Cleveland Way Helmsley
The official start of the iconic Cleveland Way, offering historic charm and essential amenities for hikers.
Highlights
Must-see attractions
Social
From TikTok & Reddit
Best Time
Wildflowers bloom, fewer crowds
Cleveland Way Helmsley
Best Time
Wildflowers bloom, fewer crowds
Highlights
Must-see attractions
The official start of the iconic Cleveland Way, offering historic charm and essential amenities for hikers.
"Excellent place to park and within a few minutes walk to the centre of Helmsley village centre."
🚗 Long-Stay Parking
Secure your spot for multi-day hikes at the dedicated Cleveland Way car park in Helmsley.
🚶♀️ Start Strong with Pasties
Fuel up with a delicious pasty from Hunters in Helmsley before hitting the trail!
Highlights
Discover the most iconic attractions and experiences
Cleveland Way Trailhead
Helmsley
The official start of this iconic 109-mile walk through the North York Moors. Begin your adventure here!
Helmsley Castle
Helmsley
A historic fortress offering a glimpse into medieval life, located conveniently near the trail start.
Rievaulx Abbey
Near Helmsley
Stunning ruins of a Cistercian abbey, a worthwhile detour for history buffs and photographers. Dogs on lead welcome.
Plans like a pro.
Thinks like you
Planning Your Visit
Start Your Cleveland Way Adventure
Helmsley: Gateway to the Moors
Best Times
Insider Tips
from TikTok, Instagram & Reddit
🚗 Long-Stay Parking
Secure your spot for multi-day hikes at the dedicated Cleveland Way car park in Helmsley.
🚶♀️ Start Strong with Pasties
Fuel up with a delicious pasty from Hunters in Helmsley before hitting the trail!
🐶 Dog-Friendly Exploration
Many sections of the Cleveland Way and nearby attractions like Rievaulx Abbey welcome dogs on leads.
📸 Capture the Views
From Sutton Bank to the Moors, the scenery is breathtaking. Don't forget your camera!
Tips
from all over the internet
🚗 Long-Stay Parking
Secure your spot for multi-day hikes at the dedicated Cleveland Way car park in Helmsley.
🚶♀️ Start Strong with Pasties
Fuel up with a delicious pasty from Hunters in Helmsley before hitting the trail!
🐶 Dog-Friendly Exploration
Many sections of the Cleveland Way and nearby attractions like Rievaulx Abbey welcome dogs on leads.
📸 Capture the Views
From Sutton Bank to the Moors, the scenery is breathtaking. Don't forget your camera!
💧 Be Prepared for Weather
The North York Moors can experience varied weather. Pack layers and waterproofs!
What Travellers Say
Reviews Summary
Visitors praise Helmsley as an excellent starting point for the Cleveland Way, highlighting its convenient long-stay parking and proximity to the town's amenities like cafes and shops. The nearby castle is also a draw. However, some find the parking spots too limited for the town's tourist popularity, leading to difficulties finding legal spaces.
"Excellent place to park and within a few minutes walk to the centre of Helmsley village centre where there are plenty of eateries...cafes...bakers ..pubs...cafes ..
Restaurants...gift shops and more
The entrance to Helmsley castle is along this pathway too...well worth a visit...."
1st Class Transport Compliance
"At last a council who thinks and acts with common sense. People who want to walk the Cleveland Way need to park their cars safely. This ticks all the boxes. Nicely out of the way, nicely in the center of Helmsley. I just wish other long distance path councils would follow, it would improve tourism and improve their towns."
Achilles Zeus
"Great car park, clean toilets nearby.
Unfortunately to little parking spots for a town this touristy.
We drove around for quite a while before we found a legal car space."
Hans Rol
What People Like
What People Dislike
Frequently Asked Questions
🚇 🗺️ Getting There
Helmsley is accessible by car via the A170. For public transport, you can take a train to nearby York or Malton and then a bus service to Helmsley.
Yes, there's a dedicated long-stay car park for walkers planning multi-day treks. It costs around £28.80 for 7 days.
There are several car parks in Helmsley town center, but they can get busy, especially on weekends. The long-stay car park is a good option if you're concerned about finding a spot. [^R]
The toilets near the car park are typically open from 6 am to 6 pm, but it's always good to check for any seasonal changes. [^R]
Absolutely! Helmsley is the official start and offers amenities like shops, pubs, and accommodation, making it an ideal base.
🎫 🎫 Tickets & Entry
No, the Cleveland Way is a public footpath and is free to access. There are no tickets required for the trail itself.
Yes, there is an entrance fee for Helmsley Castle. It's managed by English Heritage, and you can purchase tickets on arrival or in advance online.
Rievaulx Abbey is also an English Heritage site, so there is an entrance fee. Dogs on leads are welcome.
