Waypoint Epic: Chilterns 7 Peak Challenge 36km Hike + Bbq + Drinks
Saturday 22nd August 2026
Monks Risborough Monks Risborough, England
Visit WebsiteEvent Description:
Take on the Chilterns 7 Peak Challenge - 36km, seven peaks, incredible views and a celebratory pub BBQ at The Greyhound Inn
Waypoint Epic: Chilterns 7 Peak Challenge 🥾⛰️ 36km Hike + Pub BBQ + Celebratory Drinks (Ages 20s–40s)
Waypoint is London’s close-knit, adventure-loving crew for like-minded legends (20’s - 40’s). Big hikes, belly laughs, post-walk pints - and pushing yourself a little further each time.
🥾 The Challenge
WE’RE BACK… and this one is BIG.
Join us for the Chilterns 7 Peak Challenge - a 36km endurance hike taking on all seven of the highest hills in the beautiful Chilterns countryside.
Just outside London, the Chilterns National Landscape is famous for its rolling chalk hills, ancient woodlands, hidden valleys and incredible viewpoints. This route takes you through some of the best scenery the area has to offer, linking together seven iconic peaks in one epic day.
We’ll conquer:
Whiteleaf Hill (247m)
Pulpit Hill (248m)
Coombe Hill (260m)
Haddington Hill (267m) – the highest point in the Chilterns
Pitstone Hill (240m)
Ivinghoe Beacon (233m)
Moneybury Hill - Bridgewater Monument (213m)
Expect big climbs, stunning views, tired legs and that unbeatable feeling of finishing a proper challenge with an amazing crew.
And because no Waypoint adventure is complete without it, we’ll finish at The Greyhound Inn for BBQ, plus plenty of drinks.
Expect:
✔️ Seven peaks in one day
✔️ 36km of beautiful Chilterns countryside
✔️ Big climbs and tired legs
✔️ Incredible views and quiet trails
✔️ A friendly crew of like-minded adventurers
✔️ BBQ, drinks and celebrations at the finish (Optional extra)
🗓️ Event Details
Date: Saturday 22nd August 2026
Meet: 08:00 – Monks Risborough Station (train arriving at 08:00 from London)
Hike Begins: 08:30 sharp - don’t be late!
Finish: Around 19:45 – The Greyhound Inn, Aldbury (20-minute walk or short taxi to Tring Station). Please note, the hike officially ends at The Greyhound Inn and Waypoint Crew is not responsible for arranging taxis or walking you back to the station.
Route: Point-to-point, starting at Monks Risborough and finishing in Aldbury near Tring Station
Distance: 36km (22.3 miles)
Elevation: 820m
Walking Time: Approximately 11 hours
Difficulty: Challenging
Terrain: Rolling hills, woodland trails, chalk paths and open countryside. Expect uneven ground and potentially muddy sections depending on conditions.
⚠️ Who is this for?
This is a tough day hike and is designed for confident, fit hikers. You’ll need to be comfortable walking for around 11 hours over varied terrain and tackling a physical and mental challenge. It’s going to be a big day!
🥾 Meet Your Guides
Marcela: Adventure addict and qualified guide. Whether she’s hiking, wild camping, scrambling, skiing, swimming or kayaking, she’s happiest outdoors and loves bringing people along for the adventure.
Beth: Founder of Waypoint Crew and qualified Lowland Leader. Beth created Waypoint Crew to bring together people who love exploring, challenging themselves and finishing the day with great company and a cold pint.
🕒 Full Schedule
08:00 – Meet the Crew
Meet outside Monks Risborough Station, meet your fellow challengers and get ready for a big day in the hills. We recommend getting the train as this is a point-to-point route.
08:30 – Hike Begins
We set off at 8:30am sharp. If you’re running late, please let us know in the WhatsApp group.
10:30 - Farm Shop Stop
Quick stop at Buckmoorend farm shop for some drinks and snacks
Around 13:30 – Picnic Lunch
We’ll stop for a well-earned lunch break along the route. Bring a packed lunch and snacks.
Around 19:45 – Pub BBQ & Celebratory Drinks
We finish at The Greyhound Inn for a BBQ and celebratory drinks with the crew. Nothing beats that first drink after 36km. ⚠️ Due to group size, food cannot be ordered on the day.
✅ Included
Guided 36km challenge hike with Waypoint Crew
Qualified Lowland Leaders
A friendly crew of fellow outdoor enthusiasts
BBQ meal (if selected as an add-on)
❌ Not Included
Travel to Monks Risborough Station and return from Tring Station
Picnic lunch and hiking snacks
Pub drinks and additional food
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 capture photos and videos during this event. By signing up, you consent to Waypoint Crew using these images for marketing and promotional purposes, including on our website, social media channels, newsletters, and promotional materials. Images may also be shared with event partners where relevant.
