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            Leisure Cycling Holidays in England

            We found 27 Holidays in your search for:

            Destinations (9)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 27 Holidays in your search for:

            Select Order Order By
            Destinations (9)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support
            All Cycling Holidays in the UK 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

            England has so much to offer the leisure cyclist, from seemingly never-ending flats to beautiful canals and woodland, there really is something for everyone.

            We give you the opportunity to explore the most beautiful parts of England on a Skedaddle leisure cycling holiday. We've lots of trips throughout the country, from the stunning coastline of Northumberland to the iconic landscapes of Hadrian's Wall and the Lake District. If you are looking to maximise your experience then we’ve also got some really popular place to place tours including the Sea to Sea / C2C and the Way of the Roses. Explore our range of English leisure cycling tours below to find your perfect adventure.

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            Page 2 of 3

            Select Order Order By
            Guided
            Guided
            United Kingdom

            Cotswolds - Bourton-on-the-Water

            Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £1,025 P.P.
            View Reviews
            4
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Cotswolds - Bourton-on-the-Water

            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. 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.

            • Staying at Harrington House, a comfortable HF Country House in the centre of picturesque Bourton-on-the-Water
            • Three days guided cycling with an experienced leader
            • Enjoying leisurely rides through beautiful rolling countryside
            • Visiting the famous Cotswold market town of Stow-on-the-Wold
            • Visiting the historic village of Bibury, famous for its stone cottages which once housed weavers
            • Cycling through beautiful chocolate box villages
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Lake District - Derwent Water

            Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £1,045 P.P.
            View Reviews
            7
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Lake District - Derwent Water

            Guided Leisure Cycling Holiday

            OPTIONAL E-BIKE DEPARTURES

            We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.

            Start DateEnd DatePrice p.p.
            * 14/07/2025
            Guaranteed
            18/07/2025£1,045.00
            22/09/2025 E-Bike Departure26/09/2025£1,045.00
            • Stay at Derwent Bank, Keswick – a comfortable HF Country House sitting directly on the banks of Derwent Water
            • Spin your legs gently along country lanes or challenge them as you climb up towards some Lakeland fells
            • Admire the vista across the lake to Skiddaw and Blencathra
            • Treat yourself to delicious cake pit-stops in charming local cafés
            • Let the lovely Lakeland landscapes inspire your daily cycling
            • Visit Castlerigg Stone Circle – an ancient monument built around 3000 BC
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Derbyshire Dales - Dovedale

            Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £995 P.P.
            View Reviews
            4
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Derbyshire Dales - Dovedale

            Guided Leisure Cycling Holiday

            OPTIONAL E-BIKE DEPARTURES

            We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.

            Start DateEnd DatePrice p.p.
            * 04/08/2025
            Guaranteed
            08/08/2025£995.00
            • Stay at Peveril of the Peak, a comfortable HF Country House in the Peak District National Park
            • Relax in the heart of the Derbyshire Dales
            • Flit across the famous stepping stones at scenic Dovedale
            • Follow the Tissington, Manifold and High Peak Trails - miles of peaceful off-road cycling
            • Explore the area using the very railroads that shaped it
            • Cycling through the impressive Manifold valley
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (6 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £945 P.P.
            View Reviews
            5
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            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 DateEnd DatePrice p.p.
            30/07/2025
            Guaranteed
            05/08/2025£945.00
            27/08/202502/09/2025£945.00

            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:

            2025 £1185 per person

            2026 £1245 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
            Photo Highlights Dates
            Supported
            Supported
            United Kingdom

            C2C - Coast to Coast

            Supported Leisure cycling holiday

            Duration

            5 days

            Prices from

            £855 P.P.
            View Reviews
            30
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            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            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.

            Start DateEnd DatePrice p.p.
            11/07/2025
            Fully Booked
            15/07/2025£855.00
            19/09/2025
            Fully Booked
            23/09/2025£855.00
            08/05/202612/05/2026£895.00
            26/06/202630/06/2026£895.00
            07/08/202611/08/2026£895.00
            25/09/202629/09/2026£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
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £875 P.P.
            View Reviews
            6
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            Grade 3 : Moderate
            More Info BOOK NOW

