Shakespeares Way Walking Holiday
in England
Stratford-upon-Avon to Oxford
7 nights and 6 days walking
Day by Day Itinerary

Shakespeares Way walking holiday in UK with Lets Go Walking

Shakespeares Way walking holiday in UK with Lets Go Walking

Shakespeares Way walking holiday in UK with Lets Go Walking

Shakespeares Way walking holiday in UK with Lets Go Walking

Shakespeares Way Walking Holiday
in England
from Stratford-upon-Avon to Oxford
via The Cotswolds, Blenheim Palace, and Woodstock

Enjoy a self-guided Shakespeares Way walking holiday on 58 miles of the Shakespeare’s Way from Stratford-upon-Avon to Oxford.
You pass through some of Southern England’s greatest attractions: The Cotswolds, Blenheim Palace, Woodstock, Oxford.

The Shakespeares Way walking holiday route starts at Stratford-upon-Avon, William Shakespeare’s birthplace, home to Anne Hathaway’s cottage and the world famous Royal Shakespeare Theatre.
You walk through the Cotswolds, to Blenheim Palace and Woodstock, joining the Thames near Oxford.

This itinerary of the Shakespeares Way walking holiday connects with:

Our self-guided walking holidays are designed with your comfort and enjoyment in mind and can be tailor-made to your own personal requirements.

The routes are clearly way-marked to provide reassurance on your hiking vacation.

We use a selection of guest houses, inns or small hotels with en-suite or private bathroom to ensure you are well rested each night after a busy day hiking and sightseeing. Rest assured that all our accommodation walking holiday providers are hand-picked and offer you that famous British hospitality.

Special diets can be catered for, including vegetarian, vegan, and gluten free.

We organize the luggage transfer so your bags are at your next accommodation when you arrive. We try to get your bags delivered by 4pm, but this may be delayed due to road conditions.

Let’s Go Walking has developed one of the largest selection of walking holidays.
Our offices are staffed 9am to 9pm during our walking season (March to September) to ensure your walking holiday runs without a hitch.

All our walking holidays are self-guided and you must be a confident map reader and able to navigate from a compass bearing.  The weather in the UK and Ireland can change quickly effecting visibility and underfoot conditions. It is important to carry a selection of clothing with you on your hike each day to cope with changing weather conditions. If you are not confident of completing any days walk, do not set out.

This walking holiday in the UK operates March to September and in either direction.

The daily distances are only a suggestion. If you would like to walk longer or shorter distances, we can arrange that too.
Our stated distances include mileage to the accommodation or pickup point and so may not agree with the guide book mileages.
Rest days can be taken in any location.

Why not combine this walk with a hiking tour in another part of the UK or Ireland. Our staff will be happy to advise on necessary transfers.

Online booking available.
A deposit of £85 per person is required to secure the booking, with the balance due 6 weeks before departure.
Optional extra days and accommodation upgrades can be added during the booking process online.
Please wait for the confirmation of your holiday before making final travel plans just in case your holiday is not available for your requested date.

Shakespeares Way Walking Holiday
Stratford upon Avon to Oxford
Suggested Tour Duration
7 nights, 6 days walking
Total Distance:
58 miles/93 kms
Min/max daily distance:
7/12 miles
Average Daily distance:
Shakespeare’s Birthplace, Stratford upon Avon
Royal Shakespeare Theatre, Stratford upon Avon
Boat Trips on The River Avon, Stratford upon Avon
 Cotswold Villages and Pubs,
Blenheim Palace and Woodstock
The River Thames
The Oxford Canal
This route connects with:
Oxford Canal Towpath
Cotswold Way
Thames Path


  Shakespeares Way Walking Holiday
in England.
from Stratford-upon-Avon to Oxford 
7 nights and 6 days walking
Day by Day Itinerary

Day 1: Arrive Stratford-upon-Avon

You start your walking holiday on the Shakespeare’s Way by arriving at Stratford-upon-Avon.  At Stratford upon Avon the Shakespeares Way connects with the Cotswold Way.

Shakespeares Way walking holiday in UK with Lets Go Walking

Optional Day in Stratford-upon-Avon:
Relax and enjoy this historic town of Stratford-upon-Avon. Perhaps visit Shakespeare’s birthplace, Royal Shakespeare Theatre or take a Boat Trip on The River Avon.  Stratford upon Avon has much to see and do. 

Shakespeares Way walking holiday in UK with Lets Go Walking

Day 2: Stratford-upon-Avon to Newbold-on-Stour    9 miles
You commence on the Shakespeare’s Way by walking along the River Avon, but then make your way to the River Stour where you walk through the Stour villages of Clifford Chambers, Atherstone-on-Stour, Preston-on-Stour, Alderminster, and finally Newbold-on-Stour where you spend the night.

Day 3: Newbold-on-Stour to Shipston-on-Stour                  8 miles
Your walk in the Stour valley today takes you through Halford and Honington, which is one of the most beautiful villages in the Cotswolds. Look out for the 16th century half-timbered Magpie House. Then just a short stroll to Shipston-on-Stour.

Shakespeares Way walking holiday in UK with Lets Go Walking

Shakespeares Way walking holiday in UK with Lets Go Walking

Day 4: Shipston-on-Stour to Long Compton    7 miles

Leaving Shipston-on-Stour you continue walking along by the River Stour until the hamlet of Willington where you leave the river bank and cut across to Cherington and leave the River Stour behind. Now it is just a short stroll to Long Compton for the night.

