Cycling holidays in The Cotswolds

Taking a cycling holiday in The Cotswolds is the best way to see this most quintessential English area which runs for 100 miles from the north east near Chipping Campden to the south west in Bath. Designated an Area of Outstanding Natural Beauty, this is one of our most popular holiday regions with Oxford or Kingham the usual starting locations.

The majority of the riding is along quiet country lanes (bike paths are few and far between), which wind their way through honey-coloured villages, over rivers and streams, and through valleys and hills with stunning views and sheep clad pastures. ‘Wolds’ means ‘hills’ - so be prepared for some slopes, although we have carefully crafted our routes to minimise any steep gradients, so you can focus on enjoying the view and soaking up the atmosphere and culture of the area.

History is in abundance from the very early colleges in Oxford to Roman roads, early water-powered woollen mills and Georgian mansions. Enjoy palaces, stately homes, museums and theatres and discover numerous hidden gems from gardens and farm shops to vineyards and waterways as well as better known stars such as Stow on Wold, Burford and Tetbury There are brilliant village inns serving locally brewed ales and some outstanding hotels and Michelin starred restaurants. Along with your gps routes (or guide), you will also receive a Carter Company Adventure Handbook, which is packed full of insider tips, stories about the history of the area and other interesting nuggets of information that give you the opportunity to really get to know this beautiful part of England.


Our Cotswolds highlights

Royal Crescent

Impressive 500 ft long Georgian crescent of 30 houses in Bath. It’s ha-ha was designed to keep grazing animals out of the gardens.

Included in our A Cotswold ride to Bath holiday

Broadway Tower

A folly conceived by Capability Brown at the top of the Cotswolds escarpment. Climb to the roof for a view over 16 counties.

Included in our Ramble and ride in the Cotswolds holiday

Coln valley

A dreamy and enchanting tiny river valley in a hidden corner of the Cotswolds in which nestle a string of idyllic hamlets and old mills.

Included in our The Cotswolds and Stonehenge holiday

Dry stone walls

Over 4,000 miles of limestone walls run across the Cotswolds. Mortar free, many have stood for over 200 years.

Included in our Shakespeare country and the Cotswolds holiday

Blenheim Palace

Blenheim Palace is a World Heritage Site with over 300 years of history and home to the 12th Duke of Marlborough and his family.

Included in our Cotswold villages and Oxford holiday

Kiftsgate Gardens

Kiftsgate Court Gardens are inspirational, have a rose named after them and have been crafted by 3 generations of women gardeners from the same family.

Included in our Cotswold gardens holiday


Our Cotswolds Cycling holidays


  1. Ramble and ride in the Cotswolds

    This tour combines walking and cycling and enables you to enjoy the full variety of the magical Cotswolds area with its beautiful hills and picture…

    From £1,270

    Gentle / 6 or 7 nights / Self-guided / The Cotswolds

  2. Shakespeare's Way 7 nights

    William Shakespeare is widely considered to be the greatest dramatist of all time. His 37 plays feature inspired plots, remarkable poetry, brilliant…

    From £1,880

    Not so gentle / 6 or 7 nights / Self-guided / The Cotswolds

  3. The really rather special tour

    For our Really Rather Special Tour, we have combined our most stunning and interesting cycling routes in the Cotswolds with what we think are…

    From £3,500

    Gentle / Many durations / Self-guided / The Cotswolds

  4. Quintessential England

    This tour combines a three night stay in London with idyllic cycling in the Cotswolds - two contrasting pictures of quintessential England. London…

    From £1,195

    Not so gentle / 6 or 7 nights / Self-guided / The Cotswolds

  5. Cotswold gardens

    As the Cotswolds are home to numerous stunning English gardens, we have created this tour to include many of the most renowned. To these we have…

    From £1,340

    Gentle / 6 or 7 nights / Self-guided / The Cotswolds

  6. The grand tour

    We created this grand tour of England taking in many of its historic sights, to celebrate the 2012 Olympics. Like the games, the trip has been…

    From £2,490

    Not so gentle / 8 nights + / Self-guided / The Cotswolds

  7. A Cotswold ride to Bath

    This romantic and relaxed journey between Oxford and Bath, two of England's finest cities, leads you through many of the Cotswolds' best loved…

    From £1,730

    Gentle / 8 nights + / Self-guided / The Cotswolds

  8. The Cotswolds and Stonehenge

    This iconic trip includes the World Heritage sites of Stonehenge, Bath and Blenheim Palace and a stunning journey from Oxford to Stratford on…

    From £1,920

    Not so gentle / 8 nights + / Self-guided / The Cotswolds

  9. Valleys of the Cotswolds

    Imagine Cotswold valleys at their most beautiful and chocolate box villages at their most glorious and you have this tour in a nutshell. Add…

    From £1,220

    Gentle / 6 or 7 nights / Self-guided / The Cotswolds

  10. Shakespeare country and the Cotswolds

    This holiday wanders through the classic hills and valleys of Cotswold country with its picturesque honey coloured villages and peaceful streams.…

    From £1,440

    Gentle / 6 or 7 nights / Self-guided / The Cotswolds

  11. Cotswold villages and Oxford

    This tour wanders through the classic hills and valleys of Cotswold country with its picturesque honey coloured villages and peaceful streams.…

    From £990

    Gentle / 4 or 5 nights / Self-guided / The Cotswolds

  12. Whistle-stop Cotswolds

    Enjoy a wonderful array of our favourite sights in the rolling Cotswolds with this whistle-stop tour. It may be short and it can be as laid back…

    From £450

    Gentle / Short breaks / Self-guided / The Cotswolds

  13. A jaunt around Oxford

    On this tour you will explore the different landscapes surrounding Oxford - the river Thames, the rolling Cotswold Hills and the Oxford Canal.…

    From £490

    Gentle / Short breaks / Self-guided / Oxford


Can't find what you're looking for?

Many of our trips are tailor-made, so tell us what you're looking for and we'd be delighted to design the perfect cycling or walking holiday for you.


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