South of England

Cotswold Way – Part 2 (North)

April, May, June, July, Aug, Sept, Oct £649 pp

Book your adventure
Speak to an Expert

Or call us on

017683 71289


Dates may vary in price due to demand throughout the season and are subject to changes from time to time. We recommend booking your trip well in advance to secure the best pricing available for your preferred dates.

If you don't see a date suitable, please call on +44 (0)17683 71289 to organise a custom date.


Choose a different date

HOW MANY PEOPLE There are no more spaces available for this date


Cotswold Way – Part 2 (North)

No. of People: 1



TOTAL £999

Back to search

Running from the beautiful town of Chipping Campden to the pretty old wool town of Painswick, this section of the Cotswold Way takes you on a journey through quintessential English countryside, unspoilt woodland, areas steeped in history all whilst enjoying the beautiful landscape of gentle rolling hills.

Quick Facts

  • 5 nights’ accommodation
  • 5 days’ walking
  • Guidebook and map provided
  • Daily door to door luggage transfers
  • 46.5 miles (75km) and 1813m (5948ft) of ascent
  • Explore classic English countryside

About & Details

This part of the Cotswold way is a 46.5 mile route which begins in the beautiful market town of Chipping Campden and ending in the picturesque town of Painswick, famous for its wool trade in the 17th and 18th century.  You will take in enchanting villages made of honey coloured Cotswold stone, unspoilt woodland, areas steeped in history and all with a backdrop of lush farmland and green rolling hills.

We take the stress out of your trip with expert local knowledge, hand-picked accommodation, luggage transfers and detailed support to help you find your way. You will need full walking kit including a waterproof jacket and trousers, a lightweight day-sack and comfortable walking boots. You will receive a more detailed kit list upon booking.

The price for this trip is based on 2 people sharing.


  • 5 nights’ accommodation in a good quality B&B or hotel with ensuite or private bathroom and breakfast
  • Luggage transfers each walking day (1 x bag per person, max. weight limit 20kg)
  • Map and guide book plus detailed directions to your accommodation from the trail
  • Expert local knowledge and 24 hour emergency assistance during your trip
  • Professional event organisation
  • Travel to the start and finish points of the trip
  • Lunches and evening meals
  • Personal insurance (for cancellation, accident, health, emergency evacuation and loss, theft of or damage to baggage and personal effects)
  • Guiding (please contact us if you would like this trip to be guided)

Optional Extras

  • Single room supplement £75 per person per night (subject to availability)
  • Solo traveler supplement £75 per person per night
  • Odd group supplement £75 per group per night may apply
  • Extra bag £12.50 per person per day
  • Extra night prior to start (single room) £145 per person
  • Extra night prior to the start (twin room, needs 2 people) £90 per person
  • Extra night at the end of the event (single room) £145 per person
  • Extra night at the end of the event (twin room, needs 2 people) £90 per person

Please select from Optional Extras at checkout.

Getting there and back

Getting There

By Air: The nearest airports are Bristol and Birmingham.

By Rail / Bus: The nearest railway stations to Chipping Campden are Moreton-in-Marsh and Honeybourn, all around 15 minutes away by car or by bus. These have regular services from London, Birmingham and Bristol. There are then various bus services to Painswick or you can also pre-book a local taxi.

By Road: Travelling by car is the easiest way to get to Chipping Campden.

Getting Away

By Air: The nearest airports are Bristol and Birmingham.

By Rail: The nearest railway stations to Painswick are Stroud, Stonehouse and Gloucester, all around 15 minutes away by car or by bus. These have regular services from London, Birmingham and Bristol. There is a bus service or you can also pre-book a local taxi.

Evening meals and lunches

You can purchase evening meals either at the accommodation or nearby. When our event planners send you the schedule with itinerary you could prearrange directly with the accommodation or during the walk.

For lunches we would suggest bringing some of your own favourite snack bars and then asking the accommodation for a packed lunch for the following day and also supplementing that at stops en-route.


Accommodation is generally at B&B, guest houses and small hotels. Once booked in, your event planner will send you a list of your booked accommodation. It is possible to adjust according to preference at this stage so please mention it if you wish to change.


If you would like to bring your four legged friend, then we will do our best to source dog friendly accommodation. It is usually possible but if it were not, then we would suggest a change of date to enable it or offer a refund. There may be a small surcharge for the overnight stays. Therefore, once booked in, please alert your event planner that you would like to bring your dog and we can proceed from there.

Need a guide?

If you would prefer to have a guide for your walk, even just for one day, then we are happy to help. We can provide a qualified leader (also first aid qualified) to lead your trek or on just one of the sections. Just ask us.
A guide can not only take the stress out of navigation, but you will also find them a great asset in terms of providing an insight into all things environment and nature.

After you book

After placing your booking with us, you will in the first instance receive an automated email from our system confirming receipt of your reservation. If you don’t receive it, it is worth checking your spam/clutter folder.

