Duvine - Cycling Cotswolds 2026

Number of Travellers:  14
Duration: 6 Days / 5 Nights

Overview

Embark on a cycling journey into the timeless heart of England, where tradition, natural beauty, and a few delightful surprises await at every turn. The Cotswolds is a postcard-perfect slice of the countryside, with thatched cottages, wisteria-draped doorways, and cosy inns where tea arrives in delicate china teapots or a crisp glass of Pimm’s is served on a sunny terrace, how very British!

Picture honey-hued stone cottages and dry-stone walls meandering through soft, green hills. Villages like Bourton-on-the-Water and historic gems such as Sudeley Castle seem lifted straight from the pages of a Jane Austen novel, where time slows and every corner brims with quiet romance. Alongside its rustic charm, the Cotswolds offers outstanding fine dining without even needing to stray from our charming accommodations. Sip the wines of the region, relax into the gentle pace of countryside life, and savour every moment of these quintessentially English surroundings. And no journey to this corner of England would be complete without stepping into the world of Shakespeare himself, with a private visit to the Royal Shakespeare Company.

This is far more than a cycling vacation, it’s an opportunity to experience the true spirit of storybook England, in a setting as beautiful as it is timeless.

Highlights

  • Ride through the idyllic Cotswolds countryside, known for its rolling hills and honey-coloured stone houses.
  • Sample wines from Woodchester Valley, an award-winning vineyard that captures the character of the Cotswolds.
  • Immerse yourself in Shakespeare, one of the world’s most famous English writers.
  • Let your hair down with a spot of Morris dancing! A fun tradition steeped in history

Day by Day

Day 1 - From Bath to The Cotswolds

Meet your guides in the elegant spa town and World Heritage Site of Bath, before making a short transfer into the heart of the Cotswolds, a vast stretch of southern England famed for its soft hills and storybook charm. Spanning nearly 800 square miles from Gloucestershire to Oxfordshire, the region was designated an Area of Outstanding Natural Beauty (AONB) in 1966, thanks to its rare limestone grasslands and ancient beech woodlands. After a welcome lunch, ease into your adventure with a gentle afternoon ride — a short loop through some of the honey-hued villages scattered across this timeless landscape.If time allows, there may be the chance to visit a local bowling club and try your hand at the wonderfully quaint and unmistakably British pastime of lawn bowls. If not, a cool glass of Pimm’s will be waiting for us as we arrive at the hotel to settle in and prepare for this evening’s welcome meal.

Overnight: Tetbury | Calcot Manor Hotel & Spa
Meals Included: Lunch and Dinner
Walk Details: 43 km / 26 miles | 367 m / 1,204 ft elevation gain

Day 2 - A taste of English Wine

Today’s countryside loop follows quiet roads completely surrounded by the green expanse that’s so unique to the Cotswolds. Our first stop is Brimscombe, and a lovely cafe situated on the banks of the River Frome. Then, ride north, covering miles of rolling countryside and passing the impressive Miserden Estate. Arrive at your lunch stop in Frampton Mansell, a farm shop and cafe where everything is made from scratch in their kitchens and brought over by basket once cooked. Our final stop is Tetbury, a hilly market town where we’ll pause to browse the town and the Highgrove shop, which retails sweet souvenirs and favorite products of His Majesty King Charles III. Pedal the final stretch back to our hotel and take the opportunity to stroll through the gorgeous grounds. Then, we’ll transfer to the Woodchester Valley Vineyard, where you can unwind with a few well-earned glasses of wine, paired with the region’s famous local cheese, charcuterie, and other delightful treats.

Overnight: Tetbury | Calcot Manor Hotel & Spa
Meals Included: Breakfast and Lunch
Walk Details: 61 km / 38 miles | 707 m / 2,320 ft elevation gain

Day 3 - Classic Cotswolds Villages

Today, you’re in for a treat as we cycle through a series of incredibly scenic villages, one after another! The Cotswolds is renowned for its charming towns and villages, all built from the iconic Cotswold limestone. We’ll make a stop in Cirencester before heading to a delightful local venue for a picnic with a difference. After refueling, we’ll hop back on our bikes and continue towards Bourton-on-the-Water, often called the “Venice of the Cotswolds” for its picturesque bridges crossing the gently flowing River Windrush. Take some time to explore this idyllic town and perhaps enjoy a pint of local ale in one of its traditional pubs. From there, it’s a short ride to Upper and Lower Slaughter, considered the epitome of a quintessential Cotswold village. Upon arrival at our hotel, you’ll have time to check in and unwind with a refreshing drink on the lawn before dinner.

Overnight: Cheltenham | Lords of the Manor Hotel
Meals Included: Breakfast, Lunch and Dinner
Walk Details: 67 km / 42 miles | 585 m / 1,919 ft elevation gain

Day 4 - Step into Shakespeare's World

William Shakespeare, born in 1564 in Stratford-upon-Avon, is widely regarded as one of the greatest writers in the English language. His plays, including Hamlet, Macbeth, and Romeo and Juliet, explore the complexities of human nature and have influenced countless writers and artists. Immerse yourself in this incredible legacy by visiting the Royal Shakespeare Company (RSC), founded in 1961. Based in Stratford-upon-Avon, the RSC is one of the world’s leading theatre companies. Here, you can take a private tour to not only learn about the history and significance of Shakespeare’s work but also witness firsthand the lasting impact he continues to have on society. For lunch, we’ll venture into the lively town and dine at one of its charming pubs, before embarking on today’s ride back to our accommodation. In the evening, indulge in a delicious meal from the restaurant’s à la carte menu for dinner.

