Discover the most beautiful parts of England on a Skedaddle cycling holiday. We've lots of tours throughout the country, covering road cycling, mountain biking and leisurely scenic routes. So, whether you are looking to take your road bike out for a few miles, fancy exploring some new mountain biking trails or want to take on one of our scenic tours through the Cotswolds we've something for you.
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Destinations (9)
Types of Cycling / Grades (7)
Departure Month
Level of Support
Destinations (9)
Types of Cycling / Grades (7)
Departure Month
Level of Support
All Cycling Holidays in the UK
Leisure Cycling in England
Mountain Biking in England
Road Cycling in England
Gravel Riding in England
Family Cycling in England
C2C - Coast to Coast
Land's End To John O'Groats
Hadrian's Wall Cycleway
Cycling in Scotland
Cycling in Northumberland
Cycling in Yorkshire
Cycling in Cotswolds
Where you’ll find the Skedaddle HQ! Our local teams cannot wait to share all of their favourite routes with you.
Northumberland: Where wild landscapes meet golden beaches and ancient castles, quiet roads and sweeping views.
The Lake District: England’s most famous national park is a cyclist’s paradise, with routes ranging from gentle lakeside paths to rewarding climbs over mountain passes.
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Self-Guided
Coast and Castles (6 days cycling)
Self-Guided Leisure 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.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 20/05/2026 | 26/05/2026 | £965.00 |
| 08/07/2026 | 14/07/2026 | £965.00 |
| 19/08/2026 | 25/08/2026 | £965.00 |
| 16/09/2026 | 22/09/2026 | £965.00 |
Daily departures available from April to end of September. Call and chat to us if you‘re interested in doing this holiday in October.
Choose your own dates from:
2026 £1185 per person
You can make a booking online or over the phone. Once we have your details, we’ll be able to check availability.
Alternatively for a great value holiday select one of our scheduled weekend departures below.
- Cycling past the dramatic Tynemouth Priory
- Miles of pristine dunes and sandy beaches at Druridge Bay
- Stunning vistas as you approach imposing Bamburgh Castle
- Your first glimpse of Edinburgh from the Moorfoot hills
- The rugged beauty of the borders
- A celebratory dram in the shadow of Arthur’s Seat
- Flexibility to choose your own start date
Supported
C2C - Coast to Coast
Supported Leisure 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. 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. |
|---|---|---|
| 08/05/2026 Guaranteed | 12/05/2026 | £895.00 |
| 26/06/2026 | 30/06/2026 | £895.00 |
| 07/08/2026 | 11/08/2026 | £895.00 |
| 25/09/2026 | 29/09/2026 | £895.00 |
- UK’s favourite long distance cycle route
- Dramatic landscapes of the Lake District and Pennines
- Cycle friendly route – cycle paths and quiet country lanes
- Fully supported and awesome Skedaddle lunches
- Bike friendly B&Bs offering mouthwatering breakfasts
- Great sense of achievement, crossing the country, coast to coast
Self-Guided
C2C - Coast to Coast (5 Days Cycling)
Self-Guided Leisure Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 15/05/2026 | 20/05/2026 | £915.00 |
| 12/06/2026 (Penrith) | 17/06/2026 | £915.00 |
| 19/06/2026 Guaranteed | 24/06/2026 | £915.00 |
| 17/07/2026 | 22/07/2026 | £915.00 |
| 28/08/2026 | 02/09/2026 | £915.00 |
| 04/09/2026 (Penrith) | 09/09/2026 | £915.00 |
Daily departures available from April to end of September. If you‘re interested in doing this holiday in October please call and chat to us.
Choose your own dates from:
2026 £1065 per person
You can either make a booking online or over the phone. Once we have your details, we’ll be able to check availability.
Alternatively for a great value holiday select one of our scheduled weekend departures below.
- UK’s favourite long distance cycle route
- Dramatic English landscapes
- Cycle friendly route
- Stress-free cycling complimented with an abundance of pubs and cafes en route
- Bike friendly B&Bs offering mouth-watering breakfasts
- Suitable for adults and older children
Self-Guided
Self-Guided
United Kingdom
C2C - Coast to Coast (5 Days Cycling)
Self-Guided Family Cycling Holiday
Duration
6 daysPrices from
£1,065 P.P.
Grade 3 : Moderate
C2C - Coast to Coast (5 Days Cycling)
Self-Guided Family Cycling Holiday
Daily departures available from April to end of September. If you‘re interested in doing this holiday in October please call and chat to us.
Choose your own dates from:
2026 £1065 per person
You can either make a booking online or over the phone. Once we have your details, we’ll be able to check availability.
Kid’s Discounts
For children below the age of 18 who are travelling with 2 full-paying passengers, we are able to offer a 20% discount off the basic holiday cost.
If you‘re happy sharing a family room, once we’ve received your booking we will check what rooms are available and we may be able to offer (up to) an additional 20% discount for the children (subject to availability).
Alternatively for a great value holiday select one of our scheduled weekend departures below.
- UK’s favourite long distance cycle route
- Dramatic English landscapes
- Cycle friendly route
- Stress-free cycling complimented with an abundance of pubs and cafes en route
- Bike friendly B&Bs offering mouth-watering breakfasts
- Suitable for adults and older children
Self-Guided
C2C - Coast to Coast (4 Days Cycling)
Self-Guided Leisure Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 15/05/2026 | 19/05/2026 | £775.00 |
| 12/06/2026 (Penrith) | 16/06/2026 | £775.00 |
| 19/06/2026 | 23/06/2026 | £775.00 |
| 17/07/2026 | 21/07/2026 | £775.00 |
| 28/08/2026 | 01/09/2026 | £775.00 |
| 04/09/2026 (Penrith) | 08/09/2026 | £775.00 |
Daily departures available from April to end of September. If you‘re interested in doing this holiday in October please call and chat to us.
