Private Tour
Available languages
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.
Enjoy a custom Journey Through Winchester's Past.
Price based on a group of 8.
Tour Starting Point: The Westage. In front of the medieval entrace to Winchester, at the top end of the High Street.
Public transportation options are available nearby
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Suitable for all physical fitness levels
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
Not wheelchair accessible
Service animals allowed and pets allowed
This experience requires a minimum number of travelers.
This tour/activity will have a maximum of 6 travelers
For a full refund, cancel at least 24 hours before the scheduled departure time.
20% discount at The Wykeham Arms
Photography
Discounted tickets at the Great Hall
Westgate Museum
One of two surviving Gates into Winchester
The Great Hall
The only surviving part of Winchester Castle containing King Arthur's Round Table
17 reviews
Total reviews and rating from Viator & Tripadvisor
RenateM421,
Aug 13, 2025
- Review from Tripadvisor
It was a lovely tour with a very knowledgable guide Bryan, learned a lot more about Winchester through him. After the tour all the places were good to find. Bryan told his stories very well and with a lot of passion about Winchester. Would recommend him very much.
Connector13957964482,
Sep 22, 2024
- Review from Tripadvisor
Fabulous tour can't recommend it more, it was brilliant. The right pace for the group, delivered with well researched knowledge, visiting interesting sights. My third trip.
Z1496YKsarahw,
Jun 20, 2024
- Review from Tripadvisor
Bryan ran such an interesting and fun private tour for one of our work outings. It was full of brilliant facts and we all learnt so much, and he even personalised it to start at our lovely historic studio. Huge thanks to Bryan - we have already recommended him to others!
892liamn,
Apr 7, 2024
- Review from Tripadvisor
The Tour Guide was extremely knowledgeable about the history and landmarks of Winchester. A wll spent morning tour. Very entertaining.
bananarama602,
Mar 4, 2024
- Review from Tripadvisor
We really enjoyed exploring Winchester with Bryan. We were first-time visitors and he was relaxed and funny and made us feel really welcome. The dark and rain completed the ghostly experience! Thank you
M8879EVmattm,
Jan 29, 2024
- Review from Tripadvisor
This was a small group. It was myself, and a mother daughter duo. Bryan, our guide, still did the tour even though it was just the three of us. It was excellent being in a small group. Bryan taught us all about the history of the sites we walked to in Winchester. He answered our questions and chatted with us and cracked a few jokes. It was a very enjoyable tour and I am glad I signed up for it. Winchester is absolutely beautiful. I stopped in The Royal Oak after for food and beer. Bryan pointed that pub out on the tour as the oldest pub in Winchester. I will return to Winchester again in my future travels.
Anita S,
Oct 29, 2023
- Review from Tripadvisor
We had a private tour of the city for my mum’s birthday. It was fun and informative (despite the rain!) A great way to get an overview of the city.

FirstFootingJBay,
Sep 6, 2023
- Review from Tripadvisor
It was fun and informative..... and amazing weather😎 Such a great guide and extremely knowledgeable. I may need to do this one again because there was so much interesting information which I'm sure I shan't remember 🫣








792iwonam,
Jun 18, 2023
- Review from Tripadvisor
Great tour guide! Very friendly and knowledgeable. It was our first time visiting Winchester and we got to see all the beautiful parts of it because of the tour, otherwise we would have missed many local spots. Great pub recommendations too!
G8367CBanthonym,
May 9, 2023
- Review from Tripadvisor
Very informative and fun. Gave a good historical overview of the city and explored many sites. Very scenic and beautiful.
Operated by Walsh Tours