Explore the stunning South Downs with Waypoint Crew this Halloween, taking on 50km over two days through rolling hills, open countryside and sweeping Sussex views - all with a great crew.

🗓️ Overview

Date: Saturday 31st October 2026
Meet The Crew: 08:30 | Amberley Train Station
Hike Start: 09:00 sharp
Distance: 27km | ~800ft elevation | 8–9 hours including breaks
Difficulty: Moderate
Route: Circular
Finish: ~17:00 at the accommodation

🕙 Detailed Schedule

08:30 | Meet The Crew at Amberley Station

Meet us outside Amberley Station, meet the crew and get ready for a big day on the trails. We'll have a quick briefing before setting off.

You'll also be able to leave anything you don't need for the hike (including your Halloween costume!) in a car that will be taken to the accommodation, so you don't have to carry it all day.

09:00 | Hit the Trails

Time to get moving! We'll head out from Amberley and take on 27km of beautiful South Downs trails, with plenty of time to stop, refuel and enjoy the views along the way.

~13:00 | Picnic Lunch Stop

We'll stop somewhere scenic for a relaxed picnic lunch and a chance to refuel for the second half of the hike. Bring your own packed lunch for the first day.

~17:30 | Bunkhouse, Showers & Fancy Dress

Back at the accommodation, it's time to ditch the walking gear, grab a shower and get into your Halloween outfits. There'll be welcome drinks and snacks waiting for you before we get ready for our Halloween evening and The Waypoint Spook Games...

Timings are approximate and may shift slightly depending on how the hike goes.

After a big day on the trails, we'll head back to our fully decorated function room and get into the Halloween spirit. Think firepits, drinks, fancy dress and a proper feast - exactly what you'll want after 27km on your feet.

~18:30 | Dinner

We'll have a pizza van coming to the accommodation, serving up a freshly cooked pizza feast followed by dessert, with options to suit all dietary requirements. Nothing too spooky on the plate - just good, hearty food to refuel after a big day of hiking.

Fancy dress is strongly encouraged. We're leaning into a witchy theme for the evening - yes, witches of all genders, but you can dress however you like. Go spooky, silly, ridiculous or somewhere in between.

We'll have plenty of beer, wine and non-alcoholic drinks provided throughout the evening. If you'd like anything else, feel free to bring it along - you can leave extra drinks in the car when we meet at the station.

Once we've eaten, it's time for some healthy competition. We'll split into teams and battle it out across a series of seriously unserious Halloween games. Expect a mixture of skill, speed, teamwork and completely chaotic challenges, with points up for grabs throughout the evening.

There will be drinks. There will be games. There will be some questionable Halloween outfits. And yes, there will be winners - for both the games and best dressed.

Bring your competitive spirit, your best Halloween outfit and prepare to defend your team's honour.

Just to set expectations, this isn't a full-blown Halloween party! After 27km on the trails, we're expecting everyone will be ready for good food, a few drinks, questionable fancy dress and plenty of laughs - especially with another day of hiking ahead.

And if we're still going, there's a countryside pub just across the road if we fancy before calling it a night.

• The Accommodation: We'll be staying at a cosy bunkhouse in the heart of the South Downs

• Shared Rooms: The bunkhouse comfortably sleeps 23 people in various bedrooms (male + female).

• Full Bedding Provided: Full bedding and a towel are provided, so don't worry about bringing anything with you.

• Kitchen: The self-catering kitchen is fully equipped with everything you should need for teas, coffees and preparing food. 

• Meals: We’ll provide a hearty Saturday evening meal, breakfast, plus everything you need to make a packed Sunday lunch, with plenty of snacks to keep you fuelled throughout the adventure. Just bring your own favourite hiking snacks, drinks and anything else you’d like for the weekend. See more info below. All meals will cater for vegetarian, vegan and gluten-free diets.

• Getting there by train: The nearest train station is Amberley in West Sussex (a 1.5-hour train ride from London). We will be hiking past the accommodation, and there will be an option to leave anything you won't need for the hike in cars.

• Getting there by car: If you choose to drive, feel free to drop a message in the WhatsApp trip group chat to arrange lift shares.

• Parking: The accommodation and station have plenty of parking available. Please let us know if you're planning to drive.

08:00–09:30 | Breakfast, Lunch Prep & Checkout

We'll kick off the morning with bacon and sausage baps, tea, coffee and orange juice to get everyone fuelled for Day 2, with vegetarian, vegan and gluten-free options available too. You’ll also make your own packed lunch from the ingredients provided, with options to suit all dietary requirements. We’ll check out before heading out, but you can leave your bags in the cars as we’ll be passing back by the accommodation at the end of the hike.

Timings are approximate and may shift slightly depending on the pace of the group.

09:30 | Day 2 Hike Begins

Time to hit the trails for a 23km hike for Day 2! We'll set off from the accommodation and make our way towards Arundel, where we'll have the option to stop for a coffee before continuing on a circular route through the beautiful South Downs.

~13:00 | Lunch Stop

We'll stop along the route for lunch and a chance to refuel. We'll give you plenty of time to eat, rest your legs and enjoy the views before heading back out.