Day 5: Long Compton to Enstone    12 miles

A short detour from the Shakespeare’s Way today will take you to the Rollright Stones, an ancient site consisting of The Kings Men stone circle, The King Stone and the Whispering Knights dolmen. Back on the route you continue through the hamlet of Little Rollright, the village of Salford, the town of Chipping Norton, and on to the village of Enstone for the overnight stop.

Shakespeares Way walking holiday in UK with Lets Go Walking

Shakespeares Way walking holiday in UK with Lets Go Walking

Day 6: Enstone to Woodstock    11 miles

Leaving Enstone you walk through the grounds of Ditchley Park and Blenheim Palace before arriving at Woodstock. There is so much to see at Blenheim Palace that you might consider taking an extra day to really enjoy the beautiful house and gardens.

Optional Day in Woodstock:
Relax and enjoy this historic town of Woodstock. Perhaps visit Blenheim Palace with its stunning gardens. Blenheim Palace is the birthplace and ancestral home of Sir Winston Churchill.

Day 7: Woodstock to Oxford       11 miles

The first village you walk through today is Bladon. In the churchyard there is the simple tombstone of Sir Winston and Lady Clementine Churchill. Shakespeare’s Way then continues through Begbroke and Yarnton before reaching the River Thames. The route joins with the Thames Path for the last few miles into Oxford. At Oxford Shakespeares Way also connects with the Oxford Canal Towpath.

Shakespeares Way walking holiday in UK with Lets Go Walking

Optional Day(s) in Oxford:
Relax and enjoy this historic city of Oxford. One of the worlds greatest seats of learning. Perhaps take a boat on The River Thames.

Day 8: Depart after breakfast
Depart after Breakfast
or extend your holiday walking and spend some time exploring The Cotswolds.

Shakespeares Way Walking Holiday
Stratford on Avon to Oxford
via Woodstock
in England UK
8 day itinerary

6 days walking and 7 nights

Suggested Itinerary
Day 1:arrive Stratford upon Avon
Optional Day:optional extra day in Stratford upon Avon
Day 2:Stratford upon Avon to Newbold on Stour9 miles
Day 3:Newbold on Stour to Shipston on Stour8 miles
Day 4:Shipston on Stour to Long Compton7 miles
Day 5:Long Compton to Enstone12 miles
Day 6:Enstone to Woodstock11 miles
Optional Day:optional day in Woodstock
to visit Blenheim
Day 7:Woodstock to Oxford11 miles
Optional Day:optional extra day in Oxford
Day 8:depart Oxford
Prices per person for Shakespeares Way
8 day itinerary 7 nights
Double or Twin
Single Occupancy
travelling with others

All prices subject to change

Extra nights from £64.00 per person
depending on location

Optional Accommodation Upgrades for
Shakespeares Way
Walking Holiday 8 days
Stratford-upon -Avon to Oxford

Can be added when booking online

Subject to availability              Supplement per person per night

Stratford upon Avon



Hotel Indigo


please ask

Mercure Shakespeare


please ask

Long Compton
Red Lion


please ask




Marborough Arms Hotel


please ask

Punch Bowl Inn


please ask




Head of the River


please ask

Randolph Hotel


please ask

Royal Oxford Hotel


please ask

Malmasion Oxford Castle


please ask

The Nocturne Live Festival takes place at Blenheim in Woodstock on 12th to 16th June 2024.
This event affects the availability of accommodation in the area of Woodstock and our ability to deliver your luggage. 
Therefore when booking your walking holiday on the Shakespeares Way we suggest you avoid these dates.

What’s included
in your Shakespeares Way Walking Holiday
in England

  • 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
  • detailed itineraries
  • OS 1:25,000 map
  • guide book to Shakespeare’s Way

Optional Extras
for your Shakespeares Way Walking Holiday in England

  • 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

What’s not included
in your Shakespeares Way Walking Holiday in England

  • lunches and dinners
  • travel insurance
  • entrance to local attractions
  • entrance to Blenheim Palace
  • entrance to Kew Gardens

Lunches and Dinners
These are not included.
Evening meals
These are available at overnight locations, either at your accommodation or in the town/village.
Packed lunches
These can be provided by your accommodation or can be obtained from a local store, or cafe or inn along the route.

Holiday Travel Insurance
We require that you take out holiday insurance as Let’s Go Biking Ltd accepts no liability for the following:
cancellation, personal accident, illness, loss/theft of personal possessions and/or money, and any unforeseen circumstances, especially travel delays.

This is in addition to our existing
booking conditions.

Please contact us if you have any questions.

Our telephone Lines are open 7 days a week.

UK +44 (0)1837 880075
or +44 (0)207 193 1252

March to September 9am to 9pm
October to February 9am to 5pm
US +1 (646) 233-1541
New York 5 hours behind UK time:
March to September 4am to 4pm EST
October to February 4am to 12noon EST
AUS +61 (02) 8006 0182
Sydney 10 hours ahead of UK time:
 March to September 7pm to 7am EADT
October to February 7pm to 3am EADT
CAN +1 (647) 4786251
Toronto 5 hours behind UK time:
March to September 4am to 4pm EST
October to February 4am to 12noon EST

Shakespeares Way Walking Holiday:
How to get there:

  • By Plane  to Bristol, Birmingham or London where we can arrange transfer to Stratford-upon-Avon or Oxford
  • By Car to Stratford-upon-Avon or Oxford where parking is available
  • By Train/Bus to Stratford-upon-Avon or Oxford

On this 58 mile walking holiday from Stratford-upon-Avon to Oxford you walk through The Cotswolds, and Oxford.

Shakespeares walking holiday with Let's Go Walking