Cycling Holidays in the UK

Byways Breaks have been arranging self-led cycling holidays and cycle tours in the UK for more than 20 years. We know the best places to stay, and our cycling routes are carefully planned so you explore the most beautiful countryside, visit places of interest and stop at the best pubs and tea shops. The countryside of north Shropshire, Cheshire and Anglesey are lovely for cycling. They are not too hilly, more undulating – with quiet lanes and not much traffic so ideal for a leisurely cycling holiday. South Shropshire is more hilly so if you are looking for a challenge, then the Marches Meander holiday takes you over the Shropshire Hills and Wenlock Edge with wonderful views.

We take care of all the details including booking quality accommodation, moving your luggage each day and providing back up should you have any problems, so you have a relaxing and stress-free holiday.

Self-guided cycle tours and cycling holidays in Shropshire, Cheshire and Anglesey.

  • Flexible, graded cycling routes for all abilities
  • Stay in the nicest hotels, country inns and B & B’s.
  • Quality hybrid bikes and full support including luggage transferred each day
  • Start on any day of the week
  • Detailed cycling routes and maps with background information about places to visit and the best pubs and cafes along the routes

We will also tailor cycling holidays and cycle tours if you do not find exactly what you are looking for. Please contact us directly with your cycling holiday requirements to find out more. For general information about our holidays go to our about our holidays page or contact us.


Our Cycling Holidays

Canals, Castles and Chester

Start near the Roman city of Chester, meander through rolling farmland, past pretty villages, canals, castles and an Ice Cream Farm. There's plenty to do including the Cheshire Cheese and Ice Cream Farm, Beeston Castle, antique shops, pretty villages and lots of good pubs...

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Shropshire Lakes and Hidden Highways

Explore the gently rolling quiet, Shropshire Plain and borders area. The region has many small glacial lakes, mosses, rare plants and wildlife. The cycling is exceptionally quiet with small lanes and few cars making it an ideal holiday for children or those wanting a...

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Tarporley and Delamere One Centre

Stay near Tarporley, close to the Peckforton Hills. Tarporley has a pretty High Street with good shops for browsing and choice of pubs and tea shops. Circular rides along quiet lanes and through pretty villages like Bunbury and Tattenhall. Visit Beeston Castle, Cheese and...

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Borders Break

Explore the canals, rivers, meres and mosses of North Shropshire. It's an unspoilt area with lots of quiet lanes. Stay in a country house hotel in Wem, or a comfortable farmhouse on the edge of the small market town of...

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Delamere to Ellesmere

A more strenuous short cycling break ideal for more regular cyclists. Starting near Delamere Forest, head south through quiet parts of west Cheshire to Nantwich, the canalside villages of Audlem and Wrenbury, then along the welsh border into the Shropshire lakes...

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Cheshire and Shropshire Lakes

This short cycling break starts near the Peckforton Hills with a gentle afternoon ride to the Candle Workshops and Pheasant Inn at Higher Burwardsley. Wind through quiet countryside to the market towns of Ellesmere or Wem with their many small glacial lakes, mosses, rare...

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Peckforton Hills and Country Inns

This cycling break explores the pretty Cheshire countryside visiting some of the best pubs, tea shops and farm shops - chance to taste some of Cheshire's finest produce with many award winners! Start from the Alvanley Arms with its Shire Horse Centre and Lakeside Cafe and...

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Black and White Villages

A leisurely tour of some of Cheshire's finest black and white villages and the lovely Tudor market town of Nantwich. Starting near Chester, explore Delamere Forest or Little Budworth Common, then to Tarporley and the tudor market town of...

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Castle and Meres

A 6 day holiday starting from Chester, meandering through the quiet countryside of south Cheshire, crossing canals and circling the Peckforton Hills (dotted with castles) before heading to Shropshire's Lakeland to explore the lovely small lakes that dot the...

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Anglesey Challenge

A lovely challenging tour of the island of Anglesey for more experienced cyclists. Explore the inland areas as well as the varied coast, from high cliffs at South Stack to wonderful estuaries, beautiful Menai Strait, and long sandy beaches like Newborough and Red Wharf...

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Isle of Anglesey Cycling Tour

This relaxed circular tour explores the inland areas and coast, much of which is an Area of Outstanding Natural Beauty. See high cliffs at South Stack and RSPB nature reserve, beautiful Menai Strait, and many sandy beaches. Visit Beaumaris Castle, Penmon Priory, a working...

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Marches Meander

Explore the quiet countryside and history of Shropshire. See varied scenery starting gently on the Shropshire Plain, and heading to the foothills of the south Shropshire hills. Visit Moreton Corbet Castle, Attingham Park, Roman ruins at Wroxeter, and...

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Nantwich, Waterways and Meres

An 8 day tour of the quiet parts of West Cheshire and North Shropshire. Explore Delamere Forest the Tudor market town of Nantwich, then criss-cross the canals, through villages of Audlem and Wrenbury before heading to Shropshire Meres (local name for lakes before heading...

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Cheshire and Shropshire Tour

A circular cycle tour for experienced cyclists with longer daily distances. Starting in Chester, explore Delamere Forest and circle the Peckforton Hills before heading into Shropshire and on to Shrewsbury. From here visit Much Wenlock and then to Church Stretton and the...

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