In the process of placing your booking, you will generally set up an access password to our online gateway where you can review the details of the booking.

Your personal event planner will then be in touch with you to start to confirm the details. This contact will usually be taken up in the working day after receipt of your booking, but may, in busy times, take a little longer. The event planner will then liaise with you regarding the details of the course. If you have any specific requirements, please do mention it at this stage.

At the end of your trip

Unfortunately, all good things come to an end at some point and when you arrive at the end of the trail, you have one of several options. If you have not booked an additional night’s stay then we can transfer your luggage to a location of your choice. From there you may have onward travel arranged as per the ‘Getting There and Back’ tab above.

Some people like to treat themselves to a night’s stay at the end. And why not? You’ve earned it. You can arrange this as an optional add on with your event planner.

Dates and prices

For available dates please see the ‘build your trip’ option on the left hand side on desktops or at the bottom on mobiles. You can reserve your space via this route.

Book your adventure


  • Day 1 - Arrival in Chipping Campden

    Check into your accommodation in Chipping Campden.

  • Day 2 - Chipping Campden to Stanton

    Your walk today will see you leave the charming town of Chipping Campden and head straight onto the Cotswold escarpment, which follows much of the Cotswold Way and treat you to spectacular views from Dover’s Hill.  The route takes you across green fields and peaceful farmland to Broadway Tower, designed in 1978 for the Sixth Earl of Coventry in an apparent desire to impress his second wife.  Stroll through the village of Broadway, another quintessential Cotswold village and arrive at the smaller but equally charming village of Stanton.  This will be your home for the night.

    10 miles (16 km) and 400 m (1312ft) of ascent.

  • Day 3 - Stanton to Winchcombe

    Leaving Stanton, the route passes through fields and farmland before a steep climb onto the escarpment offering panoramic views across the vale of Evesham and the Malverns.  Before continuing, catch your breath by the Cromwell Monument, where it is rumoured Thomas Cromwell sat and watched the destruction of Hailes Abbey in the valley below.  The path descents towards the Abbey ruins where you will cross open countryside dotted with sheep and cows before arriving in Winchcombe, a market town of Medieval origin.  The town is steeped in history and this is where you will relax for the night.

    8 miles (13km) and 207 m (679ft) of ascent.

  • Day 4 - Winchcombe to Dowdeswell

    Today you will climb Cleeve Hill, the highest point in the Cotswolds.  At 330m (1083ft) it offers commanding views of Cheltenham, its famous racecourse as well as the River Severn.  Along the way you will see the ancient Neolithic long barrow of Belas Knap, a 2500 B.C. burial mound and find yourself walking along country lanes and  and unspoilt woodland.  Your accommodation for the night will be in the small rural village of Dowdeswell.

    12 miles (19km) and 474 m (1555ft) of ascent.

  • Day 5 - Dowdeswell to Birdlip

    Leaving Dowdeswell, the route passes through Linear Wood, climbs up to Wistley Plantation and continues over farmland and open countryside before descending near to what some believe is to be the source of the Thames – Seven Springs.  Look out for Devil’s Chimney,  a distinctive rock pillar at the top of Leckhampton Hill.  You will continue walking along quiet country paths and lanes, through ancient woodland before arriving at Birdlip, your accommodation for the night.

     10 miles (15km) and 494m (1620ft) of ascent.

  • Day 6 - Birdlip to Painswick

    Your final day of walking will take you through lush woodland, a climb up Cooper’s Hill; home of the annual cheese rolling contest and across common land to Painswick golf course where the ramparts of an old Iron Age hill fort can still be seen.  You have arrived in the pretty and sleepy town of Painswick.  You made it!

     7 miles (12km) and 238m (781ft) of ascent.



This itinerary is a guide only. It can be subject to change dependent upon viability, course members’ fitness, weather conditions, accommodation availability, or for any other reason that may be deemed necessary. Any timings and mileages are approximate and for guidance purpose only.

We will always endeavour to accommodate you in the locations detailed in the above itinerary. Due to very high demand, some accommodation providers may occasionally have limited availability and so we may need to accommodate you in an alternative location, nearby. In this case, we will arrange a taxi transfer for you to take you from the trail to your accommodation and back again the following morning. An additional charge may be payable. We will notify you of this when confirming your booking.

Why book with us

We know you have a choice of companies providing trips for your next adventures. Here are some of the reasons you should choose to travel with Maximum Adventure:

  • We are an established adventure travel business
  • We have been trading since 2002
  • We are financially protected in accordance with the 1992 travel regulation
  • Knowledgeable and available office staff
  • Qualified leaders and guides with ascents ranging from Ben Nevis to Mount Everest
  • All activities are risk assessed
  • We will provide you with the best service available
  • We are aware this is your holiday/your challenge and will do our best to make it an enjoyable and rewarding experience
  • We have many repeat clients stretching back over a number of years
20+ years adventure organisation experience
Full liability & financial protection
Leading provider of high quality adventure challenges
Great team of staff to support you

You may also like...