Road Cycling in England gives you so many options to choose from. You can explore quiet country lanes through the open countryside or take on England’s classic climbs on a Skedaddle road cycling holiday. We take pride in showing you the less ridden parts of the UK on our tours.
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Destinations (9)
Types of Cycling / Grades (1)
Departure Month
Level of Support
Destinations (9)
Types of Cycling / Grades (1)
Departure Month
Level of Support
Types of Cycling in England
Gravel Riding in England
Take the road less travelled and explore England’s scenic off-road trails. Perfect for adventurous riders looking for a unique way to see the English countryside.
Road Cycling in England
Enjoy rolling hills, iconic routes, and scenic rural roads on a guided or self-guided road cycling holiday in England.
Mountain Biking in England
Go deeply into the woods on forest trails and rugged terrain with our exciting mountain biking tours across England’s best outdoor locations.
Family Cycling in England
Create lasting memories on quiet, fun rides designed for all ages. Discover an active holiday that keeps everyone happy.
Top Road Cycling Routes and Destinations in England
England is a fantastic destination for road cycling, offering rolling hills, historic towns, and world-famous bike routes. Discover the Eden Valley nestled between the Lake District fells and the Pennines, it’s one of England’s best-kept cycling secrets. Experience the thrill of riding up to the top of Hartside from both directions, a favourite on the Tour of Britain, and pedal your way to Alston, England’s joint highest market town. Cycle through the stunning Howgill Fells, perfectly nestled between the Lake District and Yorkshire Dales, and reward yourself with a well-earned pint of Pennine Pale Ale at the end of a day in the saddle.
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Guided
Land's End to John O'Groats Classic
Guided Road Cycling Holiday
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LAST CHANCE OFFERS!
Choose half-price bike hire or get 5% off tour departing 22 Aug 2026. Book before 01 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 23/05/2026 Last Spaces | 07/06/2026 | £3,295.00 |
| * 22/08/2026 Last Spaces | 06/09/2026 | £3,295.00 |
| 22/05/2027 Guaranteed | 06/06/2027 | £3,395.00 |
| 14/08/2027 | 29/08/2027 | £3,395.00 |
- Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
- The camaraderie of completing the UK’s best challenge ride on a small group tour
- 3 countries in 14 days of riding. 1,000 miles of Britain at its best
- A unique LEJOG route along quiet roads through scenic countryside
- Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
- Experience the regional changes in tradition, culture and accents as you progress from county to county
- Delicious picnics, country pubs and wonderful accommodation
- Cornish pasties to haggis and everything in between
Guided
Land's End to John O'Groats Explorer
Guided Road Cycling Holiday
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LAST CHANCE OFFERS!
Choose half-price bike hire or get 5% off tour departing 5 Sep 2026. Book before 01 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 06/06/2026 Fully Booked | 27/06/2026 | £4,895.00 |
| 11/07/2026 Last Spaces | 01/08/2026 | £4,895.00 |
| * 05/09/2026 Last Spaces | 26/09/2026 | £4,895.00 |
| 08/05/2027 | 29/05/2027 | £5,045.00 |
| 05/06/2027 | 26/06/2027 | £5,045.00 |
| 03/07/2027 | 24/07/2027 | £5,045.00 |
| 31/07/2027 | 21/08/2027 | £5,045.00 |
- Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
- Experience the regional changes in tradition, culture and accents as you progress from county to county
- Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
- 3 countries in 19 days of riding
- 1,000 miles of Britain at its best
- Cornish pasties to haggis and everything in between
Guided
Eden Valley and the North Pennines
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 26/07/2026 Fully Booked | 31/07/2026 | £1,095.00 |
| 20/09/2026 | 25/09/2026 | £1,095.00 |
- Admiring the rugged natural beauty of the North Pennines
- Riding up to the top of Hartside – a Tour of Britain favourite – from both directions
- Miles and miles of quiet picturesque valleys and dramatic moorland
- Pedalling up to Alston, the ‘joint highest market town’ in England
- Cycling through the Howgill Fells, perfectly situated between the Lake District and Yorkshire Dales National Parks
- Enjoying a well deserved pint of Pennine Pale Ale at the end of a day in the saddle
Not sure which trip's right for you? Just ask!
Get in touch and we'll help you find your perfect trip.
Road Cycling Holidays & Tours In England
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Why Choose England for Your Road Cycling Holiday?
Experience the thrill of road cycling in England, where stunning landscapes, rich history, and diverse terrain create the perfect setting for an unforgettable ride. From the rolling countryside to challenging climbs, England’s extensive network of quiet roads is ready to be explored.
Top Destinations for Road Bike Tours in England
Our expert local team has designed incredible road cycling routes in the Eden Valley and North Pennines, where quiet roads and stunning scenery make for the perfect cycling escape. For those looking for the ultimate long-distance challenge, our Land’s End to John O’Groats (LEJOG) tour offers an epic journey across the entire length of England and beyond.
Decide How You Ride
Our road cycling tours in England cater to all preferences. Join a guided small-group tour in England, meet like-minded cyclists, and experience England’s best road cycling routes.
A Complete End to End Journey Through England
For the ultimate cycling challenge, our Land’s End to John o’ Groats road cycling holidays take you from England’s southwestern tip to the northern Scottish border, completing an unforgettable full traverse of England. Experience Cornwall’s rugged moorlands, the rolling countryside of Devon and Somerset, and ever-changing landscapes as you ride north through some of Britain’s most scenic regions. Along the way, discover picturesque villages, ancient castles, historic market towns and iconic landmarks — all while enjoying the satisfaction of covering the length of the country from the saddle.
Our LEJOG cycling holidays are designed for riders seeking a rewarding long-distance adventure, combining achievable daily mileage with carefully planned routes, comfortable accommodation and full support throughout the journey. We offer both a 22-day LEJOG option for those wanting a steadier pace and more time to enjoy the scenery, and a more challenging 16-day LEJOG option for experienced cyclists looking to take on this iconic ride at a faster pace.
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