Highlights
Cycling Through the Heart of England
Quaint Stone Built Villages
Riding Across Rolling Hills
Biking Between Village Pubs and Old Coaching Inns
Itinerary
Embrace the rolling hills and timeless charm of the English countryside on the Cotswolds by Bike tour, an 8-day self-guided cycling adventure ideal for experienced travelers and seniors. Setting out from Cheltenham, this easy-paced trip reveals honey-colored villages, ancient Roman roads, and historic wool towns, all set against a backdrop of lush woodlands and open wolds.
Pedal through picturesque communities like Bibury—hailed as England’s most beautiful village—and explore iconic sites such as Chedworth Roman Villa and the market town of Tetbury. Each day brings a blend of gentle rides, cultural discoveries, and stops at cozy inns and gardens.
This tour’s unique selling point is its leisurely introduction to cycling amid the Cotswolds’ storied landscapes, paired with comfortable accommodations and thoughtful route planning. With all logistics covered, you can savor England’s rural beauty at your own pace, making this the ideal tour package for those seeking both relaxation and exploration on two wheels.
day 1 - Arrive Cheltenham
Arrival into Cheltenham
day 2 - Cheltenham to Fampton Mansell
Make your way to the bike shop at Cheltenham Spa Train Station to collect your bikes.
Ride 1: via Elkstone, the Duntisbournes & Daglingworth. Distance = 32 km/19.8 miles or 25.7 km/16 miles.
This lovely ride is uphill at the beginning, but from Elkstone goes through easier, undulating countryside. The ride down the Duntisbourne valley is a treat. The churches at Elkstone, Duntisbourne Rouse & Daglingworth are particularly worth visiting. There are not many pub stops in the middle of the ride; you will need to visit The Green Dragon at Cockleford or the Highwayman on the A417. There are no other shops in Cheltenham.
Ride 2: via Cowley, Sheepscombe, Painswick & Slad. Distance = 49 km/30.4 miles or 44 km/27.3 miles. This is an interesting, varied but hilly ride with attractive countryside and scenery and some famous towns and villages. You visit Painswick an elegant wool town, Slad, the home of Laurie Lee, the famous Cotswold author. Stroud the industrial centre of the valleys and Bisley another beautiful wool town. Although there are several steep hills the destinations are worth the effort.
day 3 - Fampton Mansell to Bibury
Ride 1: via South Cerney & Meysey Hampton. Distance = 35.7 km/22.2 miles or 28.15 km/17.5 miles
This easy ride circles through South Cerney & the Water Park. It passes through several quiet villages & the flat south Cotswolds countryside. It finishes in Barnsley where the church & Barnsley House Garden are worth visiting.
Ride 2: via Tetbury, Cherington, Ashton Keynes & Down Ampney. Distance = 53.2 km/33.1 miles. This easy ride visits Tetbury an attractive Wool town, then goes east to Ashton Keynes & the Cotswold Water Park. It goes through several quiet villages south east of Cirencester before going north back into the Cotwolds to the beautiful stone village of Barnsley.
day 4 - Bibury
Ride 1: a short ride to Cirencester Distance = 23.65 km/14.7 miles. This easy ride goes to Cirencester via Welsh Way & Whiteway, & returns via Preston & Ampney
Ride 2: Fairford via the Coln Valley & the Eastleaches. Distance = 50 km/30.6 or 41.85 km/26 miles
This beautiful ride goes down the Coln Valley, which has several typical, pretty, Cotswold villages. The Woollen Mill at Filkins is interesting, & you can buy some real Cotswold souvenirs. Fairford is a good place for tea, & the stained glass windows are a must.
day 5 - Bibury to Guiting Power
Ride 1: via Chedworth Roman Villa, Northleach & Notgrove. Distance = 35.5 km/22.1 milies or 26 km/16.4 miles. This is an enjoyable ride over undulating countryside. The Roman Villa is very interesting, and Northleach is an attractive ’wool’ town with a lovely church.
Ride 2: via the Windrush Valley, Burford, Bourton on the Water & the Slaughters.
Distance = 53 km/33 miles or 43.45 km/27 miles. This is an interesting, enjoyable and fairly easy ride. It goes through many picturesque Cotswold villages - Windrush and the Slaughters are particularly delightful. Burford is an attractive town & Bourton a busy tourist centre.
day 6 - Guiting Power
Ride 1: A short ride to the Slaughters & Lower Swell. Distance = 23 km/14.3 miles
This undulating ride goes through beautiful countryside & attractive quiet villages. Upper Slaughter is a lovely place to picnic & spend time by the ford on a fine day.
Ride 2: to Snowshill & Chipping Campden via Blockley & Sezincote - with extensions to Broadway & Hidcote Manor Gardens. Distance = 42 km/26.3 miles, 45 km/27.9 miles or 56 km/35 miles
The lovely ride goes across rolling countryside to Snowshill & Chipping Campden - two classic Cotswold towns. It can be extended to visit Broadway & Hidcote Manor Gardens. The ride is quite hilly, & even the minor roads round Chipping Campden get very busy at holiday weekends.
day 7 - Guiting Power to Cheltenham
Ride 1: via Winchcombe & Brockhampton. Distance = 28.6 km/17.8 miles or 27 km/13.5 miles
This ride covers some beautiful countryside, with good views from the hills. It is quite hilly, particularly down into & up from Winchcombe, but it gives you a good knowledge of the Cotswold scarp! Winchcombe is well worth visiting, & it is easy to spend several hours there.
Ride 2: via Northleach, Chedworth Roman Villa, Withington & Seven Springs. Distance = 41 km/25.5 miles. This ride goes through beautiful countryside, some attractive villages, and to Northleach - an important ’wool’ town - with an interesting ’wool’ church. The Roman Villa is fascinating.
Drop your bikes off at the bike shop before making your way to your overnight accommodation.
day 8 - Arrangements end after breakfast
Trip concludes in Cheltenham after breakfast.

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