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Start DateEnd DatePrice p.p.
            18/07/2025 (Newcastle)
            Guaranteed
            23/07/2025£875.00
            08/08/2025 (Penrith)13/08/2025£875.00
            15/08/2025 (Newcastle)20/08/2025£875.00
            29/08/2025 (Newcastle)03/09/2025£875.00
            05/09/2025 (Penrith)10/09/2025£875.00

            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:

            2025 £995 per person

            2026 £1045 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
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (4 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £715 P.P.
            View Reviews
            14
            1
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            Grade 3 : Moderate
            More Info BOOK NOW

            C2C - Coast to Coast (4 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Start DateEnd DatePrice p.p.
            18/07/2025 (Newcastle)
            Guaranteed
            22/07/2025£715.00
            08/08/2025 (Penrith)12/08/2025£715.00
            15/08/2025 (Newcastle)19/08/2025£715.00
            29/08/2025 (Newcastle)02/09/2025£715.00
            05/09/2025 (Penrith)09/09/2025£715.00

            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:

            2025 £855 per person

            2026 £895 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
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (3 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            4 days

            Prices from

            £525 P.P.
            View Reviews
            3
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            Grade 4: Active
            More Info BOOK NOW

            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 DateEnd DatePrice p.p.
            18/07/2025 (Newcastle)
            Guaranteed
            21/07/2025£525.00
            08/08/2025 (Penrith)11/08/2025£525.00
            15/08/2025 (Newcastle)
            Guaranteed
            18/08/2025£525.00
            29/08/2025 (Newcastle)01/09/2025£525.00
            05/09/2025 (Penrith)
            Guaranteed
            08/09/2025£525.00

            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:

            2025 £685 per person

            2026 £725 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
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway & Coast & Castles

            Self-Guided Leisure Cycling Holiday

            Duration

            10 days

            Prices from

            £1,675 P.P.
            View Reviews
            4
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            Grade 3 : Moderate
            More Info BOOK NOW

            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:

            2025 £1675 per person

            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
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Yorkshire Wolds

            Self-Guided Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £925 P.P.
            View Reviews
            14
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            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            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:

            2025 £925 per person

            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
            Photo Highlights Dates
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            Not sure which trip's right for you? Just ask!

            Get in touch and we'll help you find your perfect trip.

            Leisure Cycling Holidays & Tours In England

            Why Choose England for Your Cycling Holiday?  
            Leisure cycling in England offers the perfect blend of history, stunning landscapes, and diverse cycling routes. Whether you're looking for relaxing cycling holidays in the Cotswolds, exploring the coastline of Norfolk, or enjoying a countryside cycling tour in Suffolk, England has something for every rider. Ride along winding rivers, explore historic villages, and experience the beauty of the English countryside on two wheels.  

            Top Destinations for Leisure Cycling Tours in England  
            Our expertly crafted cycling holidays in England take you through some of the most scenic and historic regions. Cycling in Yorkshire offers breathtaking moorlands and market towns, while cycling in the Lake District allows you to ride through valleys and past tranquil lakes. Cycling in Northumberland provides stunning coastal views and the chance to follow Hadrian’s Wall Cycleway, a route rich in history. The legendary C2C - Coast to Coast is a must-do challenge, offering a spectacular journey from Sea to Sea.  

            Decide How You Ride  
            Our England tours cater to various rider types and preferences. Select your riding grade according to your fitness level. You can choose between a guided small group tour or a self-guided ride.  

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            All Types of Cycling in the UK All Types of Cycling in the UK
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            The services provided by Saddle Skedaddle were excellent from the initial queries, through to the booking of the holiday, and the holiday itself.
            Bruce, The Azores - Islands and Volcanoes
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            The guides and other group members really made the holiday enjoyable. Our guide was friendly, professional and knowledgeable.
            Elaine, Italy - Via Francigena (Tuscany to Rome)
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            We had the most amazing holiday. Slovenia was stunning and we kept stopping to take photos as round every bend was another fabulous view.
            Wendy, Slovenia - Highlights of Lake Bled
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            Couldn't fault the pre-trip information, the helpful staff on the telephone and the accurate description of what to expect.
            Jean, Holland - The Tulip Tour
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            Everything about the holiday was superb, from the initial contact with Skedaddle through to the very end of the trip. Excellent personal service.
            Jane, UK - Coast to Coast
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            It was first class from start to finish. Logistics and support including from our local rep were flawless, and accommodation and dining were truly fantastic.
            Robert, Portugal - Port and Wine
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            News, Reviews & Stories

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