Arrive in this historic market town and meet your guide at the station. Transfer and settle into the welcoming Redesdale Arms Hotel. Enjoy a relaxed evening in a traditional Cotswold coaching inn nestled on the High Street. Nestled in the heart of Moreton-in-Marsh, the award-winning Redesdale Arms welcomes guests to the gateway of the Cotswolds. Dating back to 1650, this 35-bedroom inn beautifully combines timeless character with the warmth and comfort of modern amenities.

Transportation: It’s easy to get here from London. The Paddington Station and train are the best options. Connections can be made from Heathrow to Paddington Station via the Heathrow Express.

Your journey begins with a warm welcome in Moreton-in-Marsh, where your guide will greet you for a brief orientation before you lace up your walking shoes. From here, your first steps into the Cotswolds lead you along tranquil country paths toward Chipping Campden. Along the way, you’ll pause at Batsford Arboretum, where you can enjoy lunch surrounded by one of England’s most diverse tree collections. As the path continues, you’ll pass through the charming village of Blockley, with its golden stone cottages and winding lanes, before marveling at the whimsical topiary in Broad Campden.

By late afternoon, you’ll arrive in Chipping Campden, a classic Cotswold market town full of character. You’ll have time to explore its historic High Street, browse local shops, and settle into rural English life.

Walking: 5-6 miles
Difficulty: Moderate

This morning starts in the storybook village of Chipping Campden and sets off on a walk to Hidcote Gardens, one of England’s most enchanting horticultural gems. Designed as a series of distinct outdoor “rooms,” this American-inspired garden is a feast for the senses, with vibrant blooms, clipped hedges, and secret corners waiting to be discovered.

After soaking in the serenity of the garden paths, you’ll travel to Stratford-upon-Avon for an afternoon steeped in literary history. Here, you’ll step into Shakespeare’s world—beginning with a visit to his birthplace, where you’ll get a glimpse into his early life and creative legacy. You’ll continue to Holy Trinity Church, where the Bard was both baptized and laid to rest, and then explore Anne Hathaway’s Cottage, the idyllic thatched home of Shakespeare’s wife. If you love theatre, you’ll enjoy our final stop: the Royal Shakespeare Theatre, a hub of world-class performances and a fitting end to your Shakespearean journey. After a day of gardens, poetry, and culture, you’ll return to Chipping Campden for a restful evening.

Walking: 4 miles
Difficulty: Easy, flat terrain

Today’s walk follows the celebrated Cotswold Way from Chipping Campden toward the dramatic high ground of Broadway Tower. The trail ascends past Dovers Hill, a scenic viewpoint and the quirky historic site of the Cotswold Olympiks, offering panoramic glimpses across the landscape. Rolling fields, dry-stone walls, and grazing sheep provide a quintessential Cotswolds backdrop. Atop the hill stands Broadway Tower, an 18th-century folly with views spanning 16 counties across England and Wales.

After a relaxed lunch near the tower, the path descends into the picturesque village of Broadway, known for its broad High Street, limestone cottages, and a variety of art galleries, tearooms, and independent shops. A peaceful evening in this “Jewel of the Cotswolds” offers time to explore or unwind.

Walking: 4-5 miles
Difficulty: Moderate

On this day of your journey, you’ll walk through some of the most picture-perfect villages in the Cotswolds. You’ll stroll down the peaceful lanes of Stanton and Stanway, where golden-stone cottages nestle against rolling hills, and you’ll feel as though you’ve stepped into a fairytale. Stanway House and its remarkable gravity-fed fountain mark a highlight before reaching the medieval ruins of Hailes Abbey, once a significant pilgrimage site. The walk finishes in Winchcombe, a town steeped in Saxon heritage. An optional visit to Sudeley Castle offers a deeper look into Tudor history and the life of Catherine Parr, the final wife of Henry VIII.

Walking: 5-6 miles
Difficulty: Easy, flat terrain

There will be a short transfer introducing a day of cultural discovery in Cheltenham, a spa town celebrated for its neoclassical architecture and artistic vibrancy. The walk begins along the Promenade, lined with Georgian buildings and boutique storefronts, leading into the Montpellier District’s stylish arcades and eclectic shops. A visit to the Pittville Pump Room reveals insights into the town’s spa heritage, followed by peaceful moments in Imperial and Montpellier Gardens. Those with an eye for the arts may wish to explore the Wilson Art Gallery and Museum before returning to the tranquility of Winchcombe.

Walking: 6 miles
Difficulty: Moderate

Today, you set off toward one of England’s most celebrated cities, the city of Bath. As you walk, you’ll pass landmarks tied to the English Civil War, including the poignant Granville Monument, commemorating a fallen Royalist hero. Around midday, pause for a traditional pub lunch at The Old Crown Inn. Then, you’ll continue to Bath, where elegant Georgian architecture and centuries of history greet you at every turn. You’ll wrap up your walk in front of the soaring Bath Abbey, with time to take in the city’s charm before settling in for the night.

Walking: 5 miles
Difficulty: Easy, flat terrain

Begin your day stepping into British grandeur at Blenheim Palace, a Baroque masterpiece renowned for its grand façade, opulent interiors, and centuries of history. As you wander through lavish rooms and opulent halls, you’ll gain insight into the legacy of Winston Churchill and the artistry of Baroque architecture. The exhibits showcase his life through letters, photographs, and artifacts.

Outside, the palace gardens and vast parklands, crafted by famed landscape designer Capability Brown, invite you to explore meadows, rose gardens, and lakeside paths. The gardens are equally stunning, from the formal Italian Garden to the fragrant Rose Garden and the secluded Secret Garden.

In the afternoon, you’ll travel to Oxford, where the historic atmosphere of the university town sets the tone for your next adventure.

Walking: 5 miles
Difficulty: Easy, flat terrain

Today you’ll experience Oxford’s scholarly beauty and quiet grandeur on foot. Your walking tour begins at the Radcliffe Camera, one of the most iconic buildings in the city, where you’ll admire its domed architecture before continuing to the Bodleian Library, one of the oldest and most revered libraries in Europe. As you wander through its historic courtyards and the vaulted Divinity School, you’ll feel steeped in centuries of academic tradition. Strolling down cobbled lanes, you’ll pass under the Bridge of Sighs and pause outside the Sheldonian Theatre, an architectural gem designed by Sir Christopher Wren. You’ll climb the tower of the University Church of St Mary the Virgin for a sweeping view of Oxford’s dreamy spires.

Later, you’ll visit one of the university’s most prestigious colleges, either Christ Church, with its grand dining hall and whimsical Alice in Wonderland ties, or Magdalen College, home to enchanting gardens and a peaceful deer park. There’s time to enjoy a bite at the Covered Market, where local cafés and artisan stalls buzz with activity. In the afternoon, you’ll slip into a wooden punt and glide down the River Cherwell past lush meadows and ivy-draped college walls. As the day winds down, you’ll enjoy a relaxed stroll along High Street, with time to browse bookshops, sip tea, or visit a museum before returning for a final evening in Oxford.

Walking: 3 miles
Difficulty: Easy, flat terrain

Enjoy a relaxed breakfast this morning before saying goodbye to your guide. Your guide will help you plan your onward journey. If you’re heading back to London, a direct train from Oxford to Paddington makes it easy, with smooth connections to Heathrow or beyond.