About this Event
Waypoint Escape: Winchester Countryside 18.5km Hike + Pub (Ages 20s–40s)
Waypoint Crew’s 2-Year Birthday Celebration Continues! 🎈🍻🎉
Waypoint is London’s close-knit, adventure-loving crew for like-minded legends in their 20s–40s. Think big hikes, belly laughs, incredible scenery, and well-earned pints with great people.
Can you believe it’s been 2 years since we launched Waypoint Crew? Where has the time gone?! What an amazing community we’ve built together 💛
To keep the birthday celebrations going, we’re heading back to Winchester (Beth’s hometown!) for a stunning 18.5km countryside hike through rolling hills, riverside paths, and classic Hampshire villages.
We’ll start from Winchester train station, heading past Winchester Cathedral for a quick look, before making our way out towards Easton and on to Avington. We’ll stop for a picnic lunch in the beautiful Avington Park, before continuing to Itchen Abbas in the South Downs National Park.
From there, we’ll make a quick stop at The Plough (Beth’s local) for refreshments and a toilet break, then follow the River Itchen back through Chilland into Winchester.
We’ll finish with a space reserved at one of our absolute favourites - The King Alfred Pub in Winchester Town 🍺🎈, where you can join for post-hike celebrations, or head straight back to the station for trains to London (10-minute walk away from the pub).
🗓️ Event Details
- Date: Saturday 25th April 2026
- Meet: 9:30am (train arrives 9:26am)
- Hike Start: 9:50am
- Picnic Lunch Stop: ~12:00pm (30 mins)
- Refreshment & Toilet Stop: ~1:00pm – The Plough, Itchen Abbas
- Finish: ~4:30pm, Winchester Town
- Optional Pub Stop: The King Alfred, 11 Saxon Road, SO23 7DJ - 10-minute walk from the train station
- Distance: 18.5km / 11.4 miles
- Time on Trail: ~4.5 hours
- Grade: Moderate (some steep hills)
- Route: Circular
🥾 Your Guides
Beth – Founder of Waypoint Crew and qualified Lowland Leader. Beth loves countryside adventures that finish with a cold pint and built Waypoint Crew as a space for people who love adventure and a laugh.
Jon – A total legend and regular at Waypoint events. Recently qualified as a Lowland Leader with Mountain Training, Jon helps lead hikes and makes sure everyone has an amazing day outdoors.
🕙 Schedule
9:30am | Meet
Outside Winchester Train Station. Trains run regularly from London, including one arriving at 9:26am. Come say hi and meet your crew.
9:50am | Hike Begins
Quick briefing and we’re off. Please arrive on time - if delayed, message in the WhatsApp group.
~12:00pm | Picnic Lunch
Lunch stop overlooking the beautiful Avington Park.
~1:00pm | Refreshment Stop
The Plough, Itchen Abbas (toilets + quick refreshments).
~4:30pm | Finish & Optional Pub
We finish in Winchester town with an optional stop at one of our favourites - The King Alfred Pub 🍺🎈, where we’ve reserved a space in the beer garden for post-hike celebrations. The station is a short (10-minute) walk away if you’re heading back to London. The hike officially ends here, and participants are responsible for their onward travel.
✅ Included
- Guided hike with Waypoint Crew
- Qualified Lowland Leaders
- A great crew of like-minded outdoorsy legends
❌ Not Included
- Travel to/from Winchester
- Picnic lunch + snacks
- Pub drinks, food & refreshments
Consent Form
As part of signing up for this event, you'll be required to complete a consent form and provide details of any medical conditions. This will be included within the Eventbrite registration process.
Photography & Videography Consent
Photographers and videographers may join this event. By signing up, you consent to the use of your photos and videos captured during the day for marketing and promotional purposes.
Refund Policy
Refunds will only be given if the event is cancelled. If you can no longer attend, you’re more than welcome to sell your ticket to someone else; however, please email us if you do so.
Terms & Conditions
By signing up for this event, you are agreeing to our Terms & Conditions. This event is for over-18s only.
If you have any other questions, please feel free to get in touch with us via [email protected].
Can’t wait to see you all there!
Waypoint Crew :)
Follow us on Instagram!
Event Venue & Nearby Stays
Winchester Station, Winchester Train Station, Winchester, United Kingdom
GBP 16.96
