Feefo - Independent reviews
  Contact Us

Request a Brochure | Newsletter

Cycling holidays in the UK

They say there's no place like home and our self-guided UK cycling tours are the perfect way to discover the allure of the beautiful landscapes, hidden villages and wild corners of the British Isles.

Take on a wonderfully relaxed trip around the picture-perfect scenery of the Cotswolds, discover the delights of Norfolk or seek an archetypal Highland adventure around Loch Ness. Whichever trip you choose, all our trips follow a series of handpicked routes that will guarantee you see the best of what cycling trips in the UK have to offer.

Experience the magic on our cycling trips in the UK

Rich history, good food and outstanding scenery - just three reasons why the UK is one of the most interesting and engaging places to explore of anywhere around the globe. With so much green open space on offer, the British landscape naturally lends itself to discovery on two wheels.

Take your pick from contrasting yet equally unique UK cycling tours, located at opposite ends and sides of the country. The Cotswolds, one of Britain's most popular holiday locations and the largest Area of Outstanding Natural Beauty in the UK, offers a variety of trip options including circular trips through some of the best-loved villages, a linear trip from Oxford to Bath and a multi-activity trip with both cycling and walking. This area is renowned for both its natural and architectural allure. The Cotswolds' rolling countryside and picturesque villages are equally revered as some of the best the island has to offer.

Norfolk, over on the far East of England, provides some lovely easy cycling through beautiful coastal and countryside scenery. You get to cycle along tree-lined avenues in Her Majesty the Queen's Sandringham Estate, visit the seals in Blakeney and go bird spotting in RSPB Titchwell. The Norfolk coast has fabulous wide beaches and with options to take a steam train to the Norfolk Broads, this region just keeps giving.

For those looking for a sense of myth-laden adventure, head north of the English border to Loch Ness and the Highlands. Beyond the rumours of a famous pre-historic lake beast lies an area of rugged yet stunning natural beauty, boasting ancient castles, misty lochs and tranquil hideaways for you to breathe in as you cycle the breathtaking trails.

Our cycling holidays in the UK are built with your comfort and convenience in mind. As well as providing a selection of your chosen tour area's most charming and desirable stayover spots, we'll also provide you with a high-quality bike for your tour, with upgrade options on rooms, extra nights and electric bikes all available to you.

Look through our collection of cycling trips to discover the best-hidden gems and wild corners of the UK on two wheels from the mysterious, heather-clad moors in Scotland to the Cotswolds gentle rolling hills, or visit our blog for more inspiration...

Book with confidence on Headwater's UK cycling tours

We are fully aware of and completely understand the concerns our customers have around COVID-19 and their safety when booking. Your comfort and safety are absolutely paramount to us, which is why you can book one of our cycling trips in the UK with absolute confidence.

Luckily, our UK cycling tours come with a pre-packaged sense of social distancing. With the focus of our trips being outdoors as well as self-guided, you can move safely at your own pace.

We guarantee a full refund of your trip if it needs to be cancelled on either end due to changes in COVID-19 restrictions, via our industry-leading booking protection scheme. If you need to make changes to the dates of the trip, we'll offer you that flexibility free of charge anywhere up to 31 days before your proposed start date.

COVID-related cover is now included as standard as part our Headwater travel insurance policies, and we've committed to a travel safety promise that means we will only travel to destinations we know are safe. When you book with us, you can rest assured that all our partners adhere to the latest safety protocols and guidelines, as well as practicing thorough cleaning and social distancing measures.

For more information on COVID-19 in relation to our cycling holidays in the UK, see here.

