The Cotswolds Classic Cycling Tour

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20 – 30 miles (32 – 48 km) per day


Easy to Gentle


4 or 5 nights


B&B Accommodation, Village Inns & Hotels


From £525

Cycling Tour Overview

This self-guided cycling vacation takes you into the very best areas of the Cotswolds. In four days cycling, you will see the prettiest villages, the finest scenery and the most interesting places in this incomparable corner of England. Can also be taken as a three or five night option.

Bike and equipment: If you are bringing your own bike, it should be a Hybrid or Mountain Bike with at least 21 gears. Please ensure that your bike is adequately maintained and insured. If hiring a bike, repair kits, and helmets are included in the price of the bike hire. The bikes for this trip are high quality UK manufactured hybrid ‘Trek’ bikes with Shimano 21 speed gears, front and rear V-breaks and fitted mud guards and bottle holders. Panniers available at extra cost. NB You must be able to do basic bike maintenance including puncture repairs.


    • Cycling through some of the most picturesque countryside & villages in England.
    • Carefully selected accommodation at which to stay.
    • Cycling along the River Windrush.
    • Soaking up the history of the area.

Key Information

  • £585 for 4 nights, £645 for 5 nights per person based on 2 people sharing in B&B/Inn accommodation

  • Bike (if required, £140 and £20 per day for additional days).

  • Single occupancy on request

  • Upgraded accommodation possible £750 per person.

  • Best time to go: March – September

What’s Included:

  • 4 or 5 nights Bed and Breakfast Accommodation (twin share basis).
  • Route maps and instructions specific to your trip.
  • Luggage transfers between accommodations.
  • Emergency back-up.
  • You must, however, be able to do basic bike maintenance including puncture repairs.
  • Optional extras: E-Bike Hire: £35.00 per day; Single Room supplement (Please enquire)
  • Supplement for single person travelling alone: £50

*Upgraded accommodation is available upon request, please ask for a quote.

Tour Itinerary

Day 1: Arrive Chipping Campden

Arrive in the most beautiful of Cotswold towns, Chipping Campden. Your route notes and maps will await you at your accommodation. Overnight Chipping Campden.

Day 2: Chipping Campden to Winchcombe – Distance 20 miles

From Campden a route of typical Cotswold villages and gorgeous countryside. Broadway Tower; Snowshill with its fascinating museum; and the quintessential Cotswold villages of Stanway and Stanton. Finally, the ancient Saxon village of Winchcombe, home to Sudeley Castle, for overnight.

Day 3: Day 3: Winchcombe to Bourton-on-the-Water – Distance approximately 22 Miles

Today, leave Winchcombe along back roads to pass through the area around the beautifully-named Guiting Power, then close to Stow-on-the-Wold. Descend to Lower Slaughter with its working mill and so to Bourton, where you stay for the next two nights.

Day 4: Bourton-on-the-Water to Coln St. Aldwyns to Bourton-on-the-Water – Distance approximately 30 Miles

This circular route takes you through the deepest Cotswolds and a host of unsung but gorgeous villages along the River Windrush, as well as options for Northleach, Coln St. Aldwyns, Burford and Bibury, famously called by William Morris ‘the most beautiful village in England’. Pass close to Chedworth Roman Villa before returning to Bourton-on-the-Water for overnight.

Day 5: Bourton-on-the-Water to Chipping Campden – Distance approximately 28 Miles

Head for Adlestrop, immortalised in the poem by Edward Thomas and then follow quiet lanes to Moreton-in-Marsh where you can either rendez-vous at the railway station to collect your luggage OR continue on to Chipping Campden for overnight.

Day 6: Departure

Departure after breakfast.


This self-guided cycling vacation takes you into the very best areas of the Cotswolds. In four days cycling, you will see the prettiest villages, the finest scenery.

Tour Grading

  • Difficulty grade 1 – 2. (Grade 1 – Easy – Mainly on the flat with gentle slopes. Distances of between 15-25 miles/25-40 kms per day. Grade 2 – Gentle – For the cyclist who is basically fit and who cycles regularly. Will include some steeper climbs. Distances of between 20-40 miles/35-65 kms per day.

Tour Gallery


There are different categories of accommodation available from B&B accommodation to Village Inns to small & luxury hotels. Ensuite rooms are booked where possible, in some B&B’s a private bathroom may be necessary.

B&B accommodation is generally in guesthouses, often private residences where some of the rooms are used for guests. They are also often smaller in size than Inns or hotels. All of our selected B&Bs will give you a warm welcome with a hearty breakfast for you in the morning. Because these are often private residences, there may not be the facilities you would expect to find in dedicated accommodation establishments. And they do not generally have options for dining in the evening.

Village Inns are generally larger, they may cater for only guests or they may also be a pub which also has guest rooms. They generally tend to have more in the way of facilities and have some kind of bar or dining options and are generally larger establishments than B&B’s

Hotels are usually the biggest of the establishments that we use and are more dedicated just to accommodation than B&B’s or Inns. There is a wide variety of hotels in The Cotswolds ranging from small hotels, to hotels with restaurants, to award winning luxury hotels.

Travel Information

Arriving By Train:
The Cotswolds are at the heart of the British rail network. Direct trains travel from London Paddington to Moreton-in-Marsh frequently.


Arriving By Plane:
Nearest airport: Birmingham Airport (54.1km).

Other nearby airports: Bristol Airport (97.6km), London Heathrow: (164km). From London Heathrow, you can take the Heathrow Express train directly to London Paddington from where you can then take a direct train to Moreton in Marsh

We are happy to arrange private transfers to you starting accommodation, please contact us for futher details.

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