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Wilderness Walking

Highlights of the Cotswolds

Next Trip: 3rd - 8th Jul 2023 Duration: 6 Days / 5 Nights

From £1,795 View Prices & Dates

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Trip created by Harvey Downard
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Region: The Cotswolds
Trip Type: Wilderness Walking
Accommodation: Classic
Max Group Size: 8
Confirmed: When 2 Traveller(s) Book
Deposit From: £448.75 £448.75


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All you need to know about your trip, this essential document is a must for all adventures.

Download Itinerary

Cherished for its pastoral charm, the Cotswolds encompasses lush river valleys, rolling green fields, wildflower meadows and villages of honey-coloured stone. Designated an Area of Outstanding Natural Beauty, this landscape is also rich in history – peppered with ancient ruins, tumbling castles and intriguing archaeological sites.

With a fantastic network of quiet rural lanes, leafy bridleways, and winding riverside trails, discover this beautiful countryside with your knowledgeable Wilderness guide. Visit historic market towns, traditional local pubs and artisanal shops full of local produce. As the soft evening light slips below the hedgerows, relax in the warmth of English hospitality as you enjoy delicious food and lovely company.

On a walking tour designed to showcase the very best of this stunning region in southwest England, experience the enchanting nature of the Cotswolds.

Trip Highlights

  • Hike through the beautiful, pastoral landscape visiting old churches, haunted ruins and interesting historical sites.
  • Explore the pretty oolitic limestone villages, full of classic Cotswold architecture and quintessential English charm.
  • Stay in traditional local inns, enjoying excellent cuisine and welcoming hospitality.

Day by Day Itinerary

Day 1 - Welcome to Oxford

Arrive at Oxford train station this afternoon and meet your Wilderness guide. After introductions and being relieved of your luggage, head out for a walking tour of this beautiful, historic city. An established town since the 9th century AD, people have inhabited this area for thousands of years. With stunning architecture and a rich history, walking through its bustling cosmopolitan streets makes for a lovely first afternoon of your trip. After a short transfer, arrive at a cosy traditional English inn which will be your base for the next two nights. Enjoy taking the time to settle in, before eating dinner this evening in the warm glow of candlelight and chatting with your guide about the adventure that lies ahead. (D)

Day 2 - The Windrush Valley and Blenheim Palace

This morning, enjoy a circular walk through the Windrush Valley. The landscape here holds its history close, so traversing the valley on foot is the perfect way to explore. From the door of your hotel, meander through the pretty market town of Burford, looking out over sweeping arable fields before passing through the now deserted hamlet of Widford. Not much remains of the settlement now, apart from the tiny 13th-century St Oswald’s Church which sits quietly among the old stone walls and grassy meadows. After lunch and a quintessentially English cream tea, visit the incredible Blenheim Palace, built between 1705 and 1722. A UNESCO World Heritage Site, the Palace is notable as the birthplace and ancestral home of Sir Winston Churchill. (B, L, D)

Walk details: 10 km/6 miles | approx. 4 hours | Ascent 120 m/400 ft

Day 3 - Hiking from Minster Lovell

After breakfast, transfer to Minster Lovell, a honey-coloured village of Cotswold stone romantically nestled on the banks of the River Windrush. It is perhaps best known for the ruins of its 15th century hall, owned by the Lovell family for many generations and now an ancient monument. Striking to look at, the hall has inspired several sinister tales that cling like cobwebs to the weathered stone. After exploring the history and myths of the village, enjoy a walk to Swinbrook, a quaint hamlet with drystone walls, ivy-clad cottages and a cosy local pub. After lunch by the water, enjoy a visit to a neolithic stone circle or drive over to Snowshill to experience the aromatic fields of purple lavender that ripple like waves in the breeze. This evening, settle into a magnificent manor house which will be your home for the rest of the trip. (B, L, D)

Walk details: 6 km/3.5 miles | approx. 2.5 hours | Ascent 55 m/180 ft

Day 4 - The Cotswold Way

Spend the morning hiking a beautiful section of the Cotswold Way – a 164km trail that stretches from the charming old wool merchants’ town of Chipping Camden to the Roman city of Bath. Chipping Camden’s high street is architecturally stunning, and many of the buildings date to between the 14th and 17th centuries. Leaving the village, enjoy the way the landscape changes underfoot and the views that stretch from fence post to fence post towards the horizon. On arrival to Broadway, climb the town’s famous gothic folly which offers a panorama of the surrounding countryside. After lunch, a short transfer will take you back to your accommodation where there will be time to relax before heading out for dinner at a local restaurant. (B, L, D)

