+44 07468 412201 info@cyclethecotswolds.com
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Discover the Cotswolds Cycle Loop

(1 Review)
  • 6 Days/5 Nights
  • 4 cycling days
  • Stay in Chipping Campden/Winchcombe/Bourton-on-the-Water
  • March-October
  • Min Age : 15+
  • luggage transfers

Staying in the pretty villages of Chipping Campden, Winchcombe and Bourton-on-the-Water in superior accommodation this 6 day/5 night cycling break offers you the chance to explore the surrounding area with four full days cycling. Rides range from 18 to 28 miles. See itinerary tab for more details.

Chipping Campden is a picture perfect medieval wool market town with lovely architecture, shops and restaurants. Winchcombe was a major town in the Anglo-Saxon kingdom of Mercia and once had an impressive Abbey that was destroyed by Henry VIII. Bourton-on-the-Water’s charming riverside location make it affectionally known as the Venice of the Cotswolds.

This self-guided holiday includes 5 nights superior accommodation with breakfast, baggage transfers between Chipping Campden, Winchcombe and Bourton-on-the-Water, detailed tour folder with route notes and the option to rent bikes (hybrids or E-Bikes). Accommodation upgrade also available.

Booking and Price

This cycling holiday is available to start any day of the week subject to availability.

The cost of this break is £645 per person based on two people sharing. (£45/£55 per night). Bike hire for 4 days is charged at £160 for Hybrids and £200 for Ebikes.  Accommodation upgrades also available.

If you have any questions about this holiday please use the ‘Enquire Now’ button on the right. If you are ready to book use the ‘Proceed Booking’ button to proceed to the booking pages.  You can either choose to pay a £100 deposit per person or the full balance. The deposit is fully refundable if we are unable to secure accommodation. Payment of balance is required 6 weeks before departure. Please note all bookings are provisional as we need to confirm availability of accommodation.

Starting location

Chipping Campden

Finishing location

Chipping Campden

Price Includes

  • 5 nights superior accommodation
  • Cooked breakfast every day
  • Luggage transfers between lodgings
  • 4 days cycling
  • Tour folder with route notes and maps
  • Full support

Price Excludes

Optional Extras

  • Solo traveller supplement
  • Single room supplement
  • Bike hire (hybrids or E-Bikes)
  • Extra night in Chipping Campden at end of stay
  • Friday/saturday surcharge
  • Pre-tour briefing with company representative

This break includes five nights superior bed and breakfast accommodation staying in superior inns and hotels. You will be staying for two nights in Chipping Campden and Winchcombe and one night in Bourton-on-the-Water. Upgrades to premium accommodation available on request

Examples of superior accommodation 

Noel Arms- Chipping Campden

Noel Arms

White Hart- Winchcombe






Day 1Arrival in Chipping Campden

Arrive in Chipping Campden, check-in to hotel and spend the rest of your day exploring this beautiful village. Visit the ‘Wool church’ of St James, the Almshouses and the market hall. Plenty of options for dinner and drinks.

Overnight- Chipping Campden

Day 2Chipping Campden to Winchcombe

If you have requested bikes they will arrive in the morning and you will be given a brief orientation. You will then embark on your first days cycling.

Chipping Campden to Winchcombe– 18 miles- passing Broadway Tower, Snowshill and the lovely villages of Stanton and Stanway.

Overnight- Winchcombe

Day 3Winchcombe to Bourton-on-the-Water

This day you will take a short 18 mile ride to Bourton-on-the-Water where you will base yourselves for the next two nights.

