# Event Details - **Event Name**: Cleveland Way Challenge 2026 Easter Bank Holiday 109 miles | 4 days - **Event Start and End Date**: Fri, 03 Apr, 2026 at 07:30 am – Mon, 06 Apr, 2026 at 06:00 pm (+01:00) - **Event Description**: Back for our third year! Take on the ultimate adventure - A 109-mile multi-day trek, the full length of the stunning Cleveland WayAbout this EventTake on the Cleveland Way Challenge where you'll conquer 109 miles of stunning moorland and Coastline, passing some of the most beautiful scenery the UK has to offer!Starting in Helmsley, you'll trek over 4-consecutive days from Helmsley to Filey. Get ready to immerse yourself in breathtaking views and push your limits on this epic journeyYou'll need resilience in bucket loads and stamina to keep going on this multi-day challenge. Camping in the great outdoors each evening (Campsites with hot showers and amenities. UPGRADE available to hostel room/Shepards hut)Challenge options4 days Full challenge - 109 miles 18-21 April (Helmsley to Filey)2 Day inland section - 58 miles 18-19 April (Helmsley to Saltburn)2 Day Coastal section - 51 miles 20-21 April (Saltburn to Filey)1 Day - section of your choiceNew for 2026: Upgrade from camping to bunk, room or shepherds hut (Where available)*New for 2026: Tents put up and taken down for youNew for 2026: Daily fresh towels for Enjoy participants and at request on Endeavour & EndureNew for 2026: Time-recorded*Additional costs may vary, please enquireThere are 3 entry categoriesENJOY – Adventure at a comfortable pace with genorous cut-offsFor those who want to soak up the views, enjoy the camaraderie, and experience the trek without the full weight of the kit.Your main baggage is transferred by our team, leaving you to carry just your day essentials — food, water, and clothing.Perfect for trekkers that want to focus on the journey, not the load.Fully supported by the Endurotrek team throughout with baggage transfered and tents put up/taken down each dayENDEAVOUR – Push your limitsFor those wishing to take on a serious challenge and embrace a degree of self-sufficiency.Participants carry a minimum of 10kg, plus food and water, managing more of your own kit Ideal for adventurous spirits looking to push themselves — with Endurotrek’s full support team by your side from start to finish. Addiotnal items baggage transfered ENDURE – The ultimate testFor those who crave the full expedition experience — physical, mental, and emotional.Participants carry a minimum of 15kg, plus food and water, taking on the trek in full self-sufficient style. Carrying all kit and equipmentThis is endurance trekking at its toughest. Every step earned, every mile carried, with Endurotrek support always close at hand.Please NOTE: This is an arduous challenge and not for everybody. You'll be averaging a marathons distance a day, a good level of fitness and desire to push yourself will be required https://cdn-az.allevents.in/events10/banners/952eacd0-b648-11f0-9743-6fdd05a2854c-rimg-w1060-h740-dc5f482c-gmir.jpg Is it a race?The Cleveland Way multi-day event, is a challenge. There is no official winner, the completion of the challenge in itself is the win! However it is a timed event and your daily and combined finish time can make the leaderboardDo I have to carry my equipment/backpack?Kit carrying is optional. Alternatively you can use our baggage transfer service and have your equipment i.e tent, sleeping bag, additional clothing transported to the next campsite each dayIs the route sign-posted?The Cleveland Way is a national trail (One of 16 across the UK). It is way-marked and sign posted throughout. Additionally you will pass through checkpoints and our team will be at designated places along the route. (See route and daily finish points in the Agenda section at bottom of page)Where will I stay?Every evening will be spent at a campsite along the route, offering warm showers, washing facilities, toilets, food, refreshments and camping pitches*Do I have to camp?No (Although the is part of the ultimate challenge experience) UPGRADE options to hostel facilites on night 1 and Shepards huts on nights 2 & 3 while availability lastsHow will I be supported?Our support team will be staffing checkpoints along the