Overnight: Cheltenham | Lords of the Manor Hotel
Meals Included: Breakfast, Lunch and Dinner
Walk Details: 45 km / 28 miles | 515 m / 1,690 ft elevation gain

Day 5 - Sudeley Castle and Gardens / Broadway

We ride from our hotel across the gently rolling landscape to Sudeley Castle and the charming village of Winchcombe. After a private walking tour of the castle walls and gardens, you’ll have free time to further explore the grounds. Enjoy a delightful lunch in this spectacular setting before continuing the final stretch of the route to the picture-perfect village of Broadway, where the ride concludes. A little time here, exploring this fascinating and idyllic town before an evening of something a little different. Get your ribbons and bells ready for a Morris dancing experience like no other. This traditional English folk dance, with its rhythmic steps, clapping, and use of sticks, handkerchiefs, or bells, dates back to the 15th century. Performed to lively music, it’s a vibrant part of celebrations and festivals, known for its energetic movements, colorful costumes, and the strong sense of community it fosters. Having already created unforgettable memories, tonight’s farewell dinner promises to be equally remarkable. We’ll indulge in a Tasting Menu with wine pairing at the hotel’s 3 AA Rosette ‘Atrium’ restaurant, renowned as the epitome of fine dining in the Cotswolds. A perfect end to an incredible journey.

Overnight: Cheltenham | Lords of the Manor Hotel
Meals Included: Breakfast, Lunch and Dinner
Walk Details: 32 km / 20 miles | 371 m / 1,217 ft elevation gain

Day 6 - Farewell to this stunning region

After a leisurely breakfast, take some time for one last stroll through the stunning hotel gardens before a private transfer to Oxford for your onward travel arrangements.

Meals Included: Breakfast

Trip Details

Inclusions Read More
  • 5 nights’ accommodation, as listed in this document
  • All meals as detailed on the proposal (excludes dinner D2)
  • A beer, glass of wine, or soft drinks with all lunches*
  • Wine/beer or soft drinks with all evening meals
  • Apres-velo drinks D1 (Pimms) & Day 5 (G&Ts)
  • Coffee & cake stop D2 & D3
  • Snacks while riding, giving a taste of the local region
  • Expert guiding by a qualified and experienced guide(s) riding with the clients**
  • Dedicated support vehicle** and driver while riding***
  • All transfers throughout the itinerary****
  • All excursions & entrance fees as featured in the itinerary, including
  • D1 – Lawn Bowls experience
  • D2 – Woodchester Valley Vineyard wine tasting, Cheese & Charcuterie
  • D4 – Private tour at the Royal Shakespeare Company
  • D5 – Visit to Sudeley Castle
  • D5 – Wine pairing with dinner
  • D5 – Morris Dancing experience
  • Gratuities for restaurant & hotel staff, as well as local guides (not lead guides)
  • Hire of road bikes (e-bikes available for £200pp supplement)
  • Hire of cycling helmet that meets local safety standards
  • For all non-biking activities included in the itinerary, necessary safety equipment is to be provided.

*Note that for safety reasons, we limit alcohol intake to 1 drink per person if they want to ride afterwards

**For groups of 2 or 3 guests, there is only 1 guide who also acts as the support driver. For groups of 4-10 guests, there is 1 guide on the road and a dedicated support driver, For groups of 11-14 guests, there are 2 guides on the road and a dedicated support driver.

***Support vehicle equipped with air conditioning, cell phone-charging capabilities, stereo, and clean interior. Outfitted with bike rack or trailer, visible DuVine signage and to be stocked with folding table, clean tablecloth, serving bowls, snacks, cooler with ice, cold beverages, spare bike parts, sanitizing wipes, sunscreen, first aid kits.

****Private transfer D6 will leave at 10.00am – any guests wishing to travel outwith this time will be responsible for their own transport.

Exclusions Read More
  • Dinner D2
  • Flights
  • Travel to Bath, onwards from Oxford
  • Travel insurance
  • Meals not mentioned in the inclusions
  • Activities and entrance fees not mentioned in the inclusions
  • Gratuities for main driver guides
Notes Read More

Both the June & July dates can be linked with the Scotland tour – speak to Van for details.

Important Contact Numbers Read More
Wilderness England Office | 9:00am – 5:30pm

UK: +44 (0)1768 721 210
US: 888 351 5706

Out of Office Hours | 5:30pm – 9:00am

+44 (0)7482 170 401

Emergency Services

999

Pricing Read More

Pricing varies by group size;

  • 2 guests (only 1 guide): £5,300pp
  • 3 guests (only 1 guide): £4,650pp
  • 4 guests: £4,650pp
  • 5 guests: £4,350pp
  • 6-7 clients: £4,100pp
  • 8-11 guests: £3,900pp
  • 11-14 guests £3,800pp

Single supplement: £1,200pp

Pre and post-trip services:

Airport transfers (Heathrow Airport to Bath; London to Bath) – prices on request

Pre and Post-trip hotel (Bath, Oxford, London or Heathrow)

 

Planned Departure Dates Read More
  • Departure Code: June 15th | 15 Jun 2026 – 20 Jun 2026
  • Departure Code: July 6th | 6 Jul 2026 – 11 Jul 2026
  • Departure Code: September 21st | 21 Sep 2026 – 26 Sep 2026

Accommodation

Calcot Manor Hotel & Spa

Tetbury | Gloucestershire |
GL8 8YJ | England
Phone: +44 (0)1666 890391
Web: calcot.co

Lords of the Manor Hotel

Upper Slaughter | Cheltenham | The Cotswolds |
GL54 2JD | England
Phone: +44 (0)1451 820243
Web: lordsofthemanor.com

Virtuoso

Duvine – Cycling Cotswolds 2026