Around The Cotswolds

Around The Cotswolds

A circular cycling holiday over the Cotswold escarpment and through picturesque Cotswold villages.

3 to 6 nights
131 miles
Easy to Demanding

From £340 per person

Discover the available tours

About this route

From the market town of Stroud, our Cotswolds Cycling Holiday clambers the Cotswold escarpment and explores picturesque golden villages and patchwork green fields.

Around the Cotswolds swoops down into Winchcombe and onward north past Broadway Tower to Chipping Campden. Along quiet back lanes, the route heads south through Moreton-in-Marsh and the iconic Upper and Lower Slaughter, before swinging east through Burford and then back through Bibury, Cirencester and Tetbury to its starting point in Stroud.

Throughout the ride, the Cotswolds Area of Outstanding Natural Beauty provides glorious natural views. Sloping fields and little woodlands form a peaceful backdrop with no lack of picturesque places to pause for a picnic.

This circular cycling tour is the perfect introduction to long-distance cycling holidays, with few major climbs, plenty of cosy cafes and an equal balance between the open countryside and the close lanes of little villages. It keeps to surfaced roads throughout.

Stroud / Stroud
131 miles (209 km)
2nd January to 24th December

Holiday highlights

Cycling the iconic streets of Cotswold villages, including Chipping Campden, Moreton-on-Marsh, Burton-on-the-Water and Bibury.

Stiff climbs from Stroud up the Cotswold Edge onto the escarpment, with views across the Severn Valley.

Swooping down from Broadway Tower, the highest point on the route, on one of many rushing descents.

Available tours

CodeTourDurationDifficultyPrice per person
C-ACOT1 A circular trail beginning at Stroud 3 nights, 2 days riding Demanding£340
C-ACOT2 A circular trail beginning at Stroud 4 nights, 3 days riding Moderate£445
C-ACOT3 A circular trail beginning at Stroud 5 nights, 4 days riding Easy / Moderate£555
C-ACOT4 A circular trail beginning at Stroud 6 nights, 5 days riding Easy£660

Around The Cotswolds 3 nights, 2 days riding

£NNN per person
  • Itinerary
  • What's included?
  • Extra nights?
  • Tour facts
  • Elevation & terrain
  • Travel info
  • Weather

Travel to Stroud where your first night's accommodation has been booked

Day 1

Stroud to Bourton-on-the-Water. 64.5 miles (103km)

Day 2

Bourton-on-the-Water to Stroud. 66.5 miles (106km)


Depart from Stroud after breakfast

Your Itinerary

The daily mileages quoted are average trail miles only and do not include the distance from the trail to your accommodation. We do not expect you to have to travel more than 2.5 miles from the trail to your accommodation.

Below are the additional costs that may apply depending on your requirements. Our standard prices per person are based upon two people sharing a room; if you are on your own, or are part of a group but require a room of your own, then the Solo Traveller or Single Supplements apply respectively:

Solo Traveller Supplement
£60.00 per person / per night
Single Supplement
£45.00 per person / per night

You can add rest days at any of the overnight stops:

Extra night (Standard)
£60.00 per person / per night

What's included?

  • 3 nights' accommodation in en-suite rooms (where available) in selected B&B’s, hotels, inns and guesthouses along the trail.
  • Breakfast each day.
  • Door to door luggage transfer.
  • Maps with the route marked on and a guidebook or route notes describing the trail.
  • An information pack containing an itinerary, instructions on how to find your accommodation each night and a kit list.
  • Detailed travel instructions on how to get to the start of your holiday and back from the end of it.

Extra Nights & Rest Days

The Cotswolds is often thought of as the best example of quintessentially English countryside, filled with green hills, peaceful woodlands and an abundance of charming settlements. By booking a few extra nights at any of the route's overnight stops, you can extend your holiday and spend more time getting to know this magnificent corner of the UK.

Stroud marks both the start and finish of this cycling route, offering plenty of opportunity to spend a couple of extra nights here and discover everything it has to offer. This charming market town is filled with an eclectic mix of independent shops to explore, as well as a great choice of places to eat, one of the best farmers' markets in the country and several wonderful galleries to visit. Situated below the western escarpment of the Cotswold Hills at the meeting point of the Five Valleys, Stroud is the perfect base from which to explore the beautiful South Cotswolds and take in the fantastic scenery on offer here.

You can add rest days at any of the overnight stops:

Extra night (Standard)
£60.00 per person / per night

Tour Facts

Total distance: 130.5 miles (209 km)
Duration: 3 nights, 2 days riding
Minimum daily distance: 64.5 miles (103 km)
Maximum daily distance: 66.5 miles (106 km)
Code: C-ACOT1 Grade: Demanding
Season: 2nd January - 24th December
Start of holiday: Stroud
End of holiday: Stroud

Elevation & Terrain

Route profile

Around The Cotswolds Route Profile

The route begins with several stiff climbs from Stroud up the Cotswold Edge onto the escarpment, with views across the patchwork fields of the Severn Valley as its backdrop. A swift descent into Winchcombe leads to another, sharp ascent, peaking near Broadway Tower at 321 metres above sea level. This is the highest point on the route, and leads to a downhill run into Chipping Campden.

Around the Cotswolds from here on rises and falls in small increments, with only one remaining statement gradient: an enjoyable run down into Stroud.


  • Primarily low-traffic country lanes
  • A handful of brief road sections

Around the Cotswolds keeps to surfaced roads as it circles the area’s picturesque villages. Any road bicycle will be ideal on this cycling holiday.

Travel Information

Useful information and travel links that will assist you in your plans to travel to the start of the holiday and back from the end of it are sent to you with your full tour pack. A summary is given below:

By Air - The most convenient major cities and international airports are London Heathrow, London Gatwick, Birmingham Airport, and Bristol Airport.

By Rail - There is a rail station at the start of the route (Stroud).

From London - Trains run from London Paddington station to Stroud.

Return to the Start - This is a circular route starting and ending in Stroud.

Please note:

Most train lines will allow for bikes to be taken on board. We advise that you check on as you may need to book a space for your bike or there may be a limit as to how many bikes the train can store.

Most buses in the UK are unable to store bikes on board, so we would recommend avoiding this form of transport.

Weather Information

To find out more about the weather forecast for your chosen holiday's general location, please see the following websites:

  • MetCheck - This website allows you to look up detailed weather information for specific locations as far as six months in advance.
  • Met Office - This website shows regional area forecasts a few days in advance, with a general UK forecast description of up to 30 days in advance.
  • Mountain Forecast - This website shows what the forecast is like up on specific hills and fells, and offers forecasts a few days in advance.