Spend a wonderful winter short break in the glorious Cotswolds and combine countryside walks with a little history and the chance to develop your creative talents at a painting, craft or cookery workshop at Daylesford Organic Farm. We have planned this break with some lovely winter walks but also optional transfers and indoor activities - just in case the weather decides to be unkind!

The Cotswolds are defined by rolling hills with magical views, idyllic scarp foot villages and lush valleys dotted with honey coloured stone farms and pretty market towns. This tour has been designed by us to include some of our favourite places such as Sudeley Castle and Bourton on the Water, with a chance to embrace the views and fresh air with shorter walks that end in cosy hostelries. You will also have the opportunity to explore some of the history that abounds in case the weather is not so kind. The routes include some well worn Cotswold walks as well as some lesser known tracks - our speciality.

We have also included a workshop - choose from painting, calligraphy, floristry, or cookery and spend a few hours indulging your passion or trying something completely new! Tell us what you would like to do or the dates that suit and we will do our best to find the perfect match.

Holiday details



from £720 per person
Price may vary depending on start date and workshop activity. Sudeley Castle re-opens 4 March after a winter break.

Based on two people sharing a room

What’s included?

Half day painting workshop - supplements may apply to other activities and classes. Optional transfer to Daylesford at the start of your workshop and return to your hotel at the end of the day. Transfer to the start of your walk on Day Three and a return to your hotel at the end of the day. Transfer back to Kingham Station or your car at the end of your tour.  See what’s included as standard


4 nights

Start & Finish

Starts at an Oxfordshire village near Kingham station and finishes with a return transfer to Kingham Station or your car. Start day will depend on workshop chosen.



Hand - picked small inns

Holiday type


This tour is priced without a guide and you are free to explore on your own.  If you would like a guide for part or all of your trip, we are happy to provide a knowledgeable, local guide

Activity level

Gentle walking. More info...


2 days of walking 3-7 miles (5 - 11km) and 1 day of optional walking




  • Choice of workshops covering painting, calligraphy, floristry and cookery

Itinerary day-by-day


  1. 1. Day one

    Arrive in our chosen Cotswold village

    Check into your characterful and cosy inn adjacent to the duck pond. This delightful hamlet where you will spend 2 nights, oozes Cotswold charm and straddles a wonderful footpath if you have time for a stroll. The locals gather here too so a pint with the farmer from down the road could be a nice option. Your host will meet you at a convenient time to run through your itinerary and familiarize you with the route and arrangements before a cosy dinner.

  2. 2. Day two

    Cotswold village to Daylesford - Potter and Paint

    Take our pretty walking route to Daylesford along bridleways and footpaths and arrive in time for morning coffee or lunch before joining your painting workshop in the afternoon. There is a great range of workshops to choose; from painting to pottery; food to floristry. Give us an idea of your interests and available dates and we will try to find the perfect activity for you. (Some workshops will attract a supplement). For morning or full day workshops we will transfer you to Daylesford and you have the choice to stroll back or be met by our driver.

    optional 3 miles (5 km)

  3. 3. Day three

    Oxfordshire village to Bourton on the Water

    Today’s walk threads through classic Cotswolds countryside - woodlands, fields and tiny hamlets. Gaze at the marvellous view as you look over the Windrush valley before dropping down into Bourton on Water. Here the river flows through the heart of the village which is sometimes described as the Venice of the Cotswolds. After lunch you may want to visit the Cotswold Perfumery – one of only six independent perfumers in the UK, who make bespoke fragrances for perfume enthusiasts worldwide – even Her Majesty The Queen! With forty cars on display – the oldest dating from the early 1900s – the Cotswold Motor Museum is another fascinating way to spend an afternoon. And if neither of those take your fancy Birdland Park and Gardens features a collection of over 130 species of birds on display, from some of the rarest, to the most unique species that have developed to live in a specific habitat. Birdland Park & Gardens is home to the only breeding group of King Penguins in England. Make sure you stop for a traditional afternoon tea at one of the many delightful cafes, before checking into your hotel in the centre of Bourton where your luggage will be waiting for you.

    6.5 miles (10km)

  4. 4. Day four

    Bourton to Winchcombe

    Start today with a taxi hop to the beginning of your walk – you can choose either a three or five mile stretch – both will take you through quintessentially Cotswold countryside. Follow our route through parklands and extensive woods surrounding Guiting Manor and beyond this you will start the dramatic descent into Winchcombe. You will pass woods; disused quarries; the perfect Sudeley Lodge; and see the magnificent panoramic view down into the Winchcombe Vale which will surely delight. Enter the historic village of Winchcombe through the grounds of the impressive Sudeley Castle. Refuel at one of the many fine hostelries in the town, before spending the afternoon immersed in history at Sudeley Castle, with its award-winning gardens, rare birds and the final resting place of Katherine Parr – Henry VIII’s sixth wife (opens 4th March). We will meet you at the castle at the end of the day to take you back to your hotel with its cosy candlelit bar.

    3 or 5 miles (5 or 8 km)

  5. 5. Day five

    Depart Bourton

    Spend your last morning exploring Bourton with its little shops and cafes before we transfer you back to Kingham Station or your car.