The Oxford historic pub walk is a self-guided route of 1 km between 3 old pubs, about 13 min walking, with a GPX file to follow. The Bear Inn makes the oldest claim on it, 1242; the oldest record on the walk belongs to The Chequers, from 1605.
Distances are walking estimates, 1.3 × the straight line at 5 km/h. These are history walks, not a drinking challenge: take it slowly, drink water between stops, and leave a pub out if the day is getting long.
Oxford’s oldest taverns. Three small rooms in the middle of the colleges: a corner house on a side street between Christ Church and Oriel, a bar built against the medieval city wall and reached by two alleys, and a tavern down a passage off the High Street. The walking is negligible. Finding the entrances is the walk.
Tiny, timber-framed and hung with thousands of snipped-off neckties, the Bear sits on a corner between Christ Church and Oriel. Its 'since 1242' boast borrows the history of a lost medieval inn nearby, but the little rooms are genuinely old. A heated garden adds space, and the pub turns up in Colin Dexter's Morse novels.
Reached through twisting alleys beneath New College's walls, the Turf is Oxford's best-loved hidden pub: a cluster of low-ceilinged rooms and courtyards backing onto a stretch of the medieval city wall. Its claimed 1381 origin is unproven, but generations of students, authors and future prime ministers have squeezed in for a pint.
Down a narrow alley from Oxford's High Street, the Chequers opens into a tall, beamed and panelled interior that its owners date to a 16th-century rebuilding of a medieval moneylender's house. The chequerboard sign recalls the money-changers once based here, and in the 17th century curious animals and new inventions were put on show for paying visitors.
Claims 1500; first recorded 1605.
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Oxford’s colleges took the street frontages, and its old drinking went into the gaps. That is the
plainest thing this walk shows, and one of the stops says it outright: Oxford History’s survey of
the city wall has the Turf Tavern erected just outside the wall in
the eighteenth century, when land inside was scarce. A pub that cannot get a frontage builds
where there is room, and the room was a yard against the medieval defences reached by two alleys.
The Chequers is the same arrangement a few centuries earlier. Its
house stood in the fifteenth century as a moneylender’s — the chequerboard being the old sign of
the money-changing trade — was bought by All Souls College in 1466, and was rebuilt about 1500 as
a tavern by Alderman Richard Kent, who gave it the name Kent’s Hall. From the High Street you see
a passage; inside, it opens tall, beamed and panelled.
The Bear is the smallest of the three and the only one on a corner,
on Alfred Street between Christ Church and Oriel, with more than 4,500 snipped-off tie ends in
cases on its walls, a collection begun in 1952. What it does not have is the history its sign
advertises, which belonged to a larger inn on the High Street that closed in 1801. The three are
compared at the oldest pubs in Oxford.