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 :)
Take on the Chilterns 7 Peak Challenge - 36km, seven peaks, incredible views and a celebratory pub BBQ at The Greyhound Inn
Waypoint Epic: Chilterns 7 Peak Challenge 🥾⛰️ 36km Hike + Pub BBQ + Celebratory Drinks (Ages 20s–40s)
Waypoint is London’s close-knit, adventure-loving crew for like-minded legends (20’s - 40’s). Big hikes, belly laughs, post-walk pints - and pushing yourself a little further each time.
🥾 The Challenge
WE’RE BACK… and this one is BIG.
Join us for the Chilterns 7 Peak Challenge - a 36km endurance hike taking on all seven of the highest hills in the beautiful Chilterns countryside.
Just outside London, the Chilterns National Landscape is famous for its rolling chalk hills, ancient woodlands, hidden valleys and incredible viewpoints. This route takes you through some of the best scenery the area has to offer, linking together seven iconic peaks in one epic day.
We’ll conquer:
Whiteleaf Hill (247m)
Pulpit Hill (248m)
Coombe Hill (260m)
Haddington Hill (267m) – the highest point in the Chilterns
Pitstone Hill (240m)
Ivinghoe Beacon (233m)
Moneybury Hill - Bridgewater Monument (213m)
Expect big climbs, stunning views, tired legs and that unbeatable feeling of finishing a proper challenge with an amazing crew.
And because no Waypoint adventure is complete without it, we’ll finish at The Greyhound Inn for BBQ, plus plenty of drinks.
Expect:
✔️ Seven peaks in one day
✔️ 36km of beautiful Chilterns countryside
✔️ Big climbs and tired legs
✔️ Incredible views and quiet trails
✔️ A friendly crew of like-minded adventurers
✔️ BBQ, drinks and celebrations at the finish (Optional extra)
🗓️ Event Details
Date: Saturday 22nd August 2026
Meet: 08:00 – Monks Risborough Station (train arriving at 08:00 from London)
Hike Begins: 08:30 sharp - don’t be late!
Finish: Around 19:45 – The Greyhound Inn, Aldbury (20-minute walk or short taxi to Tring Station). Please note, the hike officially ends at The Greyhound Inn and Waypoint Crew is not responsible for arranging taxis or walking you back to the station.
Route: Point-to-point, starting at Monks Risborough and finishing in Aldbury near Tring Station
Distance: 36km (22.3 miles)
Elevation: 820m
Walking Time: Approximately 11 hours
Difficulty: Challenging
Terrain: Rolling hills, woodland trails, chalk paths and open countryside. Expect uneven ground and potentially muddy sections depending on conditions.
⚠️ Who is this for?
This is a tough day hike and is designed for confident, fit hikers. You’ll need to be comfortable walking for around 11 hours over varied terrain and tackling a physical and mental challenge. It’s going to be a big day!
🥾 Meet Your Guides
Marcela: Adventure addict and qualified guide. Whether she’s hiking, wild camping, scrambling, skiing, swimming or kayaking, she’s happiest outdoors and loves bringing people along for the adventure.
Beth: Founder of Waypoint Crew and qualified Lowland Leader. Beth created Waypoint Crew to bring together people who love exploring, challenging themselves and finishing the day with great company and a cold pint.
🕒 Full Schedule
08:00 – Meet the Crew
Meet outside Monks Risborough Station, meet your fellow challengers and get ready for a big day in the hills. We recommend getting the train as this is a point-to-point route.
08:30 – Hike Begins
We set off at 8:30am sharp. If you’re running late, please let us know in the WhatsApp group.
10:30 - Farm Shop Stop
Quick stop at Buckmoorend farm shop for some drinks and snacks
Around 13:30 – Picnic Lunch
We’ll stop for a well-earned lunch break along the route. Bring a packed lunch and snacks.
Around 19:45 – Pub BBQ & Celebratory Drinks
We finish at The Greyhound Inn for a BBQ and celebratory drinks with the crew. Nothing beats that first drink after 36km. ⚠️ Due to group size, food cannot be ordered on the day.
✅ Included
Guided 36km challenge hike with Waypoint Crew
Qualified Lowland Leaders
A friendly crew of fellow outdoor enthusiasts
BBQ meal (if selected as an add-on)
❌ Not Included
Travel to Monks Risborough Station and return from Tring Station
Picnic lunch and hiking snacks
Pub drinks and additional food
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 capture photos and videos during this event. By signing up, you consent to Waypoint Crew using these images for marketing and promotional purposes, including on our website, social media channels, newsletters, and promotional materials. Images may also be shared with event partners where relevant.