entire route, with first aid stations and drinks/snacks available at all checkpoints.At the end of each day, a designated campsite will provide the location to rest and recover before the next days challengeBig breakfast and energy fuelled packed lunch provided each dayWill there be checkpoints?Every 5-7 miles (Around 10k) there will be staffed checkpoints, offering medical care, light snacks and refreshmentsWhat will I get for completing the challenge?All challenge participants will receive a challenge certificate https://cdn-az.allevents.in/events5/banners/95ce4830-b648-11f0-9d7c-1d24a935f522-rimg-w1200-h556-dc94a9b7-gmir.jpg Kit ListPlease note the mandatory items - unsuitable footwear is our most common kit issue.MandatoryWalking boots (with ankle support, not trail shoes or trainers)Tent Sleeping BagHeadtorchWaterproof jacketWaterproof overtrousers (with taped seams)Hiking socks (wearing a single pair recommended, rather than using a liner sock)Backpack (approx. 20-40 litre size)Water container (bottle or Camelbak-style, 1-2 litres)Food & hill snacks (pasta, cereal bars, dried fruit, nuts)GlovesHat (covering ears)Recommended clothingWalking trousers or sports leggings (not jeans or tracksuit trousers)Sports top (not cotton)Warm outer layerChanges of clothesSunglasses & suncreamWalking polesLight shoes / sandalsThermal underwearBackpack raincoverTravel sickness tabletsAgenda🕑: 08:00 AM - 06:00 PMDay 1 - Helmsley to Osmotherley | 26 milesInfo: The Cleveland Way begins winding through the Ryedale countryside, offering views of dramatic moorland, ancient woodlands, and limestone cliffs. As you approach Osmotherley, the path leads you through open moorland and past the historic Mount Grace Priory, with stunning views of the surrounding hills and valleys🕑: 08:00 AM - 06:00 PMDay 2 - Osmotherley to Saltburn | 28 milesInfo: Day 2 begins with open heather moors and the rolling hills of the North York Moors National Park. As you descend towards the coast, the landscape transforms, with sweeping views over the North Sea.🕑: 08:00 AM - 06:00 PMSaltburn to Robin Hoods Bay | 28 milesInfo: Day 3 hugs the cliffs, passing through the scenic coastal villages of Staithes and Sandsend alongside stretches of wild, rugged shoreline. You’ll encounter rolling hills, secluded beaches, and the famous circular cliffs near Boulby, before heading down via Whitby to the picturesque fishing village of Robin Hood’s Bay.🕑: 08:00 AM - 06:00 PMRobin Hoods Bay to Filey | 27 milesInfo: Day 4 winds along rugged coastal paths, with spectacular views of the North Sea and natural landmarks like Saltwick Bay. As you approach Filey, the landscape opens up to wide sandy beaches and rolling countryside. The journey culminates at Filey Brigg, with its iconic headland and sweeping coastal vistas, marking the end of this beautiful stretch of the Cleveland Way. - **Event URL**: https://allevents.in/helmsley/cleveland-way-challenge-2026-easter-bank-holiday-109-miles-|-4-days/100001899918028969 - **Event Categories**: trips-adventures, contests, trekking, sports, camping, bank-holiday, holiday, performances, art, theatre, entertainment, marathons - **Interested Audience**: - total_interested_count: 0 ## Ticket Details - **Ticket Price Range**: min: 183.81, max: 378.82, currency: GBP ## Event venue details - **city**: Helmsley - **state**: EN - **country**: United Kingdom - **location**: Helmsley Castle - **lat**: 54.24464129999999 - **long**: -1.0642254 - **full address**: Helmsley Castle, Castlegate, Helmsley, United Kingdom ## Event gallery - **Alt text**: Cleveland Way Challenge 2026 Easter Bank Holiday 109 miles | 4 days - **Image URL**: https://cdn-az.allevents.in/events7/banners/8c5b752b319772ec419e5d1fd2fc9202668e32e42fa8db8b540a11c38e78361f-rimg-w1032-h688-dc304714-gmir.jpg?v=1761908355 ## FAQs - **Q**: When and where is Cleveland Way Challenge 2026 Easter Bank Holiday 109 miles | 4 days being held? - **A:** Cleveland Way Challenge 2026 Easter Bank Holiday 109 miles | 4 days takes place on Fri, 03 Apr, 2026 at 07:30 am to Mon, 06 Apr, 2026 at 06:00 pm at Helmsley Castle, Castlegate, Helmsley, United Kingdom. - **Q**: How much do tickets cost for Cleveland Way Challenge 2026 Easter Bank Holiday 109 miles | 4 