
The Winchester Winter Wanderland, 10.8 miles, moderate
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The Winchester Winter Wanderland is a 10.8-mile circular walk that takes participants around Winchester and Shawford, including St Catherine's Hill and the River Itchen. The walk starts at Winchester Railway Station and includes a lunch stop in Shawford. The event is designed for those looking to enjoy the outdoors.
Today's circular walk takes us around Winchester and Shawford via St Catherine's Hill and the River Itchen. Starting at Winchester station, we'll head towards the High Street, which we follow to the River Itchen before turning right onto it to leave Winchester. Shortly after passing Palmerfield, we'll climb up St Catherine's Hill, which on a clear day offers some fantastic view of Winchester as well as the local area. After this, we'll head back down to follow the Pilgrim's Trail and Monarch's Way through Twyford and into Shawford, the latter which is where we'll stop for lunch as well as have an optional pub stop at The Bridge Inn. After lunch, we'll turn right onto the River Itchen, where we follow the Kingfisher Trail and St James' Way back into Winchester via the Cathedral. To get back to Winchester station, we'll follow the High Street towards the castle before walking along the same road we walked along earlier to finish the walk. Once we're back in Winchester, the walk leader plans to visit the Winchester Christmas Market if you want to join them when visiting: https://www.visitwinchester.co.uk/events/event-winchester-cathedral-christmas-market-24 Distance: 17.4km / 10.8mi Ascent: 187m / 614ft Type: circular TRAINS: The recommended train to get from Reading is the 09:52 CrossCountry service that arrives in Winchester at 10:26. PARKING: Winchester station has a good size car park, where parking fees apply. Please note, that with the Christmas market, this is likely to be busy, so please leave enough time to park and get to the start point of the walk. DOGS: Dogs are allowed on this walk as long as they're well behaved. Please refer to our dogs policy for more information.
Description supplied by the event organiser.
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Hotels within walking distance of Winchester Railway Station.
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Frequently asked questions
The Winchester Winter Wanderland, 10.8 miles, moderate takes place on Saturday, 12 December 2026 at 10:30.
The Winchester Winter Wanderland, 10.8 miles, moderate is held at Winchester Railway Station in Winchester (Railway Station, Station Rd, Winchester SO23 8TJ, UK, Winchester, SO23 8TJ).
Yes — hotels within walking distance of Winchester Railway Station can be compared using the accommodation search further down this page.
Tickets for The Winchester Winter Wanderland, 10.8 miles, moderate can be booked via meetup.com using the "Check Tickets & Live Prices" button on this page, which opens the official booking site in a new tab.
The Winchester Winter Wanderland, 10.8 miles, moderate
10:30
Winchester Railway Station · Winchester
Editorial summaryAbout this event
The Winchester Winter Wanderland is a 10.8-mile circular walk that takes participants around Winchester and Shawford, including St Catherine's Hill and the River Itchen. The walk starts at Winchester Railway Station and includes a lunch stop in Shawford. The event is designed for those looking to enjoy the outdoors.
This summary was automatically generated from event data sourced from official ticketing providers.
Today's circular walk takes us around Winchester and Shawford via St Catherine's Hill and the River Itchen. Starting at Winchester station, we'll head towards the High Street, which we follow to the River Itchen before turning right onto it to leave Winchester. Shortly after passing Palmerfield, we'll climb up St Catherine's Hill, which on a clear day offers some fantastic view of Winchester as well as the local area. After this, we'll head back down to follow the Pilgrim's Trail and Monarch's Way through Twyford and into Shawford, the latter which is where we'll stop for lunch as well as have an optional pub stop at The Bridge Inn. After lunch, we'll turn right onto the River Itchen, where we follow the Kingfisher Trail and St James' Way back into Winchester via the Cathedral. To get back to Winchester station, we'll follow the High Street towards the castle before walking along the same road we walked along earlier to finish the walk. Once we're back in Winchester, the walk leader plans to visit the Winchester Christmas Market if you want to join them when visiting: https://www.visitwinchester.co.uk/events/event-winchester-cathedral-christmas-market-24 Distance: 17.4km / 10.8mi Ascent: 187m / 614ft Type: circular TRAINS: The recommended train to get from Reading is the 09:52 CrossCountry service that arrives in Winchester at 10:26. PARKING: Winchester station has a good size car park, where parking fees apply. Please note, that with the Christmas market, this is likely to be busy, so please leave enough time to park and get to the start point of the walk. DOGS: Dogs are allowed on this walk as long as they're well behaved. Please refer to our dogs policy for more information.
Description supplied by the event organiser.
StayStaying overnight?
Hotels within walking distance of Winchester Railway Station. Searching near Railway Station, Station Rd, Winchester SO23 8TJ, UK, Winchester, SO23 8TJ; check-in Saturday, 12 December 2026.
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WhereWinchester Railway Station
Railway Station, Station Rd, Winchester SO23 8TJ, UK, Winchester, SO23 8TJ
Before you goFrequently asked questions
When is The Winchester Winter Wanderland, 10.8 miles, moderate?
The Winchester Winter Wanderland, 10.8 miles, moderate takes place on Saturday, 12 December 2026 at 10:30.
Where is The Winchester Winter Wanderland, 10.8 miles, moderate taking place?
The Winchester Winter Wanderland, 10.8 miles, moderate is held at Winchester Railway Station in Winchester (Railway Station, Station Rd, Winchester SO23 8TJ, UK, Winchester, SO23 8TJ).
Is there anywhere to stay near The Winchester Winter Wanderland, 10.8 miles, moderate?
Yes — hotels within walking distance of Winchester Railway Station can be compared using the accommodation search further down this page.
How do I get tickets for The Winchester Winter Wanderland, 10.8 miles, moderate?
Tickets for The Winchester Winter Wanderland, 10.8 miles, moderate can be booked via meetup.com using the "Check Tickets & Live Prices" button on this page, which opens the official booking site in a new tab.
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Railway Station, Station Rd, Winchester SO23 8TJ, UK, Winchester, SO23 8TJ
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