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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.

29 reviews

Quiet Country Roads
2 Guides on Tour
Vehicle Support

Travel Planning & Advice

Our assurance that we continue to deliver responsible and financially protected adventure holidays.

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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

4 Road Cycling Trips

Trip Flag
  • Discover the diverse beauty of the English landscape as you pedal west to east, traversing three of the country's most stunning national parks.
  • Relish in magnificent climbs and thrilling descents as you ride along fantastic roads used in the Tour de France and Road Cycling World Championships.
  • Enjoy the best of English hospitality, from welcoming rural pubs to cycle-friendly cafes and award-winning restaurants.
  • Without worrying about directions, ride along rural byways and bridleways through the pastoral beauty of the English countryside.
  • Immerse yourself in the culture and history of the region, visiting beautiful stone villages full of classic Cotswold architecture.
  • Stay in traditional coaching inns and cosy characterful pubs full of English charm.
Trip Flag
  • Ride the quiet and winding roads of the Scottish Borders through glens, over hills and down leafy river valleys.
  • Discover England's & Scotland's rich history, visiting Rosslyn Chapel and Melrose Abbey.
  • Enjoy a boat trip on the Firth of Forth to view the Bass Rock - one of the largest gannet colonies in Scotland.
Next Available Trip:
19th August | 23rd September
Region:
Multi-Location
Duration:
7 Days / 6 Nights
Grading:
Blue Grade 6 (Moderate to Challenging) ? What does this mean?
Click here to learn more about our trip difficulty grading system.
Carbon Footprint:
122kg ? What does this mean?
Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
Trip Flag
X
Road Cycling
Tour of the Borders

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

The Five Countries

25 review(s)
Trip Flag
  • Ride through the fantastic 5 countries of Great Britain & Ireland.
  • Experience the culture of 5 different nations journeying through the best of scenery from wild mountains, to scenic coast, castles and charming villages.
  • Explore the roads made famous by the Tour de France, Tour of Britain & Tour of Ireland.
Next Available Trip:
21st May | 25th June
Region:
Multi-Location
Duration:
13 Days / 12 Nights
Grading:
Blue Grade 6 (Moderate to Challenging) ? What does this mean?
Click here to learn more about our trip difficulty grading system.
Carbon Footprint:
314kg ? What does this mean?
Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
Trip Flag
X
Road Cycling
The Five Countries

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

Self Guided Plus+
Road Cycling Trips

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.

BM

Bob McGennis

Road Cycling - Tour of the Borders

Age: 60 - 70
Country: United States
Trip Date: 24/09/2022
Trips Taken: 2

The Bottom Line

The Bottom Line

This was my second adventure with Wilderness Scotland. I couldn’t imagine how this latest trip (Tour of the Borders) could exceed my experience from the first trip (Wild Highland Trail) but that did happen. The Tour route was well designed with the right amount of distance, ascents, and the side trips to interesting places like the home of Sir Walter Scott. The guides, Scott and Will, really made the experience great. Congrats to them.

MR

Mike Rothwell

Road Cycling - Tour of the Borders

Age: 70 - 80
Country: England
Trip Date: 24/09/2022
Trips Taken: 2

The Bottom Line

The Bottom Line

I waited 2 years to participate in this tour, due to national restrictions, I'm glad I persisted and thoroughly enjoyed the experience. It was overall a very well executed cycling holiday, my first ever as a 'senior citizen'!

JT

James Trapp

Road Cycling - Tour of the Borders

Age: 60 - 70
Country: United States
Trip Date: 24/09/2022
Trips Taken: 1

The Bottom Line

The Bottom Line

I was already looking at other Wilderness Scotland trips even before I left the Edinburgh airport. Great experience! Can't thank all of you guys enough.

Award-Winning Journeys

gtbs
Green Tourism
Gold Approved
Pure
High-End
Experiential Travel
wta
Leading Green
Tour Operator

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