days? - **A:** Ticket prices for Cleveland Way Challenge 2026 Easter Bank Holiday 109 miles | 4 days range from GBP 184 to GBP 379 depending on the ticket type. Here's a full breakdown of available ticket types:Ticket TypePriceAvailabilityFull 4 day challengeGBP 379 + GBP 30 feeAvailable2 day coastal sectionGBP 184 + GBP 15 feeAvailable2 day inland sectionGBP 184 + GBP 15 feeAvailable - **Q**: Who is organizing Cleveland Way Challenge 2026 Easter Bank Holiday 109 miles | 4 days? - **A:** Cleveland Way Challenge 2026 Easter Bank Holiday 109 miles | 4 days is organized by Challenge Events UK. - **Q**: Who is this event for? Is it right for me? - **A:** Cleveland Way Challenge 2026 Easter Bank Holiday 109 miles | 4 days is ideal for art lovers, collectors, creatives, and anyone inspired by visual arts, installations, and exhibitions. Whether you're a first-time attendee or a longtime enthusiast in Helmsley, this event is thoughtfully curated to deliver a standout experience worth every moment. If Cleveland Way Challenge 2026 Easter Bank Holiday 109 miles | 4 days sounds like your kind of event, don't wait - spots fill up fast. ## Structured Data (JSON-LD) ```json [ { "@context": "https://schema.org", "@type": "Event", "name": "Cleveland Way Challenge 2026 Easter Bank Holiday 109 miles | 4 days", "image": "https://cdn-az.allevents.in/events7/banners/8c5b752b319772ec419e5d1fd2fc9202668e32e42fa8db8b540a11c38e78361f-rimg-w1032-h688-dc304714-gmir.jpg?v=1761908355", "startDate": "2026-04-03T07:30:00+01:00", "endDate": "2026-04-06T18:00:00+01:00", "url": "https://allevents.in/helmsley/cleveland-way-challenge-2026-easter-bank-holiday-109-miles-|-4-days/100001899918028969", "location": { "@type": "Place", "name": "Helmsley Castle", "address": { "@type": "PostalAddress", "streetAddress": "Castlegate", "postalCode": "YO62 5AB", "addressLocality": "Helmsley", "addressRegion": "EN", "addressCountry": "GB" }, "geo": { "@type": "GeoCoordinates", "latitude": "54.24464129999999", "longitude": "-1.0642254" } }, "eventAttendanceMode": "https://schema.org/OfflineEventAttendanceMode", "description": "Back for our third year! Take on the ultimate adventure - A 109-mile multi-day trek, the full length of the stunning Cleveland Way", "offers": [ { "@type": "AggregateOffer", "availability": "https://schema.org/InStock", "priceCurrency": "GBP", "availabilityStarts": "2025-10-31", "availabilityEnds": "2026-04-06T18:00:00+01:00", "validFrom": "2025-10-31", "lowPrice": "183.81", "highPrice": "378.82", "price": "183.81", "url": "https://allevents.in/helmsley/cleveland-way-challenge-2026-easter-bank-holiday-109-miles-|-4-days/100001899918028969" }, { "@type": "Offer", "availability": "https://schema.org/InStock", "priceCurrency": "GBP", "availabilityStarts": "2025-10-31", "availabilityEnds": "", "validFrom": "2025-10-31", "url": "https://allevents.in/helmsley/cleveland-way-challenge-2026-easter-bank-holiday-109-miles-|-4-days/100001899918028969", "price": "378.82", "name": "Full 4 day challenge" }, { "@type": "Offer", "availability": "https://schema.org/InStock", "priceCurrency": "GBP", "availabilityStarts": "2025-10-31", "availabilityEnds": "", "validFrom": "2025-10-31", "url": "https://allevents.in/helmsley/cleveland-way-challenge-2026-easter-bank-holiday-109-miles-|-4-days/100001899918028969", "price": "183.81", "name": "2 day coastal section" }, { "@type": "Offer", "availability": "https://schema.org/InStock", "priceCurrency": "GBP", "availabilityStarts": "2025-10-31", "availabilityEnds": "", "validFrom": "2025-10-31", "url": "https://allevents.in/helmsley/cleveland-way-challenge-2026-easter-bank-holiday-109-miles-|-4-days/100001899918028969", "price": "183.81", "name": "2 day inland section" } ], "organizer": [ { "@type": "Organization", "name": "Challenge Events UK", "url": "https://allevents.in/org/challenge-events-uk/22770856", "description": "We are Challenge events UK. We specialise in multi-day, logistically challenging events. Often in remote locations around the UK.We host events that require an element of resilience and determination to overcome varied terrain, large distances, carrying kit and equipment and spending nights under canvas, in tents in often remote locations (It's not for everybody)" } ] } ] ```