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Journey Through Winchester's Past

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Overview

Available languages

English

2 hours

Mobile ticket

Walk in the footsteps of the historical characters of Winchester's past: the Romans, Alfred the Great, William the Conqueror, Oliver Cromwell, and Henry VIII

Bring to life Winchester's great literary characters: Jane Austen, John Keats, Thomas Hardy, Sherlock Holmes, and King Arthur.

Walk the streets of Winchester, with its mighty historical and literary characters.

Groups limited to 10

Tour Starting Point: The Westgate. The medieval entrance to Winchester.

Additional Info

Public transportation options are available nearby

Infants and small children can ride in a pram or stroller

Wheelchair accessible

Service animals allowed

Transportation options are wheelchair accessible

All areas and surfaces are wheelchair accessible

Suitable for all physical fitness levels

Accessible for those with limited eye sight

Accessible for those with limited mobility

Animals or pets allowed

Confirmation will be received at time of booking 

If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund 

Most travelers can participate 

Service animals allowed 

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

What To Expect

1

Westgate Museum

Medieval gates front this ancient Tudor & Stuart building with exhibits in a former debtor's prison.

Admission Not Applicable
2

The Great Hall

One of the finest surviving halls of the 13th century, it is all that now remains of Winchester Castle.

Admission Not Applicable

What‘s Included

20% off at The Wykeham Arms (reservation required)

Photography

Options

Standard rate

Reviews

4.89

340 reviews

Total reviews and rating from Viator & Tripadvisor

318
16
1
0
5
  • Birthday tour of Winchester

    Julie C,,Jan 11, 2026

    - Review from Tripadvisor

    5.00

    This was an excellent tour of Winchester, our guide Brian was very knowledgeable and knew every historical fact about Winchester. I would highly recommend this tour. We have lived in Hampshire for 30 years and never done anything like this before but now we feel we know Winchester so much better. I think we are going to do the Southampton tour next.

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  • Best ever walking tour - Winchester - 2000 years (and counting) in 2 amazing hours - Bryan was such a great guide 5*’s

    cloudstuff,,Jan 10, 2026

    - Review from Tripadvisor

    5.00

    We were gently and comprehensively immersed in the amazing diverse and proud role Winchester has played in the foundational history of the United Kingdom and its subtle bragging rights of literary influence across the World - our guide and now great friend Bryan was simply astonishing in his breadth and depth of knowledge and ability to creatively educate us about the riches on our doorstep. OMG… book his superb experience. Thank you so much Bryan!!!!

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  • What a lovely way to learn about Winchester

    714abrahamm,,Jan 7, 2026

    - Review from Tripadvisor

    5.00

    Lovely day in the beautiful city of Winchester. With the snow is a backdrop and a wonderful tour guide. Brian was wonderful and so informative so helpful and didn’t rush. He is also a dog lover and it really was so enjoyable to spend a couple of hours with him going through the history of the city.

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  • Journey through the centuries

    CorinneO478,,Jan 5, 2026

    - Review from Tripadvisor

    5.00

    Great guide who has walked us through the centuries to discover the thousand Treasures of Winchester. Lots of anecdotes, living characters... it makes us want to dig the story. Thank you Gail!

  • Informative and entertaining

    Bill F,,Dec 12, 2025

    - Review from Viator

    5.00

    Gail was a wonderful guide, providing a wealth of information in a very personable way. Her knowledge of history and insights into Winchester today were a great combination.

  • Good tour (if a little too long)

    568garryb,,Dec 11, 2025

    - Review from Tripadvisor

    4.00

    Good tour, very enthusiastic and informative guide, but rather too long for my tastes. It would be better if cut back to 90 minutes or so.

  • A true journey through Winchester’s past!

    C8201FZtonyb,,Dec 10, 2025

    - Review from Tripadvisor

    5.00

    Bryan from Walsh Tours was an excellent guide. Thoroughly informative, humorous and genuinely pleasant. Whilst the English winter weather was less than pleasant, Bryan was able to make the afternoon pass quickly with a constant flow of interesting and intriguing facts about Winchester’s past and the intersections between its Roman, Anglo-Saxon, and Norman histories.

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  • Fascinating insight

    gillt585,,Dec 6, 2025

    - Review from Tripadvisor

    5.00

    We thoroughly enjoyed our walking tour with Bryan - well paced, informative and entertaining. A great way to get to know the city

  • Excellent walking tour

    W6438IGlouisew,,Nov 1, 2025

    - Review from Tripadvisor

    5.00

    Very informative and interesting two hour walk round Winchester, steeped in fascinating history. The tour guide was very knowledgeable about the subject and was happy to answer any questions. Thoroughly enjoyable experience.

  • Wonderful history of...

    Carol M,,Oct 26, 2025

    - Review from Viator

    5.00

    Wonderful history of Winchester and easy walking tour. Great knowledgeable guide who made the history and places come to life. Very enjoyable 2 hrs with Brian.

From £12.00

4.89
(340 reviews)
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