Walk details: 10 km/6 miles | approx. 4 hours | Ascent 180 m/600 ft

Day 5 - Chedworth, Bibury and Bourton-on-the-Water

After a short, scenic drive, enjoy a walk through the picturesque countryside, soon arriving at the remains of Chedworth Villa – one of the grandest Roman villas in Britain. Tucked beneath old trees, the peaceful tranquillity of the place is matched only by its exceptional insight into life during the Roman period in Britain. After a late lunch at a traditional pub, visit Arlington Row and Bourton-on-the-Water, the latter often ranked as one of the prettiest villages in the UK. Enjoy pottering around, popping into some artisanal shops full of local produce and taking photos before heading back for dinner this evening. (B, L, D)

Walk details: 11 km/7 miles | approx. 5 hours | Ascent 200 m/650 ft

Day 6 - Depart

After you’ve packed up and enjoyed a relaxed breakfast, drive to Stratford-upon-Avon, the birthplace and burial ground of William Shakespeare, for a short walking tour. Enjoy exploring the bustling market town, visiting the playwright’s childhood home and exploring some of the boutique and artisanal shops that jostle for space on the historic streets. The trip finishes at the train station at noon where you can either continue your onward travel plans or stay and wander around the town. (B)

Wilderness Walking
Highlights of the Cotswolds

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Trip Dates & Prices

Trip Dates for 2023AvailabilityStatusPriceBook
3rd Jul - 8th Jul 20238 place(s) leftUNCONFIRMED£1,795Book Now
30th Jul - 4th Aug 20232 place(s) leftCONFIRMED£1,895Book Now
27th Aug - 1st Sep 20234 place(s) leftCONFIRMED£1,895Book Now

Trip Details

Accommodation Read More

This trip features some of the best small hotels and food along the route we travel, all hand-picked by us. Accommodation is in a choice of double or twin rooms with ensuite facilities.

Single Rooms

There is no supplement charged to solo travellers. However, you will be required to share a room with another person of the same sex. If you request a room for single occupancy, a supplement of £475 is charged.

Due to the nature of the accommodations we use, single supplements are limited and are allocated on a first come first served basis.

Meals Read More

All meals are included in this trip from dinner on day 1 to breakfast on day 6. Included dinners are two courses as standard.

Great food is of paramount importance on all Wilderness England trips and we will enjoy excellent regional cooking throughout this all-inclusive trip.

On this trip we generally eat dinner as a group however if you would like to make alternative arrangements you are free to do so. Your guide will have an evening off during this trip where they do not eat with the group.

Inclusions Read More
  • 5 nights accommodation in 3 star and 4 star hotels/inns on a B&B basis.
  • All meals during the trip as stated in the itinerary (Meals included indicated as B=Breakfast, L=Lunch, D=Dinner)
  • The services of an experienced and knowledgeable guide / driver throughout
  • All transport throughout the trip starting in Oxford and finishing in Stratford-upon-Avon.
Trip Grading Read More

Green Graded 1-3

Green graded walking holidays are suitable for active travellers who are reasonably fit and enjoy moderate hikes. We walk at a comfortable pace and you can expect to be out for 5-6 hours a day. The terrain will be mostly good paths and hill trails but these can still be muddy and rough in places. Some hikes may involve an ascent up to a max of approx 1,500 feet / 450m. Distances will be typically 8-10km. Daily hike details are available in the itinerary.

Travel Read More

You will be met by your Wilderness England Guide at Oxford Railway Station at 1:00pm on Day 1 of your trip. The trip will conclude in Stratford-upon-Avon Railway Station at 12:00pm on the final day.

Photo Gallery

Make This Trip Private

Fancy this trip just for your group? Get together with family and friends spend quality time exploring wild places. A private trip allows you to benefit from all the features of the group departure, including hand-picked accommodation and expert local guides but with the advantage of the flexibility to tailor the days to your group. Make the trip more or less challenging depending on your experience or choose to add in some optional extras like castle or distillery visits depending on your interests. The price of a private trip will depend on the number of travellers in your group. Let us know your prefered departure date and we'll take care of the rest.

Speak to an Expert

Bridget Brown

Our friendly office team hail from across the world but share a passion for the outdoor and wild spaces of England. We are committed to providing you with the best customer service and are more than happy to chat through options and provide help and advice. Get in touch to find your perfect adventure.

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Difficulty Grades Explained

Green Graded Walking Holidays
Green graded walking holidays are suitable for active travellers who are reasonably fit and enjoy moderate hikes. We walk at a comfortable pace and you can expect to be out for 5-6 hours a day. The terrain will be mostly good paths and hill trails but these can still be muddy and rough in places. Some hikes may involve an ascent up to a max of approx 1,500 feet / 450m. Distances will be typically 8-10km but there may be the odd slightly longer day. Daily hike details are available in the itinerary.

Compare walking grades

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