> England Hiking Tours > Cotswold Way > Challenging Hikes > 5-Day Challenging Hike
  • Day 1 Arrival in Chipping Campden

    From your point of arrival, use the public transport information we provide to make the journey to Chipping Campden.

    Please remember that, as there are no bus connections between Moreton-in-Marsh and Chipping Campden on Sundays, you will need to take a short taxi ride.
  • Day 2 Chipping Campden to Winchcombe

    30 Km 7-10 Hrs 680 Metres

    The quintessential Cotswold village is packed with history, beautifully maintained and full of wonderful old buildings – Chipping Campden, Broadway and Stanton all epitomise these qualities. The ancient ruins of a Cistercian monastery at Hailes and Sudeley Castle, not far from Winchcombe, are other stunning examples of the region’s rich history.

  • Day 3 Winchcombe to Leckhampton Hill

    28 Km 7-10 Hrs 750 Metres

    Far-reaching views from the top of Cleeve Common (at 317m – the highest point of the walk) where the Brecon Beacons in Wales are visible on a clear day. Lineover Wood, where some trees date back over 700 years is particularly impressive.

  • Day 4 Leckhampton Hill to Painswick

    20 Km 5-7 Hrs 490 Metres

    Early in the day, you pass through Crickley Hill Country Park with wonderful views from the escarpment over the plains below. The quiet walker will have a good chance to spot some of the wild deer that roam the majestic beech tree forests close to Birdlip. The trail descends via a golf course into the picturesque little town of Painswick.

  • Day 5 Departure from Painswick

More information on the Cotswold Way