Our England cycling holidays
Our cycling holidays in England cover classic long-distance routes like Hadrian’s Cycleway and Land’s End to John O’ Groats, but also offer the chance to embrace a gentler pace. Self guided trips in the Cotswolds, South Downs and Isle of Wight are tailored to you (and your preferred number of pub pit stops). Plus, our e-biking options offer an extra boost. Small, locally owned accommodation is always prioritised; think country inns and guest houses run by hosts with loads of stories to tell. Guides also have loads of stories to tell – you could wind up cycling in the company of passionate community cycling activists and Cicerone guidebook writers.
Our top Cycling holidays in England
Isle of Wight cycling holiday, England
From
£590
5 days
ex flights
Short UK cycling break with plenty of sightseeing
Tailor made
South Downs electric bike cycling holiday, England
From
£1790
6 days
ex flights
E-bike through the best of Britain's vineyards
Tailor made
Lake District cycling tour, short break
From
£399 to £638
3 days
ex flights
An ideal introduction to cycling in beautiful Cumbria
Tailor made
Peak District mountain biking holiday, England
From
£445
3 days
ex flights
Rugged biking in Edale & Hope Valley
Small group2026: 5 Jun, 4 Sep
Private guided mountain biking short break, England
From
£590 to £700
3 days
ex flights
Expert customised guidance along the eastern South Downs
Tailor made
Lake District mountain biking short break, England
From
£570
4 days
ex flights
Local trails around the south lakes from Hawkshead
Small group2026: 9 Jun
Cycling tour of the Cotswolds, England
From
£2175
8 days
ex flights
E-bike cycling from Moreton-in-Marsh to Bath
Tailor made
Dartmoor, Exmoor and Quantocks mountain biking holiday
From
£665
4 days
ex flights
Mountain bike the best of the southwest
Small group2026: 15 May, 14 Aug
Coast to Coast cycling holiday in England
From
£1470
7 days
ex flights
142 miles long ride and a great way to see northern England
Tailor made
See all our Cycling holidays in EnglandContact Us
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What do cycling holidays in England involve?
How fit do I need to be for an England cycling holiday?
Our cycling holidays in England are very achievable for the most part. If you’re considering a coast-to-coast holiday for instance, or even the Land's End to John O’Groats ride, then probably the most pressing question on your mind is going to be: am I fit enough to do this? The answer, happily, is usually yes.If you’re even thinking about a long distance ride then in all likelihood you cycle fairly regularly already. You will need to be comfortable riding between 60km and 100km every day for several days on the trot, prepared to deal with soreness, muscle strain and fatigue, and get yourself back in the saddle each morning. You don’t need to be super-fit, or adapt to the pace of everyone else in your group. So long as you can reach your accommodation every evening then you can pretty much go at a speed you’re comfortable with.
But if you prefer a sense of complete freedom and no pressure whatsoever then think about a centre-based cycling holiday. Your hosts will be able to suggest daily routes of an appropriate length and difficulty, and if you decide you want a rest day, there’s nothing stopping you. Opting for an e-bike can make all the difference too, transforming daunting climbs into exciting rides.
Tailor made or small group tours?
Our tailor made cycling holidays in England give you flexibility on the dates you travel – you’re not committed to a fixed itinerary – which also means you can do whatever takes your fancy during your stay. If you want to spend a whole week in Devon cycling around on an electric bike, no-one could blame you. But equally if you want to alternate your daily rides with walks, or trips by train, there’s nothing stopping you. You won’t have a guide, nor should you need one as maps and route notes will be provided, but if you need any help your hosts are only a phone call away.The iconic long-distance rides tend to be small group tours across fixed dates, with the number of participants capped at around 12-16. You’ll either have a guide with you throughout (usually someone that has completed the ride themselves more than a few times) or a tour leader, driving a support vehicle, will meet you at various pre-agreed points to ensure everyone is okay. Small group tours are sociable affairs and provide plenty of motivation. Evenings are usually spent comparing, boasting or commiserating about aches and pains over a few drinks in a local pub.
A preplanned small group tour offers a lot of convenience. If you’re planning to go from Land’s End to John O’Groats that’s a two-week endeavour and our experts will take care of the complicated logistics, mapping and booking accommodation en route. Many riders will dip their toe in the water with a small group holiday first, before attempting the route solo at a later date, once they’ve built up confidence.
Though following the same itinerary, small groups of cyclists will naturally separate and come back together along the route, usually at a designated café or pub. And since you will be travelling point-to-point, a support vehicle will never be far away – there to carry your bags between accommodation, help with broken chains or punctures, and offer a lift if that last hill took it out of you.
Point to point riding or centre based?
Our long-distance small group trips are by their nature point to point. You will stay in a different accommodation every night, and usually that will be a locally owned hotel or guest house, ensuring that your holiday offers a direct economic benefit to the communities you’re cycling through. As your luggage will be transported in the support vehicle, packing light in a soft bag is desirable.Our centre-based cycling holidays, on the other hand, mean you only need to unpack the once, and you’ll have a range of rides of varying length right on the doorstep. That makes them ideal for families, not least because routes take you through peaceful rural surroundings, which are perfect for less experienced riders.
Can I have an electric bike on an England cycling holiday?
E-bikes can be hired on many of our England cycling holidays for a small supplement, if you would like a little more oomph when it comes to the uphills. As these can be subject to availability it’s best to advise as soon as possible that this is something you would be interested in.Can I bring my own bike on an England cycling holiday?
You can certainly bring your own bike if you would prefer to. For our Land’s End to John O’Groats ride, there is the option of a using a professional bike transfer service for a supplement, which is worth considering if you want to use the train. On other trips you can have a suitable hire bike waiting for you on arrival, be it a geared hybrid or an electric bike. You will need to provide your own helmet, however.Our Cycling holidays in England reviews
4.8
5Cycling holidays in England reviews
Jenny Hoadley05 May 2024
Very good. Phil was most helpful in terms of technique and arranged for me to have an even smaller bike on my second day. He also accommodated our requirements re picking up our bikes at the end of each day and transferred my own saddle.read more
Bernie Henwood14 Jun 2022
The holiday was brilliant although the itinerary information would benefit from an update as some of the cafes are no longer operating and the route has changed a bit along the way too.read more
