Cotswold Classic - Cotswold Cycling Holiday

Enjoy a self guided cycling holiday in the Cotswolds. Visit countless delightful villages that are nestled amongst the green hills; the honey coloured stone cottages, churches and manors merge harmoniously into the landscape. Winding lanes lead you through well-known villages such as Chipping Campden, Stow on the Wold and the Slaughters. This tour offers an interesting and relaxing experience of the countryside with the reassurance that you are never more than a few miles from the next delightful village.

 

  • Grade:
  • Comfort: B&Bs, Hotels and Inns (3*) or Luxury Hotels (5*).
  • Start/Finish: Cheltenham
  • Distance: Minimum: 18 miles / 29 km per day Maximum: 37 miles / 59 km per day
  • Duration: This tour has a variety of durations from 4 nights to 10 nights.
  • Availability: This tour is available from January until December.
  • Altitude: The maximum altitude on this tour is approximately 813 feet.

Arrive in Cheltenham. Stay overnight 

A: Linear route from Cheltenham to Moreton-in-Marsh (Full route: 30 miles / 48 km | Short Route: 23 miles / 37 km)  

Our team will meet your clients at their hotel at 9.30am (unless otherwise arranged) with the bikes and tour pack, ready to start the day. The day begins with a short transfer from Cheltenham to the start of the route in The Cotswolds to begin the ride to Moreton-in-Marsh. Cycle through a selection of local Cotswold villages past picture postcard views to the delightful village of Snowshill, before continuing your journey to Moreton. On the way, take in the delightful Manor House at Snowshill and explore its wonderful collection of historic artefacts. Then say hello to the traditional farm breeds at The Cotswold Wildlife Park or visit the Indian architecture of Sezincote House. 

Stay overnight in Moreton-in-Marsh. Luggage will be transferred. 

B: Circular route from Moreton-in-Marsh (Full route: 25 miles / 40 km | Short route: 18 miles / 28 km)  

Enjoy a lovely circular route that allows you to explore the area surrounding Moreton. This route gives you the opportunity to see the gardens at Hidcote Manor or Kiftsgate Court before enjoying lunch in one of the charming Cotswold villages in the vicinity. 

Stay overnight in Moreton-in-Marsh. No luggage transfer required.  

C: Linear route from Moreton-in-Marsh to Bourton-on-the-Water (Full route: 25.5 miles / 41 km | Short route: 18 miles / 29 km) 

Cycling past the River Evenlode, day four will take you from Moreton in Marsh to Bourton-on-the-Water via traditional Cotswold villages such as Stow-on-the-Wold and Upper Slaughter. Bourton-on-the-Water offers a unique country experience, with a range of attractions providing something for everyone. 

Stay overnight in Bourton-on-the-Water. Luggage will be transferred.  

D: Circular route from Bourton-on-the-Water (Full route: 33 miles / 53 km | Short route: 21 miles / 33 km) 

This circular route allows you to cycle and explore the countryside and villages surrounding Bourton on the Water, including beautiful examples of 17th and 18th century architecture. 

Stay overnight in Bourton-on-the-Water. No luggage transfer required. 

E: Linear route from Bourton-on-the-Water to Cirencester (Full route: 34 miles / 55 km | Short route 24 miles / 39km) 

This cycle route includes a visit to Northleach, an old market town, and Bibury, the most beautiful village in England according to artist William Morris, before continuing on to the old market town of Cirencester. 

OR 

Please note, on the four, five, six or seven night tour, this route is replaced with a direct route to Cheltenham.  

Stay overnight in Cirencester or Cheltenham. Luggage will be transferred.  

F: Circular route from Cirencester (Full route: 31 miles / 49 km | Short route: 21 miles / 33 km) 

Cycle the circular route in and around Cirencester and visit the village of Daglingworth, much of which is owned by Prince Charles. 

Stay overnight in Cirencester. No luggage transfer required 

G: Linear route from Cirencester to Cheltenham (Full route: 25 miles / 40 km | No Short Route) 

Cycle from Cirencester to Cheltenham and visit many of the pretty Cotswold Villages. Don’t forget to visit the Roman Villa at Chedworth! This is the most complete villa in Britain with mosaic floors, bath houses and heating system all on display in their original settings. There is also a collection of artefacts in the museum and an interesting visitor centre. 

Stay overnight in Cheltenham. Luggage will be transferred.  

H: Circular route from Cheltenham via Stanton (Full route: 32 miles / 51km | Short Route: 21 miles / 34km)  

Enjoy a circular route from Cheltenham and take in a number of Cotswold villages including Stanton also known as 'the perfect village', Stanway with its romantic manor houses and Winchcombe, with the historic Sudeley Castle where Katherine Parr is buried. Please note, that for tours with two people or less, if the trains are running, this day will start with a heritage steam train ride to Broadway in the morning. On days when the trains aren’t running, or if there are more than two clients, then the route changes slightly to enable full cycling. Trains run throughout the summer, every day except Monday and Friday at the moment.  

