Self-guided cycling

We say
Cycling is one of the most enjoyable ways to explore the UK. Meander along country lanes to discover historic villages and ancient sites, all at your own pace. Your luggage is transferred each day to your next characterful hotel or B&B and you'll burn enough calories to earn a slap-up dinner.

Recommended tour operator: Headwater

Headwater says

We offer a wide range of self-guided cycling holidays worldwide with a couple of options here in the UK. It’s a great way to explore our beautiful countryside with the assurance of a comfortable bed awaiting you each night – and a guilt-free dinner of course!

  • Picturesque routes
  • Quality bikes
  • Luggage transfers

On all our hotel-to-hotel holidays, we include characterful B&B accommodation in a small hotel or inn, high quality bikes, luggage transfers each day, GPS route directions and navigation App and detailed route notes. Each trip varies in the level of exertion required but none require Chris Hoy levels of fitness – E-bikes are available on some trips.

In the Cotswolds, England’s second largest Area of Outstanding Natural Beauty, you will cycle through picturesque villages such as Bourton-on-the-Water and Winchcombe (the ancient Saxon capital) and have the chance to visit Sudeley Castle, last resting place of Henry VIII’s sixth wife, Katherine Parr. Stop off too to see some magnificent gardens and take a breather in one of the many pubs.

Head to Scotland for a four-night trip around Loch Ness and the Caledonian Canal. This is a great choice for wildlife sightings, rugged landscapes and the chance to cycle¬†between Culloden, Bonnie Prince Charlie’s nemeses, and Cawdor where Macbeth plotted his dastardly deeds. The trip ends in Inverness and the Moray and Beauly Firth – there’s a chance to see dolphins there.

We also offer self-guided walking holidays in the UK. Explore all our UK holidays here. Read our latest Covid-19 travel information.

1st image courtesy of The Picture Taker – Cotswold Tourism