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The Chiltern Hills double up their uses in the Chiltern Classic sportive: not only do the winding roads make for some inspired climbing action on the bike, the hills are also a sight to behold whether viewed from the bottom, the top or halfway up on a demanding test of stamina.

Straight out of the starting blocks, this ride will have you going through the gears as we ease you in on a gradual gradient, moving out of the Adams Park departure point in High Wycombe, before making you familiar with the kind of swooping descent that drops as much as youll have to make up soon after, a common trait for this swooping course.

Once youve crossed under the M40, the gradient settles and youre free to get into your own rhythm, pace and time, not dictated by hill climbs, making this a great mid-season test for riders keen on testing their hand against the clock on a kinder course.

Once youre past the outskirts of Thame, youll find yourself among peerless views across the Aylesbury Vale district in an area lined with quaint and quiet villages as you traverse the sheltered country lanes that link them. On leaving the loop exclusive to Epic course riders just east of Oxford youll enter the Chiltern Hills area once more on the way back to base.

A handful of manageable climbs wait before you can claim your finishers medal, t-shirt and PowerBar recovery product, and hopefully youll have enough left in the tank to enjoy these on completion of a rewarding day out on the bike!

How to enter the Chiltern Classic Sportive

  1. Standard

    Bike 73mi
    £3–£45
    Event passed
  2. Epic

    Bike 101mi
    £3–£45
    Event passed
  3. Short

    Bike 33mi
    £3–£36
    Event passed

Chiltern Classic Sportive routes

Chiltern Classic Sportive weather forecast

Light rain throughout the day.

13°C
Predicted highs
9°C
Predicted lows
IconHigh chance of rain
IconLight breeze possible, up to 9mph

Meet the organizer

We organise over 35 cycling events a year across Great Britain, as well as one in France, offering full medical and mechanical support. We plan our events in some of the most scenic locations we can find, while making sure the routes are perfectly suited for day in saddle. All of our cycling events have multiple routes of varying length and elevation. This is to cater for cyclist of all ages and abilities. Our cycling events aren't just about Road Sportives - we also organise a selection of Mountain Bike and Cyclocross events.

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