Stay overnight in Cheltenham. No luggage transfer required.  

I: Circular route from Cheltenham via Tewkesbury (Full route: 37 miles / 59 km | Middle Route: 28 miles / 45km | Short Route: 18 miles / 29km) 

Starting with a ride through Cheltenham, this route takes you via a number of tiny villages to the Medieval town of Tewksbury. Famous for its Abbey, Tewkesbury has a gorgeous community feel with original period architecture at the junction between the River Severn and the River Avon. Return to Cheltenham via Prestbury and the historic Pittville Pump Rooms in Cheltenham. 

Stay overnight in Cheltenham. No luggage transfer required. 

Key Details:

  • This tour will start and end in Cheltenham.
  • The 5 day, 4 night holiday will be routed A C E (to Cheltenham)
  • The 6 day 5 night holiday will be routed A C E (to Cheltenham) with the option of any one of Routes B, D, H or I (client choice) 
  • The 7 day, 6 night holiday will be routed A C E (to Cirencester) G with the option of Route B, D, F, H or I (client choice)
  • The 8 day, 7 night holiday will be routed A B C D E (to Cheltenham) and H or I (client choice) 
  • The 9 day, 8 night holiday will be routed A C E (to Cirencester) G with the option of B, D, F, H or I (client choice) 
  • The 10 day, 9 night holiday will be routed A C E (to Cirencester) G with the option of B, D, F, H or I (client choice) 
  • The 11 day, 10 night holiday will be routed A B C D E F G H I 

There are lots of attractions and places to explore during your Cotswolds cycling holiday, including:

  • Batsford Arboretum
  • Broadway Tower
  • Chedworth Roman Villa
  • Cotswold Farm Park
  • Cotswold Falconry
  • Cotswold Heritage Centre
  • Hidcote Manor Gardens
  • Kiftsgate Court
  • Mechanical Music Museum
  • Old Mill Museum
  • Sezincote Manor
  • Snowshill Village
  • Tea rooms and traditional pubs

Getting to the Cotswolds

By Rail/Bus – The closest railway staion to the start is Cheltenham Spa.  

By Car – Coming from the London area Cheltenham and the Cotswolds can be reached via the M4 taking the Swndon exit.  From the north or south take the M5 and exit on junction 11. 

By Air – There are a number of airports close to the Cotswolds including Bristol and Birmingham.

For more information on getting to the Cotswolds please visit The Cotswolds website.

Included
  • Bed & Breakfast Accommodation
  • Luggage Transfers
  • Fully comprehensive tour pack with colour coded routes on local maps
  • Smartphone App with GPS
  • Emergency Telephone Assistance
Excluded
  • Meals
  • Transport to and from the Cotswolds

Arrive in Cheltenham. Stay overnight 

A: Linear route from Cheltenham to Moreton-in-Marsh (Full route: 30 miles / 48 km | Short Route: 23 miles / 37 km)  

Our team will meet your clients at their hotel at 9.30am (unless otherwise arranged) with the bikes and tour pack, ready to start the day. The day begins with a short transfer from Cheltenham to the start of the route in The Cotswolds to begin the ride to Moreton-in-Marsh. Cycle through a selection of local Cotswold villages past picture postcard views to the delightful village of Snowshill, before continuing your journey to Moreton. On the way, take in the delightful Manor House at Snowshill and explore its wonderful collection of historic artefacts. Then say hello to the traditional farm breeds at The Cotswold Wildlife Park or visit the Indian architecture of Sezincote House. 

Stay overnight in Moreton-in-Marsh. Luggage will be transferred. 

B: Circular route from Moreton-in-Marsh (Full route: 25 miles / 40 km | Short route: 18 miles / 28 km)  

Enjoy a lovely circular route that allows you to explore the area surrounding Moreton. This route gives you the opportunity to see the gardens at Hidcote Manor or Kiftsgate Court before enjoying lunch in one of the charming Cotswold villages in the vicinity. 

Stay overnight in Moreton-in-Marsh. No luggage transfer required.  

C: Linear route from Moreton-in-Marsh to Bourton-on-the-Water (Full route: 25.5 miles / 41 km | Short route: 18 miles / 29 km) 

Cycling past the River Evenlode, day four will take you from Moreton in Marsh to Bourton-on-the-Water via traditional Cotswold villages such as Stow-on-the-Wold and Upper Slaughter. Bourton-on-the-Water offers a unique country experience, with a range of attractions providing something for everyone. 

Stay overnight in Bourton-on-the-Water. Luggage will be transferred.  

D: Circular route from Bourton-on-the-Water (Full route: 33 miles / 53 km | Short route: 21 miles / 33 km) 

This circular route allows you to cycle and explore the countryside and villages surrounding Bourton on the Water, including beautiful examples of 17th and 18th century architecture. 

