Guided 5 Day Bike Tour 5 Day Highlights

This guided cycle tour manages to showcase many of Britain’s national treasures in just 5 days (4 nights). You’ll travel winding country lanes, visit villages with cobbled lanes and thatched cottages, experience the majesty of Windsor Castle, the birthplaces of both Shakespeare and Churchill and be inspired by Oxford’s colleges. A short tour comprising a perfectly formed slice of England.

  • Windsor
  • Oxford
  • Blenheim Palace
  • The Cotswolds
  • Stratford-Upon-Avon
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Pedal England did a fantastic job of guiding us through the beautiful Cotswolds! Very well-planned adventures every day! We felt we were in the best of hands as we cycled through the amazing Cotswolds. The guides were fantastic – knowledgeable, reliable, friendly. Some days were more challenging on bikes than others, but we never felt […]

Andrea Goldman, California, via TripAdvisor
Bikes in the picturesque Cotswolds villages of the Slaughters

Excellent Fully Supported Trip Great Guides, Great Hotels, Great scenery. The countryside is rolling terrain, sometimes challenging, but overall a fun ride for those with moderate ability or better (and you can allows ask the van to take up a big hill). A perfect choice for a first overseas trip. My wife and I rode […]

Mark M, Maryland, via TripAdvisor
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Guided 5 Day Bike Tour5 Day Route


Step inside the world of King and Queens when you take in everything Windsor has to offer. As the home to numerous monarchs for over 900 years, Windsor is packed with regal history at every turn.

Windsor is one of the Queen’s favourite homes and it’s castle is famous the world over. Dating back to 1066, the castle is an imposing structure on the landscape and a constant reminder of the power of past monarchs.

Windsor is also the site of Henry VIII’s grave and the vast Windsor Great Park. Our tour of Windsor gives you the opportunity to come away with a better understand about the Royal Family and the many past King’s and Queen’s which made Britain what it is today.


The inspiring university city of Oxford, where you’ll get a chance to visit the colleges and learn about its rich history on a walking tour. The city is over 800 years old, with tranquil parks and stunning architecture, this scholastic venue makes a fascinating place to visit.

Blenheim Palace

Blenheim Palace is in the little town of Woodstock.  Only eight miles from Oxford, Blenheim Palace is one of England’s most historic stately homes. The birthplace of Sir Winston Churchill is a World Heritage Site, with an illustrious history and – for the visitor – glorious vistas. Its vast parkland, landscaped gardens and tranquil lakes are stunningly picturesque.

The Cotswolds

Experience the beauty of the Cotswolds. Its chocolate box villages are dotted amongst a patchwork quilt of fields and woods. This area of Outstanding Natural Beauty makes for the perfect cycle tour. It’s a region that offers the ideal landscape for any cyclist, its byways and idyllic villages make touring a joy. There are also bridleways and country lanes which create a wonderfully scenic cycling experience.


As you head for an excursion to Stratford-upon-Avon, you’ll get a chance to learn about the life of the great playwright William Shakespeare. There is also an opportunity to watch a play performed by the Royal Shakespeare Company (booking in advance is required).

Guided 5 Day Bike Tour5 Day Dates

Tour dates for 2017:

  • May07
  • May14
  • May21
  • May28
  • Jun04
  • Jun11
  • Jun18
  • Jun25
  • Jul02
  • Jul09
  • Jul16
  • Jul23
  • Jul30
  • Aug06
  • Aug13
  • Aug20
  • Aug27
  • Sep03
  • Sep10
  • Sep17
  • Sep24
  • Oct01
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Guided 5 Day Bike Tour 5 Day Pricing

Two price packages

To ensure we deliver the very best service and hoping to create memories that last forever, we offer flexible accommodation where you can select your preference for Country or Prestige-level cycle tour accommodation.

  • US$2099 pp: Country level tours are based in cozy B&Bs hand-picked for their charm, cleanliness and delicious breakfasts!
  • US$2450 pp: Prestige level tours are based in the traditional luxury of the Cotswold Inns & Hotels group

Tour prices include all cycling gear, accommodation, breakfast and dinner, and entry to attractions en route.

Have a look at our accommodation to read reviews of our lovely Cotswold hotels and B&Bs, or Build Your Tour to generate an instant quote.

Family tours

We love welcoming kids to England – there’s so much to interest them, and they usually put us to shame with their cycling! We have two tour options for families:

  • Family (8-12) – this is suited to children aged 8 to 12 years, as we cycle a maximum of 20 miles/day, along quieter roads.
  • family (teen) – again, quieter routes, but cycling up to a max of 30 miles/day.

Both family tour options included age-appropriate activities, from Harry Potter walking tours in Oxford to the butterfly house at Blenheim Palace. Read more about our family-friendly holidays in the blog.

See more, cycle less

We’ve developed a new tour for 2015, allowing everyone to experience the beauty of the English countryside, whatever their fitness level. Cycling around 10-15 miles/day, this tour visits all the same sites, but with less cycling and more time exploring. Read more about See more, cycle less tours in our blog.

To book a family tour or See more, cycle less tour, just select the option in the booking form. It doesn’t affect the price.

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Guided 5 Day Bike Tour 5 Day Options



The Classic tour is our most popular option. It gives you the opportunity to cycle each day and experience the sights and heritage of the Cotswolds and its surrounding area, complete with experienced guides, bikes, accommodation, meals and entry to world famous attractions.

However, if you are looking for something more specific to your needs, we offer a variety of different tour packages with options to suit a range of ages and abilities.

Family (from aged 8): 

This tour option is designed around the needs of your whole family. It still includes fascinating culture and heritage but focuses on making it fun for all. From the Harry Potter walking tour in Oxford and the ancient Roman spa in Bath to splashing around at the Cotswold Water Park, it’s full of  activities the kids will love, making it an unforgettable family vacation everyone can enjoy. We’ve also selected quieter routes and cycle paths to make a more child-friendly tour.

See More, Cycle Less

This tour is designed to make it easier to see the sights of England for those less confident on a bike. It includes all the highlights our other tours offer – Oxford and Shakespeare’s Stratford and Stonehenge, but you won’t be expected to cycle quite as much.

You’ll tour the region cycling approximately 10-15 miles per day as well as enjoying parts of the route on our private bus.

Over 50s Tours

This option allows you to cycle at your own pace, with plenty of culture to be taken in along the way. Cycling in a group that want the same as yourself means you can relax and soak up the tranquil beauty of the region. Electric bikes are also available, for a small additional charge, for those who’d rather pedal less. And don’t forget our support vehicle is always available if you need to take a break.

Bespoke Private Tours 

Anything is possible – if none of our options are what you had in mind, we can help. Work with us to design a tour based on your specific requirements. You decide how far and how much cycling you want and if you’d like to add in any extras –  golfing, horse riding, more culture, water sports. Let us know and we’ll do our best to make it happen, we are happy to help you achieve your goals.

To customise your guided tour, select Guided and then Bespoke option from the booking form and we’ll get back to you, or send us an email.


Tour Route

  • Windsor
  • Oxford
  • Blenheim Palace
  • The Cotswolds
  • Stratford-Upon-Avon
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From US$ 2099
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Cycle hire included!

We provide our clients with comfortable and capable GIANT touring bikes