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    | Cruising the Cotswolds

    Road Cycling

    The Cotswolds

    3 reviews


    Deposit From: £691
    Region: Cotswolds
    Duration: 6 Days / 5 Nights
    Confirmed: When 3 Travellers Book

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

      From:  £2,685 View Prices & Dates

      Trip Overview

      Created by: Chris Page


      Beloved for its quaint villages, rich heritage, and quintessential countryside, the Cotswolds is England’s largest Area of Outstanding Natural Beauty. With rolling green fields, honey-hued hamlets and ancient woodlands, it’s the very picture of rural charm. Join this guided cycling tour from Oxford to Bath and experience the beauty of the Cotswolds on two wheels.

      Pedal quiet country lanes and leafy bridleways linking stone-built villages, historic castles, grand manor houses, and cosy coaching inns. Explore iconic English towns like Oxford and Stratford-upon-Avon, pass through postcard-worthy spots like Bourton-on-the-Water, before concluding your Cotswolds bike tour in Bath – famous for its Roman baths and Georgian elegance.

      Along the way, uncover prehistoric sites, Roman villas, and literary legends from Shakespeare to Austen. With time both in and out of the saddle, visit artisan shops, heritage landmarks, and picture-perfect views at every turn.

      Each evening, relax in handpicked deluxe hotels and inns, where warm hospitality, great food and a little luxury help you unwind after a day in the saddle.

      Marker Icon

      Day by Day
      Itinerary

      Day 1 – Oxford to Moreton-in-Marsh Read Less

      Day 1

      Oxford to Moreton-in-Marsh

      Famous the world over for its elite university and jaw-dropping architecture, arrive in Oxford to meet your Wilderness guide. After a short scenic transfer, enjoy a lovely picnic lunch as you chat about the week ahead. This afternoon, ride from Combe to Moreton-in-Marsh, a pretty market town in the north of the Cotswolds. On your way, visit an ancient stone circle which dates back over 4,000 years, learning about the history and folklore of the King’s Men and the Whispering Knights. Later, roll into your accommodation, a former 16th century coaching inn, with time to relax and enjoy a drink before dinner.

      Meals Included: Lunch and Dinner
      Ride Details: 55 km / 34 miles | 600 m / 1,969 ft

      Day 2 – Shakespeare Country Read Less

      Day 2

      Shakespeare Country

      After breakfast, head out on a beautiful circular ride. Listen to the birds trilling in the hedgerows as you pedal past rolling green fields and pretty villages. Linger over a delicious coffee and cake before arriving in the heart of Stratford-upon-Avon, the iconic birthplace and burial ground of William Shakespeare. Soak up Stratford’s literary heritage as you wander the streets in the footsteps of Shakespeare. Enjoy some free time strolling through the bustling market town, visiting the playwright’s childhood home and popping into some of the boutique and artisan shops on the historic central streets. Return to your lovely hotel later this afternoon to relax after a well-spent day in the saddle.

      Meals Included: Breakfast, Lunch and Dinner
      Ride Details: 74 km / 46 miles | 620 m / 2,034 ft

      Day 3 – Cycling to Cirencester Read Less

      Day 3

      Cycling to Cirencester

      Pedal out from your hotel this morning to enjoy a day spent exploring with your knowledgeable guide. Bike along peaceful lanes and visit villages distinct in their golden hues of Cotswold stone. Visit the quaint riverside town of Bourton-on-the-Water, a place often ranked as one of the prettiest villages in the UK. Its many low-arched bridges have given it the affectionate nickname the ‘Venice of the Cotswolds.’ Enjoy a well-earned lunch in a charming traditional pub before setting off on your bike to the vibrant town of Cirencester. Take a moment to reflect within the grounds of St. Mary’s Abbey before settling into your boutique hotel in the heart of this quintessential Cotswold town.

