This will be a great day out for all with cyclists being offered a 100km ride incorporating some of the most famous climbs in the area such as York Hill – the site of the oldest continuing cycling race in the world.
Don’t forget, all of our events are bespoke, that means anything you see on this page can be adapted to your requirements.
‘One of the reasons we are repeat clients of pie is that we know what a safe pair of hands you are.’ – Suzy, Overbury
This route offers plenty of flexibility and isn’t limited to the example shown here. In the past, we have done the Kent loop in as little as 50km all the way up to 150km, using multiple different routes. The options are endless, what you’ll find below is simply a typical itinerary.
pie guides will lead groups of 8 – 10 cyclists with different pacing for each group. The ride will be based at the acclaimed Squerryes Estate Winery & Vineyard. It will commence with breakfast and culminate in a well-earned mid-afternoon lunch buffet.
The route heads south from Squerryes onto the quiet Kent country lanes.
You will start with climbing Hosey Hill, then wind your way south and down through the undulating countryside, riding from one quintessential English village to the next, through ancient forests, along meadow lined lanes, eventually arriving at the morning stop at Ashdown Country Club. The route then turns back towards Squerryes. For those who would like an extra challenge, Kidds Hill (aka The Wall) will be on offer. Bear in mind, all of you will be taking on York Hill. Then it’s downhill back to Squerryes where your well earned lunch will be served on the private terrace.
08:30 – Meet at Squerryes Winery, Westerham, for registration, coffee and a light breakfast
Meet the guides
Welcome and safety briefing
Bike checks
Divide into groups
09:30 – Cycling groups depart
11:30 – Stop off at the Forest Brasserie at Ashdown Park Hotel for refreshments
14:30 – Lunch reception upon return to Squerryes
16:00 – Departure
Example Route
Posted on Google
Sally17/09/2026Trustindex verifies that the original source of the review is Google.
Superb organisation by Team PIEPosted on Google
Sarah Bower16/09/2026Four day trip from Ljubljana to Trieste. Lovely friendly staff with excellent efficient organisation. Very nice hotels and great coffee and lunch stops - only wish they could have organised the weather too! Incredible support in tough conditions. Top notch all round.Posted on Google
Jason Bacon16/09/2026My 9th PIE organised cycle challenge for the 40tude charity. Another spectacularly organised PIE ride. The way the team and guides handled and responded to all the surprises and challenges thrown their way, making everything smooth for us punters was extraordinary. And very much appreciated. The most professional and friendly group of tour managers, support team and cycle guides. Well done to the whole PIE team and Paul & Tina. You are simply the best.Posted on Google
Greg Martin16/09/2026Event team did a great job coping with air traffic meltdown in the UK, storms in Slovenia and road closures from visiting diplomats. accommodating, feeding and moving over 30 people on a daily basis is no easy task and they do it very well! Kudos to Paul and team.Posted on Google
James Purves16/09/2026This is probably my 6th rode with pie. They always have things organised and when something isn’t quite right it is fixed quickly and with lots of communication. Paul and the team were brilliant in Slovenia with us all. When you are cycling and out of your comfort zone the last thing you want is to worry about the logistics and pie do that all for you. Thanks And see you soon at the next ride!Posted on Google
Richard Plaistowe05/09/2026Pie Events helped me organise the Branditos networking cycles at the International Trademark Association Annual Meeting in London, and sorted routes and guides. Tje rides were thoroughly enjoyable and professionally guided (and 100% safe) Riders from all over the world participated and everyone was effusive in their praise. A fantastic success thanks to Pie Events.Posted on Google
Daniel Osmer27/07/2026I've just completed my second 4-day group ride managed by pie. Again, it was a fantastic experience. The 3 person pie team - a trip co-ordinator, ride guide, and on-bike medic - were all top professionals as well as great fun. It was another great trip which the whole team enjoyed. I highly recommend pie.Posted on Google
Ron Rees Davies27/07/2026Posted on Google
Michael Taylor24/07/2026PIE is outstanding and are indeed passionate about their events. Whether Medical, Portering, Providing Food (paying attention to dietary requirements) and Drink (morning coffee, regular rehydration electrolyte tabs, soft drinks at lunch, alcoholic beverages at the end of the day - if you like that sort of thing), excellent hotels & restaurants, - all needs catered for. Staff - highly sympathetic & empathetic - who convert a steep hill into a mere undulation. All staff were immaculately turned out in identical uniforms. Bike maintenance - Brilliant Route planning - beautiful lanes, B roads, cycle paths - superb routes. Overall - excellent management throughout, with high empathy and support for all participants (including a cat!!).Posted on Google
John Pocock23/07/2026Many many thanks for all your team’s support and guidance over the last 4 days. You provided perfect guides and excellent on the spot management. Your ride support team were always on hand to help and kept our water and salt levels up at all times. Your team were really professional and our whole group gelled around them. Of us 8 riders who did the whole 260 mile trip, we have all gone away absolutely delighted with the achievement AND the organisation provided by yourselves.Verified by TrustindexTrustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more
