Beacons to Beacon 4 days

(Self-Guided: 4 Days Cycling, 4 Nights)

Grade 2 cycle trip

Self-guided road cycling holiday on a new cross-country route from the Brecon Beacons, through the Malvern Hills, the Cotswolds and finishing near Ivinghoe Beacon in the Chilterns.

Grade 2 (Learn more)

Tour Details

  • Overview
  • Itinerary
  • Dates and Prices

Trust my Travel logoThe Beacons to Beacon route is a Velobreaks original route, providing road cycling enthusiasts with a marvellous ride on quiet country lanes threading through some of the most diverse and beautiful scenery in the south and midlands of England and Wales. From the majesty of the Black Mountains in the Brecon Beacons, through the Wye Valley, Malvern Hills, Severn Valley, Cotswolds and Chilterns there are surprises and delights around most corners. You’ll cycle through pretty stone built villages, alongside gurgling streams, gain glorious hilltop views and reward yourself with stops at quaint pubs and interesting cafes.  Good accommodation and a wide choice of food and drink awaits at the end of each day in the very different but fascinating cities and towns of Hereford, Cheltenham and Oxford.

Cycle Tour Highlights

  • Completing the challenge of the highest mountain pass in Wales.
  • The climb up and over The Wyche in the Malvern Hills and the fantastic views east and west.
  • So many superb views from hilltops – from the Cotswolds Edge, from almost anywhere in the Cotswolds, from Ivinghoe Beacon. (Don’t forget your camera!)
  • The beauty of the classic Cotswold honey coloured stone villages and the ride down the Windrush valley.

Day 1

Arrive at your accommodation in the Oxford area, where you can park your car for the rest of the trip. If you have time, explore the fascinating city of Oxford and sample its restaurants and pubs.

Day 2 (59.5 miles, Ascent 4,121ft)

After breakfast you will be welcomed by a Velobreaks team member at your accommodation and provided with route maps, directions and trip notes before being transported together with your cycle to the start point at Usk in the beautiful Usk valley in Monmouthshire.

Your cycling begins alongside the Usk river and follows the valley upstream through wooded hillsides until Abergavenny, where you can find many cafes and restaurants for a break before the hills to come and your tackling of one of the best bike rides in Britain. After Abergavenny you head into the edge of the Brecon Beacons, skirting around the bottom of Sugar Loaf Mountain, through the magical Vale of Ewyas and then climbing up and over Gospel Pass (2,165 ft) in the Black Mountains. It’s a long but generally steady climb over the highest road pass in Wales, through stunning scenery before the fun descent to the pretty border town of Hay on Wye. As well as the countless book shops that give Hay its fame you’ll be able to choose from a lovely selection of cafes, bakeries and pubs for a much needed break. From Hay you’ll follow the rural lanes in the Wye Valley, with occasional glimpses of the river, until your overnight destination of the cathedral city of Hereford.

Day 3 (60.9 miles, Ascent 2,631ft)

You head east from Hereford through the rolling hills, apple orchards, hop fields and oast houses of Herefordshire until the climb out of Ledbury affords you glimpses of the glorious Malvern Hills against the skyline. Crossing the ridge at The Wyche you drop down through the regency spa town of Great Malvern into the Severn Valley. For most of the rest of the day you will criss-cross the Severn working south and east to your overnight stop in the grand Regency resort of Cheltenham.

Day 4 (65.7 miles, Ascent 2,654ft)

You’ll be pleased to know that you don’t immediately start with a climb up the Cotswolds escarpment overlooking Cheltenham. Instead the route loops around Cleeve Hill over rolling terrain before climbing through open country up onto the Cotswolds and a day of delightful cycling through the hills and charming honey coloured stone villages of this timeless landscape.  There are visual delights aplenty as you go along, passing stately homes, riverside villages, old stone pubs and churches and beautiful valleys. Later in the day you will follow the beguiling Windrush Valley into West Oxfordshire as you approach the ancient university town of Oxford for your next overnight stop.

Day 5 (55.6 miles, Ascent 2,893ft)

You will leave Oxford to the east to the old market town of Thame, with its broad Georgian high street. From there more country lanes through South Oxfordshire will take you to the foot of the Chilterns where you climb up onto its classic chalk landscape with wooded valleys and rolling farmland.  As you cycle along the charming lanes you’ll see Red Kites circling overhead.

From Chesham you head north through the famous forested Ashridge Estate for the climb up to Ivinghoe Beacon and the finishing point at a charming Chilterns pub where you will be met and transported back to the rendezvous hotel for your onward journey home.

There is an option to stay an extra night in Oxford if you feel like celebrating your achievements.


Holidays available from 1 April 2016 to 31 October 2016.

Start day – any day of the week

£495.00 per person* (for 4 nights)

* Based on two sharing on a bed and breakfast basis. All people and luggage transfer included.

Accommodation will be in selected quality small hotels, bed and breakfasts, guest houses and inns.


  • Single person supplement £120.00 per person (for 4 nights)
  • Cycle Hire £75.00
  • Garmin Edge Navigator Hire £75.00
  • Optional extra night in Oxford £70.00 per person


  • Bed and Breakfast
  • Transfer from rendezvous hotel to start point
  • Transfer from finish point to rendezvous hotel
  • Luggage transfer between overnight hotels
  • Car parking
  • Route maps and directions
  • Trip Guide (with food and drink recommendations)
  • Programmed route download for own Garmin Edge navigator
  • 24 hr emergency telephone number

Not included

  • Cycle Hire £75.00
  • Garmin Edge Navigator Hire £75.00
  • Insurance
  • Lunch and evening meal

Booking conditions