Read more▼


Highlights of Norfolk Cycling
United Kingdom: Norfolk

Highlights of Norfolk Cycling

Discover some of the highlights of North Norfolk. Cycle on quiet country lanes from village to village with many places of interest along the way - visit Sandringham and Houghton Hall. Go bird spotting at RSPB Snettisham and seal spotting at Blakeney.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration5 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From Call usper person, tour only

  • 6 Reviews
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Headwater navigation provided
  • Luggage transfers between hotels
Classic Cotswolds Activities
United Kingdom: The Cotswolds

Classic Cotswolds Activities

Explore the Cotswolds - England's largest Area of Outstanding Natural Beauty - by bike and on foot on this 7 night self-guided trip that includes stays in the villages of Moreton-in-Marsh, Winchcombe and Bourton-on-the-Water. Discover the beautiful rolling countryside, honey-coloured villages and stunning gardens and manor houses, all at your own pace.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeMulti activity holiday
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1749per person, tour only

  • 6 Reviews
  • All accommodation
  • Breakfast daily
  • High quality bikes provided
  • Headwater navigation provided
  • Luggage transfers between hotels
Contrasts of Norfolk Cycling
United Kingdom: Norfolk

Contrasts of Norfolk Cycling

This self-guided 7-night cycling tour takes in some of the best Norfolk has to offer, cycling on coastal routes and quiet country lanes between charming villages and to places of interest including Sandringham and Holkham Hall. Enjoy the natural surroundings with the possibility of bird spotting and seal spotting.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1949per person, tour only

  • 7 Reviews
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Headwater navigation provided
  • Luggage transfers between hotels
Classic Cotswolds Cycling
United Kingdom: The Cotswolds

Classic Cotswolds Cycling

This self-guided 5-night cycling tour is a fairly easy bike ride through some of the most picturesque villages and some of the best scenery that the Cotswolds has to offer. Visit world-famous and quaint English golden-stone villages including Chipping Campden, Bourton-on-the-Water and the Saxon capital of Winchcombe.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration5 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From Call usper person, tour only
  • All accommodation
  • Breakfast daily
  • High quality bikes provided
  • Headwater navigation provided
  • Luggage transfers between hotels
Best of the Cotswolds Cycling
United Kingdom: The Cotswolds

Best of the Cotswolds Cycling

A 6-night self-guided cycling tour on some of the best off the beaten track routes in the Cotswolds, staying in the beautiful and historic villages of Broadway and Bourton-on-the-Water.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration6 nights, twin centre
  • Activity level
  • Excellent for
  • From Call usper person, tour only
  • All accommodation
  • Breakfast daily
  • High quality bikes provided
  • Headwater navigation provided
  • Luggage transfers between hotels
Loch Ness and the Highlands Cycling
United Kingdom: Scotland

Loch Ness and the Highlands Cycling

Known for tales of the seldom seen monster, the area around Loch Ness is also famous for having some of the most spectacular natural scenery in the UK. Here numerous other lochs await discovery along with ruined castles, shady forests, tranquil waterways, high viewpoints, hidden waterfalls, a huge variety of wildlife (including many birds of prey and notably golden eagles) and a history that at times seems indiscernible from the area's timeless folklore.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1999per person, tour only

  • 6 Reviews
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Headwater navigation provided
  • Luggage transfers between hotels
Oxford to Bath Cycle
United Kingdom: The Cotswolds

Oxford to Bath Cycle

Cycle between Oxford, 'City of Dreaming Spires' and Bath, a UNESCO World Heritage City on an 8 night holiday riding along canal paths and quiet country roads. Discover pretty Cotswolds villages, Roman history and beautiful gardens along the way.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From Call usper person, tour only
  • All accommodation
  • Breakfasts daily
  • High quality bikes provided
  • Headwater navigation provided
  • Luggage transfers between hotels
Ride the South Wales Coast
United Kingdom: Wales

Ride the South Wales Coast

Experience the wild beauty of the South Coast of Wales on a week's cycling adventure. Pass through the Gower Peninsula AONB to discover stunning coastal views, bucolic villages and farmland, and charming villages full of Welsh hospitality.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeGuided cycling
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2249per person, tour only
  • All breakfasts & 2 dinners
  • All accommodation
  • Luggage transfers throughout week
Cycle the Scottish Highlands
United Kingdom: Scotland

Cycle the Scottish Highlands

Discover the culture and history of the Scottish Highlands on two wheels, with some of the most evocative, dramatic scenery in the world. This sparsely populated, mountainous region has a history, culture and climate all of its own.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeGuided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2399per person, tour only
  • All breakfasts and 1 dinner included
  • All accommodation
  • Transport as listed in itinerary & luggage transfer throughout

    Cycling holidays in the UK

    Overall customer rating, based on 29 reviews