Chipping Campden to Winchcombe– 18 miles- via Guiting Power and Upper and Lower Slaughter

Overnight- Bourton-on-the-Water

Day 4Bourton-on-the-Water circular

Today you will take a longer circular tour from Bourton-on-the-Water where you will return to for your final evening in the town

Bourton-on-the-Water to Bibury loop– 28 miles- via Coln St Aldwyn, Northleach, The Rissingtons and Bibury

Overnight- Bourton-on-the-Water

Day 5Bourton-on-the-Water to Chipping Campden

Today is your last day of cycling and you will take a nice 28 mile ride from Bourton-on-the-Water back to Chipping Campden where you will stay for your final night

Bourton-on-the-Water to Chipping Campden– 28 miles- passing through Adlestrop, Moreton-in-Marsh and Ebrington

Overnight- Chipping Campden

Day 6Check out

This is your final day and your bikes (if rented) will be collected from your hotel in the morning. You then need to make your way to your next destination. Moreton-in-Marsh station is an easy taxi ride or bus journey away.


How much is this tour?

The tour costs £645 per person based on two people sharing a double/twin room

What about my luggage?

This break includes luggage transfer(s) between lodgings, so you only need to worry about your day pack when you are moving accommodation. Each break includes luggage transfers for one large suitcase per person. You need to leave it in reception on the morning you are moving villages and it will arrive at your destination by late afternoon.

What about solo travellers and those requiring their own room?

Solo travellers are welcome on this tour and a supplement applies to cover the cost of solo occupancy of a double/twin room and the extra cost incurred in moving one set of luggage instead of two and providing a set of route maps for one rather than two people. A supplement also applies to those requiring their own room. See extra tab for more details.

Am I fit enough?

We offer a variety of different cycle routes raining from 15 miles to 35 miles so there should be something to suit everyone. Please be aware that a good general level of fitness is required and that the Cotswolds is by nature hilly so there are occasional, short ascents but on the whole the routes are quiet and flat wherever possible. Electric bike hire is also available if you are worried about the hills.

When is the best time of year to go?

You can go any time of year but we recommend March to November as the best time of year for outdoor activities in the Cotswolds.

What should I bring?

We will provide you with a detailed pre-tour folder which includes a packing list but as a guide: layered cycle wear, waterproof jacket and trousers, comfortable trainers, warm jacket.

Do you offer London pickups?

Pick ups from London and other towns and villages can be arranged at an extra cost.

How long is this tour?

This tour last for 4 nights and 5 days with the option to extend by an extra night at the end of the tour

How do i get to the start of the tour?

The tour starts and finishes in Chipping Campden. The easiest option would be to get a direct train from London Paddington to Moreton-in-Marsh and then a taxi or bus (No 21/22) to Chipping Campden.

Train tickets can be booked online at www.thetrainline.com.

Will I have an orientation?

If you hire bikes through us then when the bikes are delivered you will be given a brief orientation on how the bikes work and an overview of cycling in the area. If you choose not to use our bikes then this will not apply.

At the time of booking you will be given the option to pay extra to have a brief meeting (20-30 min) with a company representative who will talk you through the specific cycle routes and answer any questions you may have.

What are my options for bike hire?

Bikes are not include in the price. At the time of booking you have the option to choose to rent either quality hybrids or E-bikes. The hybrids we use are brand new Ridgeback Meteor Hybrids with 24 gears. The E-Bikes we use are Ridgeback Cyclones with a powerful motor that takes the effort out of the hills. All bikes come with helmet, panniers and lock. For more details see our blog post on bike hire.

1 Review
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Couple Traveller

My mom and I went as a college graduation gift for me because we had never been to the Cotswolds before and had heard biking was the way to see multiple towns–and that’s completely right! We’re both somewhat active, but not wildly so, so we were super pleased to see that there were different lengths/difficulties for the trips. Each trip had clear instructions and took us through absolutely beautiful back roads–we rarely saw cars, and when we did they were all courteous and very careful about driving around us. The bikes we had were really nice and well taken care of, and the instructions had great pointers/things to see in each of the towns we went through. The pubs recommended for lunch all had delicious menus (far from just traditional pub food, though they had that too) and the inn we stayed in (The Redesdale Arms) was also fantastic. Super easy to get to from London as well. Jamie was super responsive and helpful as well. 100% would (and have!) recommend to others! Thanks!

January 8, 2020
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