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41 reviews

Cycling Holidays in England

Our road cycling holidays in England feature stunning scenery and some of the most culturally and historically interesting places you will find in Europe. Our on-the-road approach to cycle tours balances great guiding and insights, alongside super snacks and the freedom to explore at your own pace.

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Quiet Country Roads
2 Guides on Tour
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What Makes Our Bike Tours Special

Our road cycling holidays in England are a fantastic way to experience the beautiful scenery, culture and history of England. Ride as part of a small friendly group along with two expert guides, dedicated van support, gourmet picnic lunches and everything else you need for a memorable cycling holiday.

On our epic 5 Countries Tour, explore the rugged yet charming countryside of Yorkshire and discover why this amazing region has hosted the Tour de France and World Cycling championships. You could also make for the border and ride the amazingly quiet and scenic roads of Northumberland where you’ll find majestic castles and magnificent coast on our Scottish Borders cycling holiday.

Alternatively, if you’re looking to go your own way, check out our extensive range of Self Guided and Self Guided plus+ bike tours which feature the classic regions of the Lake District, the Yorkshire Dales, North York Moors and Northumberland.

We’ll Sweat the Details

Two qualified and experienced guide lead all our scheduled bike trips in England. In addition, you will also receive a Garmin Edge 1030 bike computer with pre-loaded routes for easy navigation. Each day we’ll have designated stops along the way. The breaks are a great way for your guide to tell you a bit more about the landscapes you’re cycling through and the history and culture of the area. For lunch, we’ll stop by cycle-friendly cafes or pubs or surprise you with one of our famous gourmet picnic lunches.

Throughout the day, your second guide will be close at hand with the support vehicle to provide drinks, snacks, spare clothing and even a friendly ride in the vehicle should you need it. If travelling point to point, the support team will also transfer your luggage between accommodation.

Travelling with us guarantees a worry-free holiday, where we take care of all the details and leave you to relax and enjoy the simple pleasure of riding your bike.

Our Guided Road Cycling Holidays

5 Road Cycling Trips

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Road Cycling
Tour of the Scottish Borders

This trip is operated by our Scotland team. Clicking on the links below will redirect you to the Wilderness Scotland website.

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Our holidays reviewed in your own words...


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.


Joanne St-Coeur

Road Cycling - The Five Countries Tour

Age: 50 - 60
Country: Canada
Trip Date: 19/05/2024
Trips Taken: 2

The Bottom Line

The Bottom Line

Excellent adventure. Many thanks


Andre Michaud

Road Cycling - The Five Countries Tour

Age: 50 - 60
Country: Canada
Trip Date: 19/05/2024
Trips Taken: 1

The Bottom Line

The Bottom Line

Our Adventure was one of the most exiting vacations we´ve had in a long time. I would recommend the Five Countries Tour in a heartbeat. Our guides provided us with top notch assistance and the chosen daily rides were just superb. Accommodations and meals were better than expected when you consider that we were riding on the country side. I got to ride amongst some of the nicest country roads in in five countries over 13 days…it was a blast. Finally if you have doubts about your abilities, try the E-Bike.


Judith Pyle

Road Cycling - The Five Countries Tour

Age: 70 - 80
Country: United States
Trip Date: 19/05/2024
Trips Taken: 1

The Bottom Line

The Bottom Line

For me this was an adventure of a lifetime. It was phenomenal from all aspects. Seeing all of the beautiful sights and experiencing the different cultures was awesome. I loved having time on ferries or boats that took us past different coasts and the beautiful scenery to get us to a new destination.

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