~17:00 | Back to Amberley

We’ll finish back in Amberley, where you can either head back to the pub or make your way straight to the station. We can also drop your luggage at the station for you, so you don't have to carry it. We’ll pass a local pub along the way, so if you fancy a post-hike pint, you’re more than welcome to stick around with us and celebrate an amazing weekend on the trails. Or, if you’re ready to head home after two big days of hiking, Amberley station is just around the corner.

✔ 50km of guided hiking through the stunning South Downs
✔ One night’s accommodation in the heart of the South Downs, with bedding and towels provided
✔ 3 qualified Lowland Leaders, all first aid trained
✔ A welcoming crew of like-minded adventurers
✔ Meals as outlined below
✔ The Waypoint Spook Games, including prizes
✔ Pre-departure support and everything you need to get ready for the weekend

✔ Tea & coffee throughout the weekend
✔ A hearty Saturday night pizza feast, with vegetarian, vegan and gluten-free options + garlic bread, salad and dessert to finish
✔ Plenty of beer, wine and non alcoholic drinks to keep the evening flowing
✔ Sunday breakfast, with vegetarian, vegan and gluten-free options
✔ Sunday packed lunch, with options to suit all dietary requirements
✔ Plenty of snacks waiting for you back at the accommodation

✘ Travel - You must make your own way to/from Amberley station, whether arriving by train or car

✘ Saturday packed lunch

✘ Sunday pub meal

✘ Additional snacks and food

✘ Pub drinks

✘ Personal travel insurance

✘ Hiking equipment

✘ Any extra nights if you're staying before or after the itinerary

This challenge is perfect for intermediate hikers looking to take on their next big adventure - with a healthy dose of Halloween chaos thrown in.

This is a weekend that’s as much about the laughs as it is about the miles. Ideal for people in their 20s–40s from London who want to challenge themselves, meet a great bunch of like-minded people, and experience the best of the South Downs.

You should:

• Be comfortable hiking for 8–10 hours a day.

• Have a good level of fitness and feel confident on steep ascents and descents.

• Be ready to hike 50km over two days through varied terrain.

• Be up for pushing yourself, embracing a challenge and supporting the rest of the crew.

• Be prepared to have a laugh, get involved with the fancy dress and throw yourself into our Waypoint Spook Games.

• Most importantly, come ready for an amazing weekend.

For the Hike

• Walking Boots: Waterproof, supportive, and well broken-in. Boots are strongly recommended over trainers for muddy, uneven mountain terrain.

• 20L Rucksack: Large enough to carry your hiking essentials each day. Keep it light - you’ll be carrying it for two full days, so only bring what you need.

• Waterproof Jacket & Trousers: Essential, whatever the forecast. Mountain weather can change quickly.

• Head Torch: Requited in case of delays or low light conditions.

• Hiking Clothes / Activewear: Wear breathable, quick-drying layers (avoid cotton and denim).

• Warm Layers: Fleece or mid-layer, insulated jacket, hat, gloves, and buff. Conditions can feel much colder on exposed peaks.

• Water Bottles: Carry at least 1.5 litres each day.

• Packed Lunch & Snacks: You’ll be making your packed lunches each morning using the supplied food. Bring plenty of high-energy snacks such as flapjacks, nuts, chocolate, or sweets.

• Power Bank: Useful for keeping your phone charged throughout the day.

• Dry Bags: To protect your kit and electronics from rain.

• Hiking Poles: Helpful for steep descents and reducing impact on tired legs.

• Sun Protection: Sunglasses, sunscreen, and a cap (weather dependent).

• Personal Medication & Blister Kit: Including any medication you need, blister plasters, and basic first aid supplies.

• Toilet Paper & Personal Hygiene Items: Please bring zip-lock bags to pack out any used items and follow Leave No Trace principles.

• Camera / GoPro (optional): For capturing the adventure!

For the Accommodation

• Halloween Outfit: Fancy dress is strongly encouraged. We're leaning into a witchy theme for the evening - yes, witches of all genders - but you can dress however you like. Go spooky, silly, ridiculous or somewhere in between.

• Comfortable Clothes / Pyjamas: For relaxing after the Halloween evening.

• Toiletries – Toothbrush, toothpaste, shower essentials. Towels are provided.

• Flip Flops / Sliders: Great for relaxing after a long day in walking boots.

• Phone Charger

• Earplugs / Eye Mask (optional) – Shared rooms can be noisy!

• Snacks & Drinks (optional): If you’d like anything extra alongside the provided meals.

• Small Overnight Bag: If you don’t want to use your hiking rucksack for your bunkhouse belongings.

• Spending Money: For drinks or extras during the weekend.

Although this trip takes place in the UK, we strongly recommend purchasing travel insurance as soon as you book. This can help protect you against unforeseen circumstances such as trip cancellation, illness or injury, loss of personal belongings, and other unexpected events that may prevent you from attending. Please ensure your policy provides suitable cover for hiking and any activities included in the itinerary.

Please click the link below to view the Terms & Conditions for booking this trip. These will also be presented to you for review and acceptance during the booking process.