where: Start line is near the Pittville Park Boating Lake, closest to Tommy Taylor's Lane. See course page for more details. 

More details: Cheltenham Parkrun

Cheltenham Junior Parkrun

Junior runners also have the opportunity to get outdoors and run for free as part of a friendly running community. Cheltenham junior parkrun is a weekly free 2k, dedicated to 4 - 14 year olds. 

When: Weekly on Sundays at 9am

Where: The Park, Cheltenham, Gloucestershire, GL50 2RH. See course page for more details.

More details: Cheltenham Junior Parkrun

Run Cheltenham 

Looking to step up your weekly park run to something a bit more challenging? Run Cheltenham is the sporty event for you. This annual popular 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. The famous 13.1 mile Cheltenham Half Marathon through the beautiful Regency town centre. The Cheltenham 10k, for those runners who want to experience the best of the Regency town without the longer 13.1 miles distance. The Community Mile, a family-friendly fun and the perfect introductory distance of 1.1 miles to push first-time runners.

When: All three running events Sunday 1 September 2024

Where: Cheltenham Racecourse and town centre

More details: Run Cheltenham

Cheltenham Running Festival

This event offers the opportunity to run a 5k, 10k or Half Marathon around the famous Cheltenham Racecourse in support of Winston's Wish Charity! 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 all the way to the finish line. 

When: All three running events Sunday 16 June 2024

Where: Cheltenham Racecourse

More details: Cheltenham Running Festival

Recommended Cheltenham Bike Rides & Charity Treks

Charity bike rides and walks in the Cotswolds

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 kilometers. Taking in a large swath of the stunning Cotswolds, 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 25 May 2024

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! 

This year, aswell as Aim Up, 50% of funds raised by walkers will be donated to the Mayor of Cheltenham's Charities. Split equally between Cheltenham Welcomes Refugees, Friends of Sandford Parks and Caring for Communities and People (CCP)

When: Saturday 8 June 2024

Where: Meet at Aim Up's HQ on Lansdown Parade

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. The farm is just outside Cheltenham which sits underneath Cleeve Hill, the highest point in the Cotswolds. The routes will take a circular route North, utilising parts of the famous Cotswold Way before looping down to Cleeve Hill itself with incredible views across the hills.

When: Saturday 6 July 2024

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

More details: Trek26 Cotswolds

Ride For Ryder - The Sportive 2024

ur local charity, Sue Ryder Care at Leckhampton Court Hospice invite cyclists to get on their bike for Ride for Ryder - The Sportive 2024. 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 years event has five beautiful routes to choose, from 40 to 160km, the event offers something for all abilities.

When: Sunday 7 July 2024

Where: Starts from Dean Close School, GL51 6HE

More details: Ride For Ryder

Yoga Retreats & Wellbeing Events in and Around Cheltenham

A trapeze artist, a glamping cabin and a yoga workshop

Soul Circus

Soul Circus is a wellbeing 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 DJ's 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: 15-18 August 2024

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

More details: Soul Circus

Cotswold Yoga Retreat & Wellbeing Holiday

The Yoga & Wellbeing Retreat at Notgrove Holidays is 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.

The retreat will be led by Jo Fellows, an advanced yoga teacher (Yoga Alliance International), Reiki Master/teacher, sound therapist, and meditation teacher. Her classes and treatments are designed to revitalise the spirit and restore balance to both mind and body.

When: 1–3 March, 25-28 June 2024

Where: Notgrove Estate, Nr Cheltenham, 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 wellbeing extravaganza set in Cheltenham Town Hall. The event features many top mind body & spirit wellbeing experts with over 60 exhibitors, talks, demos and workshops, inside and out.

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: 2 March 2024

Where: Pittville Pump Room, E Approach Dr, Cheltenham GL52 3JE

More details: Cheltenham Mind Body Spirit Wellbeing Show

Check out our helpful guide for more ideas to enrich your Mind, Body & Soul in Cheltenham.

We've shared our recommended local walks, bike rides, best places to eat healthy food, spa breaks, staycation inspiration and much more! All guaranteed to boost your mental wellbeing and help you make the most of your time in Cheltenham. 

Why not treat yourself to a weekend break in Cheltenham? Check out our helpful guides to staying in Cheltenham...


Cheltenham's Three Peaks Challenge
Cheltenham's Three Peaks Challenge 2024, Saturday 8th June 2024. Aim Up. Image of people walking.

The 22 mile walk which starts at their Charity 'HQ' in Lansdown Parade, provides you with the opportunity to take part in an exhausting but exhilarating adventure through Gloucestershire's most picturesque landscapes whilst tackling the three tallest peaks in the county; Crickley, Leckhampton and Cleeve hill!

Trek26 Cotswolds
Trek26 Cotswolds

Join Alzheimer's Society for an epic 13 or 26 mile trek this summer in the Cotswolds to support people affected by dementia.

Cheltenham Parkrun
Cheltenham Park Run, Pittville Park

Cheltenham Park Run is a 5k free weekly running event which takes place in Pittville Park, Cheltenham.



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