      Meals Included: Breakfast, Lunch and Dinner
      Ride Details: 75 km / 47 miles | 700 m / 2,297 ft

      Day 4 – Exploring Coln Valley Read Less

      Day 4

      Exploring Coln Valley

      As the soft dawn mist fades from the fields, head out into the silky morning light. Pedal through old woodland full of twisted ash and ancient oak. Listen to the twitter of birds as you weave along lanes flanked by meadows sprinkled with wildflowers. Break for a late morning coffee at a cafe, shop and showroom built on a historical RAF Command Base and dedicated to a brilliant collection of classic cars. Ride through the lush greenery of Coln Valley, visiting the remarkably well-preserved Chedworth Roman Villa. Stop for lunch before looping around to arrive with a crunch of gravel at your hotel for dinner. With four days of cycling under your belt, enjoy the high level of comfort at your hotel.

      Meals Included: Breakfast and Lunch
      Ride Details: 63 km / 39 miles | 880 m / 2,887 ft

      Day 5 – Pedalling to Bath Read Less

      Day 5

      Pedalling to Bath

      With two options for our final day of cycling, we head for the iconic town of Bath. Winding through Tetbury, enjoying the far-reaching views and beautiful craftsmanship of the rolling stone walls characteristic of the Cotswolds. Stop for a picnic lunch, tucking into a spread of fresh seasonal produce, including a variety of local cheeses and chutneys for which the region is famous, before rolling into Bath. Often nicknamed the ‘gateway to the Cotswolds,’ Bath is beloved for its Georgian streets, Roman baths, medieval cathedral and Jane Austen connection. Enjoy dinner this evening, celebrating the end of your adventure with good food, good drink and good company.

      Meals Included: Breakfast, Lunch and Dinner
      Ride Details: 80 km / 50 miles | 580 m / 1,903 ft
      Shorter Alternative: 55 km / 34 miles | 370 m / 1,214 ft

      Day 6 – Bath & Departure Read Less

      Day 6

      Bath & Departure

      Waking up this morning in Bath, bask in the beauty of this stunning place as you indulge in a celebratory breakfast marking the end of your cycling tour through the Cotswolds. Afterwards, it’s time to say goodbye to your group and guide as you transfer to the train station to begin your journey home.

      Meals Included: Breakfast

      X
      The Cotswolds

      To download a PDF copy of our Trip Itinerary, containing full details about this holiday, please complete the form below:

      Fields marked with * are mandatory

      The phone number field is not required but if you would like us to give you a call to help find the trip for you, then enter your telephone number including the country code.

      Trip Dates & Prices

      All payments taken in local currency GBP

      Trip Dates for 2026AvailabilityStatusPriceBook
      16th May - 21st May 2026 8 place(s) leftAvailable £2,685 Book Now
      4th Jul - 9th Jul 2026 8 place(s) leftAvailable £2,685 Book Now
      5th Sep - 10th Sep 2026 8 place(s) leftAvailable £2,685 Book Now

      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 preferred departure date and we'll take care of the rest.

      Enquire Now Learn More
      X
      The Cotswolds

      For private departure enquiries, please complete the form below:

      Trip Details

      Accommodation Read More

      This trip features some of the best small boutique hotels and food in the Cotswolds, all hand-picked by us. Accommodation is in a choice of double or twin rooms with en-suite facilities.

      All accommodations on this trip are deluxe grade, offering an elevated level of comfort.

      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 double room for single occupancy, a supplement of £540 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

      On this trip, all meals are included from lunch on day 1 to breakfast on day 6, apart from dinner on day 4. Your guides will let you know the options for dinner on day 4 and help you make the necessary reservations, and then they’ll take the evening off. Dinners included in the itinerary are two courses as standard, and special dietary requirements can be catered for.

      Lunch each day will be either a wilderness picnic or a collected deli lunch. Drinks and snacks are provided throughout the day as you require.

      Inclusions Read More
      • 5 nights’ accommodation in boutique hotels.
      • All meals during the trip, from lunch on Day 1 to breakfast on Day 6, except for dinner on Day 4.
      • The services of experienced and knowledgeable guides/drivers are available throughout.
      • All transport throughout the trip, starting in Oxford and finishing in Bath.
      • Entrance to sites as stated in the itinerary.
      Grading Read More

      Blue Graded 4-6

      Blue graded trips are suitable for people with a good level of bike fitness, who regularly enjoy cycling and may have joined a multi-day cycle holiday before.

