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Walking Holiday in England on
The Pilgrims Way
Winchester to Canterbury, via Rochester

We offer itineraries which cover the 146 miles of The Pilgrims Way from Winchester to Canterbury via Rochester. This route follows the original Pilgrims Way used by travellers from the west of England and visitors from the continent who had arrived at Southampton or Portsmouth.
Online Booking Available!
Walking holiday on Pilgrims Way with Let's Go Walking Grading:
easy/moderate
Features:

Winchester Cathedral
Jane Austin's House
Farmham Castle
Rochester Cathedral
Aylesford Priory
Leeds Castle
Canterbury Cathedral
This is a popular walking tour, so we have carefully selected comfortable accommodation to ensure you are well rested each night after a busy day hiking and sightseeing. This walk connects with the South Downs Way and the Clarendon Way at Winchester
Winchester Cathedral on Pilgrims Way walking holiday with Let's Go Walking Walking the Pilgrims Way with Let's Go Walking Canterbury on Pilgrims Way walking holiday with Let's Go Walking
  Pilgrims Way: Itinerary 1
16 day Itinerary: West to East
Winchester to Canterbury
Itinerary 1
Suggested Tour Duration:
14 days walking, 15 nights
Total Distance:
146 miles
Min/max daily distance:
6/14 miles
Average Daily distance:
10 miles

Pilgrims Way 16 day itinerary:
Winchester to Canterbury
14 days walking and 15 nights accommodation
£1,305pp
dbl/twin
£1,665pp
single occ
£1,965pp
solo traveller
Book Pilgrims Way walking holiday online now
All prices subject to change
Suggested Itinerary:
Day 1: Arrive at Winchester
Optional Day: extra day in Winchester
Day 2: Winchester to Aylesford                9 miles
Day 3: Aylesford to Alton                         12 miles
Day 4: Alton to Farnham                            9 miles
Day 5: Farnham to Guildford                    11 miles
Day 6: Guildford to West Humble             7 miles
Day 7: West Humble to Merstham            10 miles
Day 8: Merstham to Oxted                        8 miles
Day 9: Oxted to Otford                           12 miles
Day 10: Otford to Halling                        7 miles
Day 11: Halling to Rochester                    6 miles
Day 12: Rochester to Aylesford               9 miles
Day 13: Aylesford to Harrietsham           11 miles
Day 14: Harrietsham Boughton Lees         11 miles
Day 15: Boughton Lees to Canterbury       13 miles
Optional Day: extra day in Canterbury
Day 16: Depart after breakfast
  Pilgrims Way: Itinerary 2
9 day Itinerary: West section
Winchester to Oxted
Itinerary 2
Suggested Tour Duration:
7 days walking, 8 nights
Total Distance:
72 miles
Min/max daily distance:
8/14 miles
Average Daily distance:
10 miles
Pilgrims Way 9 day itinerary:
Winchester to Oxted
7 days walking and 8 nights accommodation
£704pp
dbl/twin
£896pp
single occ
£1,056pp
solo traveller
Book Pilgrims Way walking holiday online now
All prices subject to change
Suggested Itinerary:
Day 1: Arrive at Winchester
Optional Day: extra day in Winchester
Day 2: Winchester to Aylesford                9 miles
Day 3: Aylesford to Alton                         12 miles
Day 4: Alton to Farnham                            9 miles
Day 5: Farnham to Guildford                    11 miles
Day 6: Guildford to West Humble             7 miles
Day 7: West Humble to Merstham            10 miles
Day 8: Merstham to Oxted                        8 miles
Day 9: depart after breakfast
  Pilgrims Way: Itinerary 3
9 day Itinerary: East section
Oxted to Canterbury
Itinerary 3
Suggested Tour Duration:
7 days walking, 8 nights
Total Distance:
75 miles
Min/max daily distance:
6/13 miles
Average Daily distance:
11 miles
Pilgrims Way 9 day itinerary:
Oxted to Canterbury
7 days walking and 8 nights accommodation
£704pp
dbl/twin
£896pp
single occ
£1,056pp
solo traveller
Book Pilgrims Way walking holiday online now
All prices subject to change
Suggested Itinerary:
Day 1: Arrive at Oxted
Day 2: Oxted to Otford                         12 miles
Day 3: Otford to Halling                         7 miles
Day 4: Halling to Rochester                    6 miles
Day 5: Rochester to Aylesford               9 miles
Day 6: Aylesford to Harrietsham           11 miles
Day 7: Harrietsham Boughton Lees         11 miles
Day 8: Boughton Lees to Canterbury       13 miles
Optional Day: extra day in Canterbury
Day 9: Depart after breakfast

What's included
in your UK walking holiday
on The Pilgrims Way

  • accommodation at high quality guest houses, inns or small hotels on a bed and breakfast basis
  • room with en-suite or private bathroom, tea and coffee making facilities
  • daily luggage transfer
  • support should there be any problems on route
  • 1:25 OS maps and detailed itineraries
  • Guide book to Pilgrims Way
You can walk this hiking tour over 14 days at about 10 miles per day, or split the route into 2 sections.
This walking holiday in the UK operates March to October and in either direction.
Short walking breaks are also available, with 2 or 3 days walking. Just select the part of the path you want to walk.
The above distances are only a suggestion. If you would like to walk longer or shorter distances, we can arrange that too. Why not combine this walk with a hiking tour in another part of the UK.
Online booking available. A deposit of £55 per person is required to secure the booking, with the balance due 6 weeks before departure.

Optional Extras
for your UK Walking Holiday
on The Pilgrims Way

  • upgrade to the region's most elegant, prestigious and famous hotels, where available
  • transfers back to car or station
  • parking facilities
  • rest days
  • inn to inn walks
Optional Accommodation Upgrades
Can be added when booking online
Subject to availability                  Supplement per person per night
Winchester Double/Twin Single Room
Wykeham Arms £35.00 £27.50
Telephone Lines are open 7 days a week.

UK  +44 (0)1837 880075
or +44 (0)207 193 1252
9am to 9pm
US  +1 (646) 233-1541
New York 5 hours behind UK time: 4am to 4pm EST
AUS  +61 (02) 8006 0182
Sydney 10 hours ahead of UK time: 7pm to 7am EADT
CAN +1 (647) 4786251
Toronto 5 hours behind UK time: 4am to 4pm EST
Contact us about your walking holiday now
How to get there
By Plane to London, Gatwick, Bournemouth or Southampton where we can arrange transfer to Winchester or Canterbury
By Car to Winchester where parking is available
By Train / Bus to Winchester or Canterbury
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