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 in England. All our tours are fully guided and we've everything from introductory weekends in the Lake District to longer and more challenging cycling tours such as Lands End to John O'Groats for you to choose from.
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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
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Guided
Eden Valley and the North Pennines
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 14/09/2025 Guaranteed | 19/09/2025 | £1,065.00 |
| 26/07/2026 | 31/07/2026 | £1,120.00 |
| 20/09/2026 | 25/09/2026 | £1,120.00 |
- 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
Guided
Land's End to John O'Groats Classic
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| * 23/08/2025 Guaranteed | 07/09/2025 | £3,395.00 |
| 23/05/2026 | 07/06/2026 | £3,565.00 |
| 22/08/2026 | 06/09/2026 | £3,565.00 |
- 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 14 days of riding
- 1,000 miles of Britain at its best
- Cornish pasties to haggis and everything in between
Guided
Land's End to John O'Groats Explorer
Guided Road Cycling Holiday
E-BIKE HIRE AVAILABLE
This tour is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your tour with us. Confident cyclists will enjoy the boost from a battery for those cheeky climbs, and with less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. You may choose to hire an e-bike on a group or supported tour but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 12/07/2025 Last Spaces | 02/08/2025 | £4,845.00 |
| * 26/07/2025 Guaranteed | 16/08/2025 | £4,845.00 |
| 06/09/2025 Last Spaces | 27/09/2025 | £4,845.00 |
| 09/05/2026 | 30/05/2026 | £5,095.00 |
| 11/07/2026 | 01/08/2026 | £5,095.00 |
| 05/09/2026 | 26/09/2026 | £5,095.00 |
- 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
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
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.
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