Journey Through Winchester's Past

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‘s Included

20% off at The Wykeham Arms (reservation required)

Photography

What To Expect

Westgate Museum

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

Admission Not Applicable

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

Options

Standard rate

Reviews

4.89

333 reviews

Total reviews and rating from Viator & Tripadvisor

312

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.
Highly recommend
Voyage524975,
Oct 24, 2025
- Review from Tripadvisor
5.00
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!
Brian brightened up a wet morning
172abrad,
Oct 21, 2025
- Review from Tripadvisor
5.00
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
2 hours very well spent!
Jay B,
Oct 19, 2025
- Review from Tripadvisor
5.00
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.
Fascinating
davidhU7679TQ,
Oct 18, 2025
- Review from Tripadvisor
5.00
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!
Wonderful, engaging, and well-paced city tour
Resort09661931083,
Oct 13, 2025
- Review from Tripadvisor
5.00
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!
Absolutely essential tour to fully appreciate Winchester!
Voyager784090,
Oct 11, 2025
- Review from Tripadvisor
5.00
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!
Winchester in the sun
Ann0809,
Oct 10, 2025
- Review from Tripadvisor
4.00
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
Fantastic Tour with Bryan
PaulC513,
Oct 2, 2025
- Review from Tripadvisor
5.00
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!