Stay overnight in Bourton-on-the-Water. No luggage transfer required. 

E: Linear route from Bourton-on-the-Water to Cirencester (Full route: 34 miles / 55 km | Short route 24 miles / 39km) 

This cycle route includes a visit to Northleach, an old market town, and Bibury, the most beautiful village in England according to artist William Morris, before continuing on to the old market town of Cirencester. 

OR 

Please note, on the four, five, six or seven night tour, this route is replaced with a direct route to Cheltenham.  

Stay overnight in Cirencester or Cheltenham. Luggage will be transferred.  

F: Circular route from Cirencester (Full route: 31 miles / 49 km | Short route: 21 miles / 33 km) 

Cycle the circular route in and around Cirencester and visit the village of Daglingworth, much of which is owned by Prince Charles. 

Stay overnight in Cirencester. No luggage transfer required 

G: Linear route from Cirencester to Cheltenham (Full route: 25 miles / 40 km | No Short Route) 

Cycle from Cirencester to Cheltenham and visit many of the pretty Cotswold Villages. Don’t forget to visit the Roman Villa at Chedworth! This is the most complete villa in Britain with mosaic floors, bath houses and heating system all on display in their original settings. There is also a collection of artefacts in the museum and an interesting visitor centre. 

Stay overnight in Cheltenham. Luggage will be transferred.  

H: Circular route from Cheltenham via Stanton (Full route: 32 miles / 51km | Short Route: 21 miles / 34km)  

Enjoy a circular route from Cheltenham and take in a number of Cotswold villages including Stanton also known as 'the perfect village', Stanway with its romantic manor houses and Winchcombe, with the historic Sudeley Castle where Katherine Parr is buried. Please note, that for tours with two people or less, if the trains are running, this day will start with a heritage steam train ride to Broadway in the morning. On days when the trains aren’t running, or if there are more than two clients, then the route changes slightly to enable full cycling. Trains run throughout the summer, every day except Monday and Friday at the moment.  

Stay overnight in Cheltenham. No luggage transfer required.  

I: Circular route from Cheltenham via Tewkesbury (Full route: 37 miles / 59 km | Middle Route: 28 miles / 45km | Short Route: 18 miles / 29km) 

Starting with a ride through Cheltenham, this route takes you via a number of tiny villages to the Medieval town of Tewksbury. Famous for its Abbey, Tewkesbury has a gorgeous community feel with original period architecture at the junction between the River Severn and the River Avon. Return to Cheltenham via Prestbury and the historic Pittville Pump Rooms in Cheltenham. 

Stay overnight in Cheltenham. No luggage transfer required. 

Key Details:

  • This tour will start and end in Cheltenham.
  • The 5 day, 4 night holiday will be routed A C E (to Cheltenham)
  • The 6 day 5 night holiday will be routed A C E (to Cheltenham) with the option of any one of Routes B, D, H or I (client choice) 
  • The 7 day, 6 night holiday will be routed A C E (to Cirencester) G with the option of Route B, D, F, H or I (client choice)
  • The 8 day, 7 night holiday will be routed A B C D E (to Cheltenham) and H or I (client choice) 
  • The 9 day, 8 night holiday will be routed A C E (to Cirencester) G with the option of B, D, F, H or I (client choice) 
  • The 10 day, 9 night holiday will be routed A C E (to Cirencester) G with the option of B, D, F, H or I (client choice) 
  • The 11 day, 10 night holiday will be routed A B C D E F G H I 

There are lots of attractions and places to explore during your Cotswolds cycling holiday, including:

  • Batsford Arboretum
  • Broadway Tower
  • Chedworth Roman Villa
  • Cotswold Farm Park
  • Cotswold Falconry
  • Cotswold Heritage Centre
  • Hidcote Manor Gardens
  • Kiftsgate Court
  • Mechanical Music Museum
  • Old Mill Museum
  • Sezincote Manor
  • Snowshill Village
  • Tea rooms and traditional pubs

Getting to the Cotswolds

By Rail/Bus – The closest railway staion to the start is Cheltenham Spa.  

By Car – Coming from the London area Cheltenham and the Cotswolds can be reached via the M4 taking the Swndon exit.  From the north or south take the M5 and exit on junction 11. 

By Air – There are a number of airports close to the Cotswolds including Bristol and Birmingham.

For more information on getting to the Cotswolds please visit The Cotswolds website.

Included
  • Bed & Breakfast Accommodation
  • Luggage Transfers
  • Fully comprehensive tour pack with colour coded routes on local maps
  • Smartphone App with GPS
  • Emergency Telephone Assistance
Excluded
  • Meals
  • Transport to and from the Cotswolds
Book now, call us on
+44 (0)1242 250 642