      Distances each day will be between 35 – 45 miles, cycling at around 12/13mph. Each day will be rolling and hilly terrain and there will be notable climbs most days. Some of these will be more testing and some riders may opt to push or ride in the support vehicle. Some climbs are also followed by exciting descents. We will be in the saddle for 5 – 7 hours each day plus the odd longer day. There is also time each day for breaks and lunches, plus some visits to sites of interest.

      Travel - Arrival and Departure Read More

      You will be met by your Wilderness England Guide at Oxford Railway Station at 11:00am on Day 1 of your trip. Your trip will conclude at Bath Spa Railway Station at 10:00am on the final day of the trip.

      Both stations have regular direct trains to and from London.

      For advice on getting to and from England, please our travel advice page.

      Bike Hire / Bring Your Own Bike Read More
      Bike Hire

      We have an excellent fleet of bikes available to hire – including road bikes and E-bikes.
      Find Out More

      Bring Your Own Bike

      You are also more than welcome to bring your own bike. You are also more than welcome to bring your own bike. If you’re bringing your E-bike along for the trip, please ensure it has a removable battery. Due to limitations around charging, E-bikes with non-removable batteries cannot be accommodated.

      If you choose to do so, please ensure it’s in excellent working condition and has been recently serviced – either by you or by a reputable bike shop.

      In addition, please bring the following:

      • Multi-tool, including a chain tool
      • Mini pump and/or CO2 canisters
      • Two spare tubes and a puncture repair kit

      Because we will need to load your bike onto one of our trailers, please ensure that:

      • Your rear wheel is clear of any obstructions; including lights, mudguard or panniers
      • Your tyres are no wider than 45mm

      Due to the nature of our trips, we are unfortunately unable to carry bike boxes or bags with us, so please make prior arrangements if necessary.

      If you have any questions at all, don’t hesitate to get in touch. Our friendly and knowledgable sales team are always delighted to answer any queries you may have.

      Speak to an Expert

      Jane Gillies

      Our friendly office team hail from across the world but share a passion for the outdoor and wild spaces of the UK and Ireland. 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.

      Ask Jane a Question

      Difficulty Grades Explained

      Blue Graded 4-6

      Blue graded trips are suitable for people with a good level of bike fitness, who regularly enjoy cycling and may have joined a multi-day cycle holiday before.

      Distances each day will be between 35 – 45 miles, cycling at around 12/13mph. Each day will be rolling and hilly terrain and there will be notable climbs most days. Some of these will be more testing and some riders may opt to push or ride in the support vehicle. Some climbs are also followed by exciting descents. We will be in the saddle for 5 – 7 hours each day plus the odd longer day. There is also time each day for breaks and lunches, plus some visits to sites of interest.

      Find Out More

      Trip Reviews

      Rated 4.67 out of 5 based on 3 review(s) of Road Cycling – The Cotswolds

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      Every client receives a feedback survey when they return from their guided, self guided or tailor made holiday with us. Once completed the review is published on our website just as soon as our database updates. The little touches and details are important to us and where issues are raised we make positive changes to our trips to improve your experience.

      That’s why we read each of our client’s reviews and although we don’t respond to all of them, if it’s glowing feedback then we get the satisfaction of helping to make your holidays truly memorable.

      SD

      Stephanie Douglas-Parkin

      Reviewed on 23/09/2024

      Age: 60 - 70
      Country: United States
      Trip Date: 08/09/2024
      Trips Taken: 2

      The Bottom Line

      The Bottom Line

      Wonderful.

      AP

      Andrew Parkin

      Reviewed on 23/09/2024

      Age: 60 - 70
      Country: United States
      Trip Date: 08/09/2024
      Trips Taken: 2

      The Bottom Line

      The Bottom Line

      The cycling holiday in the Cotswolds was a fun and enjoyable experience - great scenery, accommodation, food and guides!

      RM

      Robert Montgomery

      Reviewed on 16/09/2024

      Age: 70 - 80
      Country: United States
      Trip Date: 08/09/2024
      Trips Taken: 2

      The Bottom Line

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