Ready to Explore Cheltenham on Foot?
Join a friendly community, explore stunning local routes, and improve your fitness with guided walks.
Join a 3-week Walking Trial that fits your pace, goals, and lifestyle—whether you're easing back into fitness or already racking up steps.
Start a trial
Why Join the 3-Week Walking Trial?
We put on 20+ walks per month so it's going to take more than a couple to get the full picture of what you could have as a member.
We have a great online community which enables members to share pictures from their walks, ask questions about gear and find out about the next events we have coming up.
Our 3 Week Walking Trial is the perfect way to check whether a longer term membership will work for you.
- Plan ahead: Gain full access to the walking schedule so you can book as many walks as you like
- Walk Previews: You'll also receive support through our Trialist WhatsApp group, where leaders share walk previews and provide help as needed.
- Explore Cheltenham Walks: Access hundreds of routes which we've plotted around Gloucestershire
- Flexible Schedule: Enjoy walks on Tuesdays, Thursdays, Sundays, and a longer walk the first Saturday of each month.
- No Commitment Required: See if our club is the right fit for you, without any pressure to continue. At the end of the trial, you can decide if you'd like to join as a full member (£92/year or £12/month).
- Social and Supportive Atmosphere: Meet like-minded people and make new friends while exploring beautiful trails together. Our friendly walk leaders are always there to guide you and answer any questions.
By the end of your trial you'll have a great idea whether joining our club is the right thing for you.
Mid Week Walks
Our lunchtime and evening walks take you around the most scenic trails of Cheltenham.
These convenient walks are perfect for a fun jaunt between the other activities in your busy life.
Locations include:
- Prestbury. Pittville, Cheltenham Race Course, Aggs Hill and Leckhampton Hill
- Bishops Cleeve, Woodmancote, Cleeve Common and Winchcombe
Saturday Countryside Walks
On Saturdays we meet at a different pub to allow for a new countryside walk anywhere in the Cotswolds.
These walks are generally 2-3hours at a steady pace and finishing with a pub lunch.
Sunday Walks from Prestbury
Each Sunday we have members meet at the Whiskers Cafe for an early walk, followed by a coffee in the Whiskers Cafe.
A variety of routes take members around the Race Course, Prestbury, Pittville, Swindon Village and Southam.
Start a trial
FAQ
No problem at all! The 3-week trial gives you full flexibility—come to as many or as few as you like. Most people aim for 1–2 walks a week, but there’s no pressure. You’ll still get to meet people and feel part of the group.
Yes, 100%! Our Beginner's walks are designed specifically for those who are building confidence or coming back to exercise. We go at a pace that suits you, and there's no rush—we’d much rather you enjoy it than feel pushed.
We meet at lovely spots across Cheltenham and the Cotswolds—places like Cleeve Hill, Pittville Park, Prestbury, Leckhampton Hill, and Woodmancote. You’ll get a full schedule once you join, plus walk previews in the WhatsApp group.
Of course! Walking is always more fun with a buddy. They’ll need to register separately for the trial, but we’d love to welcome you both.
Yes—well-behaved dogs are welcome on most of our walks, provided they’re kept under control and won’t cause issues with livestock or narrow paths. Let us know in advance, and we’ll confirm if a route is dog-friendly.
If you enjoy your 3-week trial (and we think you will!), you can continue with:
Monthly Walking Membership: £12/month, cancel anytime
Annual Membership: £92/year (includes a free club T-shirt!)
Either gives you unlimited walks, plus invites to our social events and community WhatsApp groups.
Walking with others and seeing new places
I joined the walking group in May and have enjoyed a number of walks, both weekday and Saturday. I enjoy the opportunity to exercise with others, meet new people and see new places. I find everyone to be very friendly, encouraging and a great community to be part of.
All you need to get you back on the road to fitness and happiness
I’ve only just joined this wonderful, welcoming walking club. Although I’ve only managed to walk a couple of times, I know I can go whenever I want and still be made welcome.
I decided to get fit after time spent in hospital. This club helps with all you need to get you back on the road to fitness and happiness.
Thank you for instilling me with a little confidence.
One of the best decisions I've made after struggling with anxiety and depression
Joining the group was one of the best decisions I've made after struggling with anxiety and depression over the last couple years.
I've been so lucky through the walking group to meet people who I now regard as some of my closest friends who I couldn't be without. It's great to get out and meet new people. It's one thing I really look forward to every week after work!
I'm no longer ashamed or embarrassed about my red face after exercise which was a major stumbling block for me when exercising with others!
FRIENDLY CLUB WITH A REALLY PROACTIVE LEADERSHIP
Great friendly club with a really proactive leadership, I would definitely recommend them to anyone either starting a fitness regime or wanting to continue at a higher level
SO GLAD I JOINED
SO GLAD I JOINED
Following a move to Cheltenham 18 months ago, I wanted to make new friendships, get fitter and explore the local area.
The walking club ticks all these boxes, everyone is so friendly, I’m feeling fitter and I’ve found some new and interesting places to walk and talk!
So glad I joined. Jean
Want to Discuss your Situation?
Click the button below and pick a time to call with Conor.
👋 About the Founder
Hi, I’m Conor—founder of Cheltenham Running and Walking Club.
You’ll chat to me if you choose to book a call, so here’s a quick hello!
I started the Walking Groups in 2021, not long after the pandemic, because I could see how many people were craving fresh air, friendly faces, and a reason to move more. The Running Club actually began way back in 2013 with the same mission: to help people of all abilities enjoy exercise, explore Cheltenham, and connect with others.
Whether you're just starting out or getting back into it, I know how daunting that first step can feel. That’s why I make time for a quick chat if you're unsure which option suits you best—or if you just want a real person to talk things through with.
You're always welcome here.
– Conor