Old stone houses lining the hill down through Burford to the Windrush valley
WEEKENDER · TWO DAYS IN THE COTSWOLDS

The Golden Cotswolds

Two days, two valleys and a night at a Cotswold inn

LENGTH
2 days
DISTANCE
About 56 miles
TERRAIN
Rolling, a few climbs
ROUTE
Moreton-in-Marsh to Charlbury
GROUP
Up to 12
PRICE
Coming soon
Keep me posted
THE WEEKEND

Six hundred years of England, in two river valleys.

Most visitors see the same handful of famous villages. This weekend goes the other way: high, open wolds, hidden valleys and stone villages that never make the postcards, linked by quiet country lanes. The stories are just as good: mutineers shot in a churchyard, the most talked-about sisters of the 1930s and a ruined manor with a secret room. Your guide brings the stories. You just ride.

WHY YOU’LL LOVE IT
  • Lanes between honey-coloured villages that most visitors never find
  • A night at a village inn, with your bags taken ahead
  • Burford, the finest of the old wool towns, on the River Windrush
  • Train from Paddington and home again, no car needed
THE ROUTE · ABOUT 56 MILES OVER TWO DAYS
Sketch map, not for navigation
River Windrush Zz Moreton-in-Marsh start Longborough Condicote Guiting Power Naunton Northleach overnight Sherborne Windrush Burford Swinbrook Minster Lovell Charlbury finish Day 1Day 2 N
DAY BY DAY

Two days, two valleys.

A stone cross and a wooden bench on the green at Guiting Power, with honey-stone cottages behind
DAY 1 · SATURDAY · ABOUT 27 MILES

Hidden villages and a wool town

Step off the train onto lanes so quiet you’ll hear the skylarks. Cross the high wold to honey-stone villages tucked away in the upper Windrush valley, where few visitors ever reach, then roll into Northleach and its great wool church.

Overnight in Northleach
A stone cottage above the River Windrush near Swinbrook, with green hills behind
DAY 2 · SUNDAY · ABOUT 29 MILES

Down the Windrush valley

Follow the river to a name scratched into a church font by a man waiting to be shot, four famous sisters in a country churchyard and a ruined manor with a secret room.

Trains home from Charlbury
WHERE YOU’LL STAY
The painted Northleach town sign against a blue sky, with Cotswold stone roofs behind

A night in Northleach

A traditional inn in the heart of an old wool town, with good food and local ale. Breakfast is included and your bags will be waiting when you arrive.

YOUR GUIDE

A storyteller on a bike

Every Wayside ride is led by an experienced cycling guide, trained in ride leadership and first aid, who has ridden every mile of the route before you arrive.

They set an easy pace, sort out the train times and know which pub does the best lunch. Most of all, they know the stories: who built it, who fought over it and why it matters.

Bring yours, or borrow ours

Bring your own bike, or we’ll have one waiting for you at Moreton-in-Marsh. Everyone rides together. Space for bikes on the trains is limited, so let us know when you book if you’re bringing your own.

The weekend, with your own bikePrice coming soon
Bike or e-bike hireAvailable, prices on request

Hire includes a helmet and lock for both days.

INCLUDED
  • A guide and storyteller with you all weekend
  • A hand-picked route on the quietest lanes, ridden and checked before you arrive
  • A small group at a sociable pace, with nobody left behind
  • Coffee and snacks at our stops
  • A night at an inn in Northleach, with breakfast
  • Your luggage taken ahead to the inn
  • Everything sorted, from the best train to catch to where to stop for lunch
NOT INCLUDED
  • Train fare
  • Dinner on Saturday
  • Lunch, so eat where you like or bring your own
  • Drinks with lunch
GETTING THERE
Saturday morning

Direct train from London Paddington to Moreton-in-Marsh, about an hour and a half.

Sunday afternoon

Direct train from Charlbury back to Paddington, about 70 minutes.

Dates and booking. From March 2027.

Weekends from spring to autumn, or as a private ride for your own group. Leave your details and we’ll let you know as soon as dates go on sale.