Journey Through Winchester's Past: A Historical and Literary Walking Tour

Embark on a captivating historical and literary walking tour through Winchester. Follow in the footsteps of iconic figures like Alfred the Great, Jane Austen, and Sherlock Holmes. Limited group size of 10.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Westgate Museum - Medieval gates front this ancient Tudor & Stuart building with exhibits in a former debtor’s prison.
What's Included
  • 20% discount at The Wykeham Arms (reservation needed)
  • Photography included
Additional Information

Experience the story of Winchester’s history through the lives of figures like the Romans, Alfred the Great, William the Conqueror, Oliver Cromwell, and King Arthur.
Revive the iconic literary characters of Winchester, such as Jane Austen, John Keats, Thomas Hardy, Sherlock Holmes, and King Arthur as you walk around the city.
Stroll through Winchester’s…

Location
SO23 8UH
In front of the Westgate, the medieval entrance to Winchester.
Cancellation Policy

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

Customer Ratings
4.9
(333 Ratings)
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W6438iglouisew
Nov 1, 2025
Excellent walking tour - 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.
Review provided by Tripadvisor
Carol_m
Oct 26, 2025
Wonderful history of... - 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.
Review provided by Viator
Voyage524975
Oct 24, 2025
Highly recommend - We had a great time with Bryan. We learned so much about the area and we laughed a lot along the way. We highly recommend this tour!
Review provided by Tripadvisor
172abrad
Oct 21, 2025
Brian brightened up a wet morning - Faced with heavy rain and grey skies the prospect of walking around Winchester on a Sunday morning did not thrill but so glad we didn't cancel. Brian was extremely informative and conveyed his stories with enthusiasm and humour which made the time pass quickly. We had visited Winchester before but learnt so much and saw areas that we didn't know about. A memorable experience
Review provided by Tripadvisor
Jay
Oct 19, 2025
2 hours very well spent! - I had booked a solo weekend in Winchester and this walking tour was a fantastic way to get insights into the history of the area. Our guide was very informative and passionate.
Review provided by Tripadvisor
Davidhu7679tq
Oct 18, 2025
Fascinating - Gale was lively, interesting, enthusiastic and engaging. She couldn't have been better! On another level, she made the tour comprehensive and enjoyable. I saw parts of Winchester I have never seen before. Excellent!
Review provided by Tripadvisor
Resort09661931083
Oct 13, 2025
Wonderful, engaging, and well-paced city tour - One of the best historical walking tours we've taken lately. Well paced, really fascinating with just enough information to give us a great overview of Winchester's history and help us decide what to do with the rest of our weekend!
Review provided by Tripadvisor
Voyager784090
Oct 11, 2025
Absolutely essential tour to fully appreciate Winchester! - Bryan was an excellent tour guide showing us a Winchester that we would have never ever have discovered on our own. Not only did he take us through the fascinating history of Winchester, but he also weaved his presentation of places and buildings tothe larger history of the UK, deftly summarizing key aspects from Roman times to present day. Bryan's his experience as an actor and comedian made the tour even more enjoyable and lively. Like a deft comedian, he gets to know his audience and tailors his material to your personal interests and demographic. We were truly amazed how much we learned and how many places we visited on this excellent tour that was very reasonably priced. Highly recommended!
Review provided by Tripadvisor
Paulc513
Oct 2, 2025
Fantastic Tour with Bryan - Bryan was wonderful! His knowledge of each location is amazing and he has such a funny sense of humor that just adds to the experience. He made the tour interactive and engaging. He answered all of our questions with detail and additional facts. If you're in Winchester, I highly recommend!
Review provided by Tripadvisor
Ann0809
Oct 10, 2025
Winchester in the sun - This tour did not disappoint us, lots of factual information but also fun facts. We saw parts of Winchester we had never seen, It is such a beautiful city and we were so lucky with the weather. Thank you very much
Review provided by Tripadvisor
From $16
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).