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 :)
Waypoint Epic: Chilterns 7 Peak Challenge 🥾⛰️ 36km Hike + Pub BBQ + Celebratory Drinks (Ages 20s–40s)
Waypoint is London’s close-knit, adventure-loving crew for like-minded legends (20’s - 40’s). Big hikes, belly laughs, post-walk pints - and pushing yourself a little further each time.
🥾 The Challenge
WE’RE BACK… and this one is BIG.
Join us for the Chilterns 7 Peak Challenge - a 36km endurance hike taking on all seven of the highest hills in the beautiful Chilterns countryside.
Just outside London, the Chilterns National Landscape is famous for its rolling chalk hills, ancient woodlands, hidden valleys and incredible viewpoints. This route takes you through some of the best scenery the area has to offer, linking together seven iconic peaks in one epic day.
We’ll conquer:
Whiteleaf Hill (247m)
Pulpit Hill (248m)
Coombe Hill (260m)
Haddington Hill (267m) – the highest point in the Chilterns
Pitstone Hill (240m)
Ivinghoe Beacon (233m)
Moneybury Hill - Bridgewater Monument (213m)
Expect big climbs, stunning views, tired legs and that unbeatable feeling of finishing a proper challenge with an amazing crew.
And because no Waypoint adventure is complete without it, we’ll finish at The Greyhound Inn for BBQ, plus plenty of drinks.
Expect:
✔️ Seven peaks in one day
✔️ 36km of beautiful Chilterns countryside
✔️ Big climbs and tired legs
✔️ Incredible views and quiet trails
✔️ A friendly crew of like-minded adventurers
✔️ BBQ, drinks and celebrations at the finish (Optional extra)
🗓️ Event Details
Date: Saturday 22nd August 2026
Meet: 08:00 – Monks Risborough Station (train arriving at 08:00 from London)
Hike Begins: 08:30 sharp - don’t be late!
Finish: Around 19:45 – The Greyhound Inn, Aldbury (20-minute walk or short taxi to Tring Station). Please note, the hike officially ends at The Greyhound Inn and Waypoint Crew is not responsible for arranging taxis or walking you back to the station.
Route: Point-to-point, starting at Monks Risborough and finishing in Aldbury near Tring Station
Distance: 36km (22.3 miles)
Elevation: 820m
Walking Time: Approximately 11 hours
Difficulty: Challenging
Terrain: Rolling hills, woodland trails, chalk paths and open countryside. Expect uneven ground and potentially muddy sections depending on conditions.
⚠️ Who is this for?
This is a tough day hike and is designed for confident, fit hikers. You’ll need to be comfortable walking for around 11 hours over varied terrain and tackling a physical and mental challenge. It’s going to be a big day!
🥾 Meet Your Guides
Marcela: Adventure addict and qualified guide. Whether she’s hiking, wild camping, scrambling, skiing, swimming or kayaking, she’s happiest outdoors and loves bringing people along for the adventure.
Beth: Founder of Waypoint Crew and qualified Lowland Leader. Beth created Waypoint Crew to bring together people who love exploring, challenging themselves and finishing the day with great company and a cold pint.
🕒 Full Schedule
08:00 – Meet the Crew
Meet outside Monks Risborough Station, meet your fellow challengers and get ready for a big day in the hills. We recommend getting the train as this is a point-to-point route.
08:30 – Hike Begins
We set off at 8:30am sharp. If you’re running late, please let us know in the WhatsApp group.
10:30 - Farm Shop Stop
Quick stop at Buckmoorend farm shop for some drinks and snacks
Around 13:30 – Picnic Lunch
We’ll stop for a well-earned lunch break along the route. Bring a packed lunch and snacks.
Around 19:45 – Pub BBQ & Celebratory Drinks
We finish at The Greyhound Inn for a BBQ and celebratory drinks with the crew. Nothing beats that first drink after 36km. ⚠️ Due to group size, food cannot be ordered on the day.
✅ Included
Guided 36km challenge hike with Waypoint Crew
Qualified Lowland Leaders
A friendly crew of fellow outdoor enthusiasts
BBQ meal (if selected as an add-on)
❌ Not Included
Travel to Monks Risborough Station and return from Tring Station
Picnic lunch and hiking snacks
Pub drinks and additional food
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 capture photos and videos during this event. By signing up, you consent to Waypoint Crew using these images for marketing and promotional purposes, including on our website, social media channels, newsletters, and promotional materials. Images may also be shared with event partners where relevant.
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 :)
* Event details accurate at the time of publishing; please check the organiser's website for the latest updates.
Event Location:
Monks Risborough Monks Risborough, England
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