It's highly recommended to book accommodation in Helmsley in advance, especially during peak season, as it's a popular tourist destination.
While not directly advertised for the entire trail, local tour operators may offer guided walks or segments. Check with local tourist information for options.
🎫 🚶 Onsite Experience
The initial section from Helmsley towards Sutton Bank involves varied terrain, including open moorland, farmland, and some ascents.
The first 11 miles from Helmsley to Sutton Bank can take approximately 4-6 hours, depending on your pace and any detours like Rievaulx Abbey.
Yes, Helmsley itself has many cafes and pubs. For longer sections, plan your stops as facilities can be sparse on the moors.
The Cleveland Way is generally well-signposted with acorn symbols. However, it's always wise to carry a map and compass or use a GPS device.
Look out for views from Sutton Bank, the ruins of Rievaulx Abbey, and the expansive North York Moors landscape.
🍽️ 🍽️ Food & Dining
Helmsley offers a variety of options, from traditional pubs and cafes to bakeries and restaurants, perfect for pre- or post-walk meals.
Yes, Helmsley has several dog-friendly pubs where you can relax after your walk.
Absolutely! Helmsley has bakeries and small shops where you can purchase sandwiches, pasties, and other picnic essentials.
Along the trail, options are limited. Pack your own food or plan stops in villages. Helmsley offers a good range of choices before you set off.
Yes, there is a cafe within the Rievaulx Abbey site, offering refreshments.
📸 📸 Photography
Sutton Bank offers panoramic views, Rievaulx Abbey provides dramatic ruins, and the rolling hills of the North York Moors are perfect for landscape shots.
Golden hour, shortly after sunrise and before sunset, offers the most dramatic light for landscape photography.
A smartphone camera is sufficient for most visitors, but a DSLR or mirrorless camera will allow for more creative control over landscape shots.
Generally, photography for personal use is allowed at both sites, but commercial photography may require permission. Check with English Heritage.
Relay events often capture dynamic action shots of runners and the diverse landscapes they traverse.
For Different Travelers
Tailored advice for your travel style
👨👩👧 Families with Kids
Pack plenty of snacks and drinks, as facilities can be sparse on the trail itself. The car park in Helmsley is convenient for day trips, and the town has family-friendly cafes. For a more manageable walk, explore the paths around Helmsley town or a short section of the Cleveland Way towards Rievaulx Abbey. Ensure children are supervised, especially near any steep drops or open moorland. The presence of other walkers and runners on relay days can also add to the excitement for younger visitors.
🚶♀️ Long-Distance Hikers
+1Many hikers aim to complete the trail in 5-7 days, but faster times are possible, as demonstrated by ultra-runners.
+1 Be prepared for varied weather conditions in the North York Moors, and ensure you have appropriate gear, including waterproofs and sturdy hiking boots. The trail is generally well-signposted, but carrying a map and compass or using a GPS device is always advisable. 🐶 Dog Owners
Helmsley itself has several dog-friendly pubs, perfect for a post-walk rest. Always ensure your dog is kept on a lead when requested, especially in areas with livestock or near cliff edges. Be mindful of other walkers and wildlife. Carry water and waste bags for your canine companions. The varied terrain offers great exploration opportunities for energetic dogs.
Deep Dives
In-depth insights and expert knowledge
Embarking on the Cleveland Way from Helmsley
The initial leg from Helmsley often heads towards Sutton Bank, a section known for its varied terrain. Expect to traverse open moorland, picturesque farmland, and tackle some inclines. This part of the trail offers stunning vistas, making it a rewarding start. Many walkers choose to begin their adventure with a hearty breakfast or a classic pasty from one of Helmsley's local bakeries, ensuring they are well-fueled for the miles ahead.
Beyond the trail itself, Helmsley provides a charming introduction to the region. Visitors can explore the historic Helmsley Castle, a well-preserved medieval fortress, and enjoy the amenities of the market town, including numerous cafes, pubs, and shops. This makes Helmsley not just a trailhead, but a destination in its own right, offering a comfortable and well-equipped base for hikers.
Exploring Nearby Attractions: Rievaulx Abbey and Sutton Bank
Further along the initial stretch of the Cleveland Way lies Sutton Bank. This iconic viewpoint is renowned for its breathtaking panoramic views across the Vale of York and the Hambleton Hills. It's a popular spot for gliders to take off, adding a dynamic element to the scenery. The climb to Sutton Bank can be challenging but is rewarded with unforgettable vistas, making it a highlight for many walkers and runners tackling the trail.
These nearby attractions enhance the experience of starting the Cleveland Way in Helmsley, offering a blend of history, natural beauty, and challenging terrain. Whether you're a seasoned long-distance walker or a day-tripper, these sites provide memorable experiences and excellent photographic opportunities.
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