Ancient City, The Great Hall and Hiking - Winchester Adventure
Ancient City, The Great Hall and Hiking - Winchester Adventure

Ancient City, The Great Hall and Hiking - Winchester Adventure

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London Waterloo Railway Station

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Join us for a walk that will take you in all of the historical points of interest in the ancient city of Winchester, and some of its prettiest streets! It will carry you on out along the idyllic River Itchen to St Catherines Hill, the iron age hillfort, from where there are spectacular views of the city. From there you will cross some typical Hampshire downland, before descending to a section of ancient water meadows… You will also visit one of the finest surviving medieval halls which contain the legendary Round Table.

What's included: a guided hike, a guided tour of The Great Hall, train tickets, admin fee.

What's not included: food, drinks, souvenirs.

Price: £39.3

Club Members' price: £34.20

To become a Club Member, please register on our website here. Membership prices start at as little as £5.99 per month.

The event is also available on our website: HERE

In the afternoon, the walk again climbs up onto the downs, giving fine distant views of Winchester Cathedral, before descending to the ancient Hospital of St Cross, along with the watermeadows and past Winchester College.
From legend and lore to awe-inspiring architecture, Winchester is a treasure trove of English heritage.

Length: 18 km (11.2 miles)

Toughness: 4 out of 10


We will have lunch at the local pub in the middle of the hike, approximately at 1:00 pm.


Winchester is a cathedral city steeped in history. It was founded by the Romans close to a major iron age hillfort, it was the capital of the Saxon kingdom of Wessex under Alfred the Great, it was a major royal city under the medieval kings, and it is the home of one of the country's most famous public schools, Winchester College.
It’s the burial place of many of England’s Kings, Queens, Saints, and famous people such as Jane Austen, Izaac Walton and Keats. Here the rule of Common Law was established, the Domesday Book compiled, and the Winchester Bible written. Many ancient institutions, such as hospitals, schools and religious foundations still survive to influence daily life in the City.

Today, Winchester combines the best of city life with the freshness of the surrounding countryside. One hour from London, this is England as it ought to be.

Home of good food and the country's largest farmers' market, birthplace of the modern game of cricket, resting place of author Jane Austen and inspiration to the many craft-makers and artists who live here, Winchester is truly a destination for all seasons.

The Great Hall

The Great Hall, “one of the finest surviving aisled halls of the 13th century”, contains the greatest symbol of medieval mythology, King Arthur's Round Table, and is all that now remains of Winchester Castle.

The Castle was originally constructed for William the Conqueror in 1067 to help secure his hold on the city after the Norman Conquest. It housed important aspects of government such as the Treasury and the Exchequer.

By the end of King John’s reign in 1216 the Castle and its royal palace needed extensive repair so between 1222 and 1235 the Castle’s hall was replaced by the building which you see today, at a cost of £500. In 1302, Edward I and his second wife narrowly escaped death when the royal apartments of the castle were destroyed by fire.

During the English Civil War, the Castle was held by the Royalists until its capture by the Parliamentary Forces in 1646. Oliver Cromwell eventually ordered its demolition, but the Great Hall was kept as a venue for assemblies and the County Assizes.

Throughout its history, the Great Hall has witnessed important events and been a legal and administrative centre. Sir Walter Raleigh stood trial here in 1603 and the notorious Judge Jeffreys condemned supporters of the Duke of Monmouth to death here as part of the Bloody Assizes in 1685.

Meeting point and time:

We will meet at 08:15 am at London Waterloo station near the information point (see the map below).

We will make our way to the platform at 08:25 am. If you are late I'm afraid we will not be able to wait and you will be missing the trip. Of course, if you want, you can try to catch up with us at the platform, but the host will be making sure the group gets on the right train, so you will have to figure out the way. Also, you will have to find another way of getting in as I will have your train ticket.

Train*: We will aim to take the 08:35 am train from London Waterloo, arriving in Winchester at 09:45 am.

*Please note that as the rail network is very unreliable, those details might change depending on the train delays and we may take an earlier or later train. The decision might need to be taken by the leader on the spot to suit the group's needs. If you do not arrive at the meeting time, we can not guarantee that you will be able to catch up with the group as the leader may not be able to update you about any changes - even if you call or message them, as sometimes the phone network might not be available and often they might be busy taking care of the group. Leader's priority will always have to be the customers that arrived on time. We add the train details in order to help you out if you have problems getting to the meeting point on time, but take no responsibility for any changes - so the only way to ensure you do not miss out on the event is to arrive on time at the meeting point.

Please make sure that you are dressed appropriately to the weather. We will not cancel the trip unless the conditions make it dangerous for us to make the walk. If the trip was cancelled you would of course be refunded.

It is very difficult to predict exact return time as it depends on the walking speed of the particular group and the choices we make along the way (lunch, route etc). If you decide to join, please consider yourself committed for the day.

IMPORTANT: By taking part in this meet-up you agree to the following disclaimer: I acknowledge that hiking and mountaineering are activities with a danger of personal injury or death. My decision to voluntarily participate in these activities is an informed decision and I am aware of and shall accept such risks. I agree to be responsible for my own actions and involvement in these activities. The organiser does not take any responsibility for my safety.


By signing up to this event you confirm that you have read and consented to our terms and conditions (click to download) and waiver (click to download). You will also email signed copy of both to us onTerm & Conditions.

*Please provide us with these details at least 2 working days before the event and during our office hours.


How can I contact the organiser with any questions?

If you have any doubts, queries or would like to chat to anyone about the best options for you, please contact us via email on or phone: 0749 642 82 37. Our lines are open Monday to Friday 10am - 6pm and we will get back to you within 3 working days. Please note that messages sent through any other channels may not be picked up.

What's the refund policy?

As you know the group operates a no refund policy due to most of the costs having to be paid in advance. However we understand that sometimes things come up and there is nothing you can do, you just have to cancel.

In this case we would be happy to allow you to sell your place to one of your friends. No direct swaps will be accepted though, so your friend needs to buy the place directly from us and only then we will process a refund to you. No one will be admitted on the trip, unless they pay directly to us.

To make sure we know that the swap will be taking place please email us before your friend signs up and let us know their name and when they will be making the payment. Please include the information about the trip as with over 60 upcoming events and almost 8,000 members we are getting hundreds of emails per day, so we need the correct information to identify it.

Please note that if you forget to let us know before your friend signs up, the swap will be invalid and will be treated as any other sale. Once the payment is done by them, please email us the details of original transaction (so that it can be found in the bank account/paypal account) and where should we be sending refund to.

Admin fee of 10% (minimum £3.50) applies to all refunds. Paypal fees are non refundable. The refund will be processed within 5 working days of the trip the latest.

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London Waterloo Railway Station

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