Choose your own dates from:
2026 £915 per person
You can either make a booking online or over the phone. Once we have your details, we’ll be able to check availability.
Alternatively for a great value holiday select one of our scheduled weekend departures below.
- UK’s favourite long distance cycle route
- Dramatic English landscapes
- Cycle friendly route
- Stress-free cycling complimented with an abundance of pubs and cafes en route
- Bike friendly B&Bs offering mouthwatering breakfasts
- Flexibility to choose your own start date or one of our great value scheduled departure dates
- Suitable for adults and older children
Self-Guided
C2C - Coast to Coast (3 Days Cycling)
Self-Guided Leisure 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.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 15/05/2026 | 18/05/2026 | £595.00 |
| 12/06/2026 (Penrith) | 15/06/2026 | £595.00 |
| 19/06/2026 | 22/06/2026 | £595.00 |
| 17/07/2026 | 20/07/2026 | £595.00 |
| 28/08/2026 | 31/08/2026 | £595.00 |
| 04/09/2026 (Penrith) | 07/09/2026 | £595.00 |
Daily departures available from April to end of September. If you‘re interested in doing this holiday in October, please call and chat to us.
Choose your own dates from:
2026 £745 per person
You can either make a booking online or over the phone. Once we have your details, we’ll be able to check availability.
Alternatively for a great value holiday select one of our scheduled weekend departures below.
- UK’s favourite long distance cycle route
- Dramatic English landscapes
- Cycle friendly route
- Stress-free cycling complimented with an abundance of pubs and cafes en route
- Bike friendly B&Bs offering mouth-watering breakfasts
- Flexibility to choose your own start date or one of our great value scheduled departure dates
- Suitable for adults and older children
Self-Guided
Hadrian's Cycleway & Coast & Castles
Self-Guided Leisure 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.
Daily departures available from April to the end of September. Choose your own dates from:
2026 £1765 per person
You either can make a booking online or over the phone. Once we have your details, we’ll be able to check availability.
- The sense of achievement having ridden not one but two long distance cycle routes!
- Following in the footsteps of the Roman Empire along Hadrian’s Wall
- Castles galore!
- Miles of pristine dunes, sandy beaches and stunning vistas
- Your first glimpse of Edinburgh as you cycle over the Moorfoot hills
- Flexibility to choose your own start date
Self-Guided
Yorkshire Wolds
Self-Guided Leisure 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.
Daily departures available from April to mid October.
Choose your own dates from:
2026 £975 per person
You can either make a booking online or over the phone. Once we have your details, we’ll be able to check availability.
- Gently undulating hills with picture postcard villages
- Medieval market towns of Pocklington, Driffield and Beverley
- The stunning gothic Minster in Beverley
- The manor houses of Sledmere, Sewerby and Burton Agnes
- The cliffs and thousands of seabirds at Bempton
- Flamborough Head Heritage Coast
Self-Guided
Way of the Roses (5 days cycling)
Self-Guided Leisure 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.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 31/05/2026 | 05/06/2026 | £945.00 |
| 28/06/2026 | 03/07/2026 | £945.00 |
| 02/08/2026 | 07/08/2026 | £945.00 |
| 23/08/2026 | 28/08/2026 | £945.00 |
| 13/09/2026 | 18/09/2026 | £945.00 |
Daily departures (excl. Thu and Fri) available from April to mid October.
Choose your own dates from:
2026 £1255 per person
You either can make a booking online or over the phone. Once we have your details, we’ll be able to check availability.
Alternatively for a great value holiday choose one of our scheduled weekend departures below.
- Eric Morecambe’s statue on Morecambe waterfront
- Cycling through the Forest of Bowland and the Yorkshire Dales
- Yorkshire ales and great pub food
- York – flat cycling, big Minster
- The Wolds, chalky rolling hills, with big country views
- Fish & chips on Bridlington’s waterfront to celebrate your achievement!
Guided
Land's End to John O'Groats Classic
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 23/05/2026 Fully Booked | 07/06/2026 | £3,295.00 |
| 22/08/2026 | 06/09/2026 | £3,295.00 |
- 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
Not sure which trip's right for you? Just ask!
Get in touch and we'll help you find your perfect trip.
Cycling Holidays & Tours In England
Why Choose England for Your Cycling Holiday?
Experience the exciting diversity of cycling in England, with its stunning landscapes, rich history, and varied terrain. Whether you're drawn to leisure cycling in England, the challenge of road cycling, the thrill of mountain biking, or the adventure of gravel riding, there’s something for every rider here. England’s extensive network of scenic routes, from quiet country lanes to rugged off-road trails, is waiting to be explored.
Top Destinations for Cycling in England
Our carefully designed itineraries will guide you through the finest parts of England. Cycling in Yorkshire offers great climbs and sweeping descents, while cycling in Northumberland takes you through wild landscapes, ancient castles, and the historic Hadrian’s Wall Cycleway. Cycling in the Cotswolds brings peaceful villages and rolling hills. For those seeking iconic long-distance routes, the legendary C2C - Coast to Coast is a must-do challenge. If you’re dreaming of the ultimate journey across England (Scotland and Wales), Land’s End to John O’Groats (LEJOG) is the perfect adventure, spanning the entire length of the UK.
Decide How You Ride
Our England tours are designed to suit different preferences. Join a guided small-group tour or embark on a self-guided ride - there’s something for everyone!
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