Overview

Take a self-guided walking short break in Cheltenham, the UK's most complete Regency town and the surrounding Cotswolds (Englands largest 'Area of Outstanding Natural Beauty). The elegant spa town of Cheltenham is a lively and pleasant base for your short break. Although it has a town centre bustling with culture, you can also be out in the unspoilt, rolling countryside within minutes.

2 - 4 nights 24 Sep, 24 Sep, 24 Sep, and more Cheltenham, England
Direction

Getting to Cheltenham in the Cotswolds

By Rail/Bus – The nearest train station to Cheltenham is Cheltenham Spa, you can then take a taxi or local bus to your hotel. Use the website below to help plan your journey.

Trainline

By Bus – National Express and Megabus operate several routes from Cheltenham.  Use the websites below to help plan your journey.

National Express

Megabus

By Car – The Cotswolds and Cheltenham can be reached via the M4 or M5.  Use the website below to help plan your journey.

On the M4 exit at junction 15 for Swindon and follow the A 419/A 417 to Cheltenham,

On the M5 exit at junction 11 when travelling from either the north or south then take the A40 into the centre of Cheltenham.,

Some of the hotels have free car parking and on others there is free on street parking.  Also there is free parking at the Compass Holidays unit on Cheltenham Spa railway station

The AA Route Planner

By Air – There are a number of airports close to Cheltenham including Bristol and Birmingham.  From either of these it is possiblr to take a bus or train to Cheltenham.  Use the websites below to help plan your journey.

Skyscanner

Trainline

National Express

Megabus

Description

Hotel Category

B&Bs, Hotels and Inns (3*) or Luxury Hotels (5*) or Serviced Flats

Grade (Difficulty)

This grade of this tour is moderate.

Start Location

  • Cheltenham

End Location

  • Cheltenham

Daily Distance Range

  • Walking–Minimum: 6 miles / 9 km Maximum: 15 miles / 24 km

Duration (Nights)

This tour has a variety of durations from 2  nights to 6 nights.

Availability

This tour is available from January until December.

Inclusions/Exclusions
What we'll give. What we won't

What is included in the tour

  • Bed & Breakfast or Self Catering Accommodation
  • Fully comprehensive tour pack with colour coded routes on local maps
  • Emergency Telephone Assistance
  • Smart Phone GPS App with Routes

What is NOT included in the tour

  • Meals
  • Transport to and from Cheltenham
  • Tips
Itinerary

A: Arrive and check into your accommodation before exploring the local area

B: Explore the delightful regency town of Cheltenham, taking in the most interesting Cheltonian architecture as well as exploring the town's history and the stories of some of the famous people who have lived in the city.

C: Enjoy a circular walk up Leckhampton Hill, The Devil's Chimney, Coberly and Seven Springs. Visit historical sites and enjoy stunning views from the Cotswold Way as you travel up Leckhampton Hill. Travel along the valley to the Seven Springs and take the time to simply relax and take in the beautiful countryside.

D: Take a linear walk that includes visits to Prinknash, Cranham, Birdlip, Barrow Wake and Crickley Hill. Cranham stands at the head of the valley of the River Frome and became famous after composer, Gustav Holst wrote 'In the Deep Midwinter' here. From here you will head down the Cotswold escarpment and back to your accommodation in Cheltenham.

E: Beginning in Winchcombe, visit the historic Sudeley Castle before crossing the stunning open grassland of Cleeve Common and from Cleeve Hill, the highest point in the area, you can take in the views across the Cotswolds and Severn Vale.  Explore  Belas Knap, a particularly fine example of a Neolithic long barrow with a false entrance and side chambers  before returning to Cheltenham.

F:Depart or extra nights

Routing

 

A: Arrive and check into your accommodation before exploring the local area

B: Explore the delightful regency town of Cheltenham, taking in the most interesting Cheltonian architecture as well as exploring the town's history and the stories of some of the famous people who have lived in the city.

C: Enjoy a circular walk up Leckhampton Hill, The Devil's Chimney, Coberly and Seven Springs. Visit historical sites and enjoy stunning views from the Cotswold Way as you travel up Leckhampton Hill. Travel along the valley to the Seven Springs and take the time to simply relax and take in the beautiful countryside.

D: Take a linear walk that includes visits to Prinknash, Cranham, Birdlip, Barrow Wake and Crickley Hill. Cranham stands at the head of the valley of the River Frome and became famous after composer, Gustav Holst wrote 'In the Deep Midwinter' here. From here you will head down the Cotswold escarpment and back to your accommodation in Cheltenham.

E: Beginning in Winchcombe, visit the historic Sudeley Castle before crossing the stunning open grassland of Cleeve Common and from Cleeve Hill, the highest point in the area, you can take in the views across the Cotswolds and Severn Vale.  Explore  Belas Knap, a particularly fine example of a Neolithic long barrow with a false entrance and side chambers  before returning to Cheltenham.

F:Depart or extra nights

The routing will be as follows using the Route letters above:

The 5 day, 4 night holiday will be routed A B C D E F

The 4 day, 3 night holiday will be routed A  C D E F

The 3 day, 2 night holiday will be routed A  D E F

 

 

Important Information

Clothing

The correct clothes are important to ensure comfort during the ride. We suggest avoiding anything with seams and buttons in sensitive areas. Padded cycling shorts are a good idea. Clothing should take moisture from the body to the outside. Sweatshirts, thin pullovers and breathable jackets are ideal companions during the cooler days. Take light, waterproof jackets and trousers in case there is rain. One size helmets are provided but are not compulsory in the UK. On hot days we suggest a cap or hat and sunglasses to protect from the sun.

Highlights
What makes this tour special
  • Cheltenham Spa City Centre
  • The Cotswolds
  • The Holst Museum
  • The Wilson
  • Shopping Outlets
  • Belas Knap Long Barrow
  • Crickley Hill Fort
  • Sudeley Castle
  • Cleeve Hill
  • Leckhampton Hill
  • Cranham Woods
  • Other picturesque Cotswold Villages

Please note, not all of these will be visited on the shorter tours, if you particularly want to see something on the list please inform us at the time of booking.

Pickup point
Directions.
Cheltenham, UK View on Map